INTO THE BLUE ~ Serene!

INTO THE BLUE ~ 4 Bedroom, 3.5 Bathroom New Construction Home with Private Pool in Old Town! Design Merges Indoor and Outdoor Living!

Location

1316 Royal St. #3
33040 Key West , FL
United States
24° 33' 1.3644" N, 81° 47' 32.7588" W
Florida US

INTO THE BLUE ~ Serene!

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INTO THE BLUE~GRAND OPENING RATES! Pristine 4 BR/3.5 BA Home w/Private Pool!

Unit Code: IB

INTO THE BLUE ~ Serene!

INTO THE BLUE ~ 4 Bedroom, 3.5 Bathroom New Construction Home with Private Pool in Old Town! Design Merges Indoor and Outdoor Living!
TOP NOTCH LIVING… Nestled in the exclusive Casa Marina district, this newly constructed sanctuary sits only a few blocks from the world famous Duval Street in one of the most desirable neighborhoods of Key West, a serene enclave that's close to vibrant attractions such as the Casa Marina, Resort, Higgs Beach and world class dining and shopping. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… This impeccable abode offers a spacious 1,743 square feet of modern living with 4 beautifully appointed bedrooms and 3.5 bathrooms. Enter the elevated first floor into the open plan living area that seamlessly connects living, kitchen and outdoor spaces and begs for entertaining with cherished family and friends. The inviting eat-in kitchen features stainless steel appliances, quartz countertops and a separate coffee/bar station with a craft ice maker and beverage/wine fridge. For your convenience, a powder room is located on the first floor and a full size washer and dryer closet is located on the second floor. Youtube TV is available for binge-watching your favorite shows together. SLEEPING ARRANGEMENTS… Totaling 4 bedrooms, there is a queen bedroom with an ensuite bathroom with a shower on the first level, which is perfect for guests who don't wish to climb stairs. On the second level you will find another king bedroom that shares a full shower bathroom with the twin bedroom (can be converted to a king bed upon request). The 4th bedroom offers a king bed and has its own ensuite shower bathroom. OUTDOOR LIVING… Luxuriate and unwind in your private pool (comes heated in the cooler months) and deck with al fresco seating a table top propane grill. The floor-to-ceiling sliding glass door of the living room opens up to merge indoor and outdoor living in pure Key West style. PARKING ... There is 1 private off street parking space. PETS... This is a pet friendly home. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). THE HEART OF KEY WEST LIVING…
October 2025
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November 2025
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December 2025
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DatesPrice
10/26/2025 - 10/31/2025$250 /nt
11/01/2025 - 11/30/2025$268 /nt
12/01/2025 - 12/31/2025$286 /nt
01/01/2026 - 01/10/2026$804 /nt
01/11/2026 - 01/31/2026$322 /nt
02/01/2026 - 02/28/2026$715 /nt
03/01/2026 - 03/31/2026$536 /nt
04/01/2026 - 04/30/2026$643 /nt
05/01/2026 - 07/31/2026$483 /nt
08/01/2026 - 09/30/2026$358 /nt
10/01/2026 - 10/26/2026$500 /nt
Leave a Review
4 Bed
3.5 Baths
Sleeps 8

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DREAM A LITTLE DREAM ~ In the Clouds!

DREAM A LITTLE DREAM ~ Newly Renovated Old Town 5 Bedroom, 4 Bathroom Stunning Home with Private Pool, Poolside Cottage and Off Street Parking!

Location

1114 Grinnell Street
33040 Key West , FL
United States
24° 33' 11.7324" N, 81° 47' 32.9568" W
Florida US

DREAM A LITTLE DREAM ~ In the Clouds!

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DREAM A LITTLE DREAM ~ Old Town 5 BR/4 Ba Home w/ Pool!

Unit Code: DRE

DREAM A LITTLE DREAM ~ In the Clouds!

DREAM A LITTLE DREAM ~ Newly Renovated Old Town 5 Bedroom, 4 Bathroom Stunning Home with Private Pool, Poolside Cottage and Off Street Parking!
EXQUISITE AND EXPANSIVE OLD TOWN RETREAT… Unburden yourself with self-indulgent luxury and modern creature comforts sure to lure you into a state of island nirvana. This quintessential Key West structure has been lovingly rebuilt from the ground up to fuse historical restoration with chic custom design. The exceptional floor plan combines open concept living with defined spaces, a host to both large group gatherings as well as cozy conversations. Centrally situated, this dreamy abode draws you into the timeless, historic feel of Old Town Key West and away from your real world cares. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES… Dense and sultry foliage provide the backdrop for the welcoming entrance as you step into the epitome of function and elegance. Exhale your worries as you enter the sun-laden living area, a bright and airy hub that merges indoor and outdoor living in classic Key West style, punctuated by an impressive custom door wall and bedroom sliders that lead to your mesmerizing outdoor oasis. Discover your inner chef and delight in the art of feeding loved ones in the luxurious dine-in kitchen with high end appliances and fully stocked cooking implements. A washer and dryer are located on the second level for your comfort and convenience. SLEEPING ARRANGEMENTS… Bring your large group as this home hosts 5 bedrooms for peaceful repose at the close of your day in paradise. The ground floor features a twin bedroom with a desk and access to a double-entry shower bathroom. Travel upstairs to 3 additional bedrooms. Enjoy a primary king bedroom with its own en suite shower bathroom with a double vanity. An adjacent guest room offers a king bed and shares the balcony overlooking the sparkling pool with the primary bedroom. A third guest room upstairs offers a queen bed and there is one full shower bathroom for the 2 upstairs guest rooms to share. For those seeking extra privacy, the home offers a detached poolside cabana with 2 cozy futons and a private shower bathroom. OUTDOOR LIVING… The epitome of island living is achieved through the incredible indoor/outdoor space this home provides. Vast covered porches both up and down cater to space for both dining and lounging. Relax around the custom pool with sun shelf and waterfall - or on the sunny poolside patio with lush tropical foliage and soothing breezes. Wash off the day under your outdoor shower like a true Key West islander. PARKING... An off-street parking space is offered at this home. PETS... Pets are not considered at this home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). COME LIVE THE DREAM…
October 2025
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November 2025
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December 2025
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Age 18 and under.
DatesPrice
10/26/2025 - 10/31/2025$304 /nt
11/01/2025 - 11/30/2025$322 /nt
12/01/2025 - 12/31/2025$358 /nt
01/01/2026 - 01/31/2026$1,036 /nt
02/01/2026 - 03/31/2026$1,161 /nt
04/01/2026 - 04/30/2026$804 /nt
05/01/2026 - 07/31/2026$572 /nt
08/01/2026 - 09/30/2026$429 /nt
10/01/2026 - 10/26/2026$572 /nt
Leave a Review
5 Bed
4 Baths
Sleeps 9

Search Availability

SEVENTH HEAVEN ~ Dreamy!

SEVENTH HEAVEN ~ Recently Remodeled/Refurnished. Waterfront 5 Bedroom, 4 Bath Townhome Overlooking Garrison Bite Marina with Elevator, Private Pool, 2 Parking Spots and Boat Dockage!

Location

719 Eisenhower Dr. #7
33040 Key West , FL
United States
24° 33' 37.4076" N, 81° 47' 20.1084" W
Florida US

SEVENTH HEAVEN ~ Dreamy!

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SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage!

Unit Code: SEV

SEVENTH HEAVEN ~ Dreamy!

SEVENTH HEAVEN ~ Recently Remodeled/Refurnished. Waterfront 5 Bedroom, 4 Bath Townhome Overlooking Garrison Bite Marina with Elevator, Private Pool, 2 Parking Spots and Boat Dockage!
RECENTLY REMODELED/REFURNISHED, OLD KEY WEST ELEGANCE WITH AN ELEVATOR, PRIVATE POOL AND BOAT DOCKAGE... Indulge in island chic as you approach this luxurious waterfront conch style home, located on the edge of Old Town overlooking Garrison Bite Marina. Breathtaking marina views from double balconies will lure you closer to this nautical gem while design and functionality merge to offer you historical charm with all the luxuries of a modern retreat. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES... Enjoy a private entrance to this tropical retreat and head up the stairs to the first level that greets you with an expansive kitchen, offering every cooking tool your inner chef could desire for dreaming up culinary delights. A breakfast nook table, kitchen counter seating and the adjacent dining area provide multiple seating options for your loved ones to gather in and unwind. The open concept living area boasts panoramic sliding glass doors that overlook Garrison Bight Marina, surrounding you in the tropical allure of your southernmost getaway. Take advantage of the elevator carrying you to each story of the home. A full size washer and dryer closet is offered for your convenience. The main television is 85 inches. Enjoy live streaming on Youtube TV for binge watching your favorite shows. SLEEPING ARRANGEMENTS... The first level of the home offers a king bedroom with a double entry shower bathroom. On the second level are two king suites with en suite bathrooms (one with a shower/bath combo and the other with a deep jetted tub and separate walk-in shower). Each suite has its own balcony and walk-in closet. The third level offers a full bath with tub/shower combo shared by a private king bedroom with closet and an open loft with 4 twin beds. All bedrooms have TVs as well. OUTDOOR LIVING... This is a boater's dream home consisting of a private dockage (can fit a boat up to 30 ft long) and deep water access! Luxuriate around your private pool (that is heated during the cooler months) and watch the fishing fleets return with their fresh catch! PARKING... There are 2 parking spots in the driveway. ***Boat trailers may NOT be parked on the property. You can make arrangements with nearby marinas for trailer parking. Garrison Bight Marina is right next door, or the City Marina @ Garrison Bight is just 1/2 mile away! PETS... This home allows 1 dog only. Please include the size/breed when inquiring. CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! ENDLESS TROPICAL THERAPY...
October 2025
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November 2025
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December 2025
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Age 18 and under.
DatesPrice
10/26/2025 - 10/30/2025$472 /nt
10/31/2025 - 10/31/2025$587 /nt
11/01/2025 - 11/01/2025$653 /nt
11/02/2025 - 11/02/2025$523 /nt
11/03/2025 - 11/04/2025$472 /nt
11/05/2025 - 11/05/2025$594 /nt
11/06/2025 - 11/06/2025$1,437 /nt
11/07/2025 - 11/07/2025$1,574 /nt
11/08/2025 - 11/08/2025$1,534 /nt
11/09/2025 - 11/09/2025$1,232 /nt
11/10/2025 - 11/10/2025$625 /nt
11/11/2025 - 11/11/2025$527 /nt
11/12/2025 - 11/12/2025$615 /nt
11/13/2025 - 11/13/2025$764 /nt
11/14/2025 - 11/14/2025$937 /nt
11/15/2025 - 11/15/2025$956 /nt
11/16/2025 - 11/16/2025$779 /nt
11/17/2025 - 11/17/2025$714 /nt
11/18/2025 - 11/18/2025$713 /nt
11/19/2025 - 11/19/2025$689 /nt
11/20/2025 - 11/20/2025$760 /nt
11/21/2025 - 11/21/2025$935 /nt
11/22/2025 - 11/22/2025$1,039 /nt
11/23/2025 - 11/23/2025$842 /nt
11/24/2025 - 11/24/2025$472 /nt
11/25/2025 - 11/25/2025$794 /nt
11/26/2025 - 11/26/2025$1,141 /nt
11/27/2025 - 11/27/2025$1,157 /nt
11/28/2025 - 11/28/2025$1,243 /nt
11/29/2025 - 11/29/2025$1,194 /nt
11/30/2025 - 11/30/2025$698 /nt
12/01/2025 - 12/01/2025$703 /nt
12/02/2025 - 12/02/2025$627 /nt
12/03/2025 - 12/03/2025$763 /nt
12/04/2025 - 12/04/2025$942 /nt
12/05/2025 - 12/05/2025$1,201 /nt
12/06/2025 - 12/06/2025$1,100 /nt
12/07/2025 - 12/07/2025$956 /nt
12/08/2025 - 12/08/2025$752 /nt
12/09/2025 - 12/09/2025$772 /nt
12/10/2025 - 12/10/2025$837 /nt
12/11/2025 - 12/11/2025$944 /nt
12/12/2025 - 12/12/2025$1,364 /nt
12/13/2025 - 12/13/2025$1,274 /nt
12/14/2025 - 12/14/2025$1,113 /nt
12/15/2025 - 12/15/2025$817 /nt
12/16/2025 - 12/16/2025$774 /nt
12/17/2025 - 12/17/2025$865 /nt
12/18/2025 - 12/18/2025$983 /nt
12/19/2025 - 12/19/2025$1,383 /nt
12/20/2025 - 12/20/2025$1,406 /nt
12/21/2025 - 12/21/2025$1,337 /nt
12/22/2025 - 12/22/2025$1,355 /nt
12/23/2025 - 12/23/2025$1,537 /nt
12/24/2025 - 12/24/2025$1,808 /nt
12/25/2025 - 12/25/2025$1,851 /nt
12/26/2025 - 12/26/2025$2,298 /nt
12/27/2025 - 12/27/2025$2,616 /nt
12/28/2025 - 12/28/2025$2,912 /nt
12/29/2025 - 12/29/2025$3,093 /nt
12/30/2025 - 12/30/2025$3,135 /nt
12/31/2025 - 12/31/2025$3,515 /nt
01/01/2026 - 01/01/2026$3,003 /nt
01/02/2026 - 01/02/2026$2,334 /nt
01/03/2026 - 01/03/2026$2,323 /nt
01/04/2026 - 01/04/2026$2,144 /nt
01/05/2026 - 01/05/2026$1,438 /nt
01/06/2026 - 01/06/2026$1,426 /nt
01/07/2026 - 01/07/2026$1,457 /nt
01/08/2026 - 01/08/2026$1,552 /nt
01/09/2026 - 01/09/2026$1,860 /nt
01/10/2026 - 01/10/2026$2,086 /nt
01/11/2026 - 01/11/2026$1,878 /nt
01/12/2026 - 01/12/2026$1,654 /nt
01/13/2026 - 01/13/2026$1,464 /nt
01/14/2026 - 01/14/2026$1,470 /nt
01/15/2026 - 01/15/2026$2,315 /nt
01/16/2026 - 01/16/2026$2,575 /nt
01/17/2026 - 01/17/2026$3,012 /nt
01/18/2026 - 01/18/2026$2,582 /nt
01/19/2026 - 01/19/2026$1,948 /nt
01/20/2026 - 01/20/2026$1,754 /nt
01/21/2026 - 01/21/2026$1,856 /nt
01/22/2026 - 01/22/2026$2,126 /nt
01/23/2026 - 01/23/2026$2,279 /nt
01/24/2026 - 01/24/2026$2,321 /nt
01/25/2026 - 01/25/2026$1,548 /nt
01/26/2026 - 01/26/2026$1,981 /nt
01/27/2026 - 01/27/2026$1,967 /nt
01/28/2026 - 01/28/2026$2,308 /nt
01/29/2026 - 01/29/2026$2,496 /nt
01/30/2026 - 01/30/2026$2,275 /nt
01/31/2026 - 01/31/2026$2,304 /nt
02/01/2026 - 02/01/2026$1,810 /nt
02/02/2026 - 02/02/2026$1,771 /nt
02/03/2026 - 02/03/2026$1,800 /nt
02/04/2026 - 02/04/2026$1,901 /nt
02/05/2026 - 02/05/2026$2,098 /nt
02/06/2026 - 02/06/2026$2,230 /nt
02/07/2026 - 02/07/2026$2,306 /nt
02/08/2026 - 02/08/2026$2,123 /nt
02/09/2026 - 02/09/2026$2,114 /nt
02/10/2026 - 02/10/2026$2,165 /nt
02/11/2026 - 02/11/2026$2,263 /nt
02/12/2026 - 02/12/2026$2,423 /nt
02/13/2026 - 02/13/2026$2,719 /nt
02/14/2026 - 02/14/2026$2,458 /nt
02/15/2026 - 02/15/2026$2,668 /nt
02/16/2026 - 02/16/2026$2,266 /nt
02/17/2026 - 02/17/2026$2,099 /nt
02/18/2026 - 02/18/2026$2,167 /nt
02/19/2026 - 02/19/2026$2,275 /nt
02/20/2026 - 02/20/2026$2,340 /nt
02/21/2026 - 02/21/2026$2,352 /nt
02/22/2026 - 02/22/2026$2,218 /nt
02/23/2026 - 02/23/2026$2,166 /nt
02/24/2026 - 02/24/2026$2,131 /nt
02/25/2026 - 02/25/2026$2,141 /nt
02/26/2026 - 02/26/2026$2,179 /nt
02/27/2026 - 02/27/2026$2,195 /nt
02/28/2026 - 02/28/2026$2,172 /nt
03/01/2026 - 03/01/2026$2,039 /nt
03/02/2026 - 03/02/2026$1,998 /nt
03/03/2026 - 03/03/2026$1,955 /nt
03/04/2026 - 03/04/2026$1,986 /nt
03/05/2026 - 03/05/2026$2,047 /nt
03/06/2026 - 03/06/2026$2,357 /nt
03/07/2026 - 03/07/2026$2,363 /nt
03/08/2026 - 03/08/2026$2,257 /nt
03/09/2026 - 03/09/2026$2,233 /nt
03/10/2026 - 03/10/2026$2,207 /nt
03/11/2026 - 03/11/2026$2,657 /nt
03/12/2026 - 03/12/2026$2,748 /nt
03/13/2026 - 03/13/2026$2,807 /nt
03/14/2026 - 03/14/2026$2,818 /nt
03/15/2026 - 03/15/2026$2,356 /nt
03/16/2026 - 03/16/2026$2,350 /nt
03/17/2026 - 03/17/2026$2,184 /nt
03/18/2026 - 03/18/2026$2,198 /nt
03/19/2026 - 03/19/2026$2,418 /nt
03/20/2026 - 03/20/2026$2,440 /nt
03/21/2026 - 03/21/2026$2,418 /nt
03/22/2026 - 03/22/2026$2,204 /nt
03/23/2026 - 03/23/2026$1,951 /nt
03/24/2026 - 03/24/2026$2,033 /nt
03/25/2026 - 03/25/2026$2,171 /nt
03/26/2026 - 03/26/2026$2,269 /nt
03/27/2026 - 03/27/2026$3,023 /nt
03/28/2026 - 03/28/2026$3,018 /nt
03/29/2026 - 03/29/2026$2,312 /nt
03/30/2026 - 03/30/2026$1,720 /nt
03/31/2026 - 03/31/2026$1,680 /nt
04/01/2026 - 04/01/2026$1,704 /nt
04/02/2026 - 04/02/2026$1,946 /nt
04/03/2026 - 04/03/2026$1,999 /nt
04/04/2026 - 04/04/2026$1,991 /nt
04/05/2026 - 04/05/2026$1,762 /nt
04/06/2026 - 04/06/2026$1,730 /nt
04/07/2026 - 04/07/2026$1,558 /nt
04/08/2026 - 04/08/2026$1,593 /nt
04/09/2026 - 04/09/2026$1,735 /nt
04/10/2026 - 04/10/2026$1,813 /nt
04/11/2026 - 04/11/2026$1,805 /nt
04/12/2026 - 04/12/2026$1,532 /nt
04/13/2026 - 04/13/2026$1,451 /nt
04/14/2026 - 04/14/2026$1,412 /nt
04/15/2026 - 04/15/2026$1,447 /nt
04/16/2026 - 04/16/2026$1,612 /nt
04/17/2026 - 04/17/2026$1,774 /nt
04/18/2026 - 04/18/2026$1,771 /nt
04/19/2026 - 04/19/2026$1,479 /nt
04/20/2026 - 04/20/2026$1,389 /nt
04/21/2026 - 04/21/2026$1,374 /nt
04/22/2026 - 04/22/2026$1,456 /nt
04/23/2026 - 04/23/2026$1,672 /nt
04/24/2026 - 04/24/2026$1,786 /nt
04/25/2026 - 04/25/2026$1,799 /nt
04/26/2026 - 04/26/2026$1,487 /nt
04/27/2026 - 04/27/2026$1,306 /nt
04/28/2026 - 04/28/2026$1,273 /nt
04/29/2026 - 04/29/2026$1,361 /nt
04/30/2026 - 04/30/2026$1,596 /nt
05/01/2026 - 05/01/2026$1,713 /nt
05/02/2026 - 05/02/2026$1,724 /nt
05/03/2026 - 05/03/2026$1,404 /nt
05/04/2026 - 05/04/2026$1,286 /nt
05/05/2026 - 05/05/2026$1,240 /nt
05/06/2026 - 05/06/2026$1,333 /nt
05/07/2026 - 05/07/2026$1,598 /nt
05/08/2026 - 05/08/2026$1,746 /nt
05/09/2026 - 05/09/2026$1,766 /nt
05/10/2026 - 05/10/2026$1,464 /nt
05/11/2026 - 05/11/2026$1,325 /nt
05/12/2026 - 05/12/2026$1,196 /nt
05/13/2026 - 05/13/2026$1,212 /nt
05/14/2026 - 05/14/2026$1,576 /nt
05/15/2026 - 05/15/2026$1,712 /nt
05/16/2026 - 05/16/2026$1,718 /nt
05/17/2026 - 05/17/2026$1,432 /nt
05/18/2026 - 05/18/2026$1,185 /nt
05/19/2026 - 05/19/2026$1,172 /nt
05/20/2026 - 05/20/2026$1,237 /nt
05/21/2026 - 05/21/2026$1,493 /nt
05/22/2026 - 05/22/2026$1,796 /nt
05/23/2026 - 05/23/2026$1,805 /nt
05/24/2026 - 05/24/2026$1,524 /nt
05/25/2026 - 05/25/2026$1,426 /nt
05/26/2026 - 05/26/2026$1,218 /nt
05/27/2026 - 05/27/2026$1,232 /nt
05/28/2026 - 05/28/2026$1,483 /nt
05/29/2026 - 05/29/2026$1,657 /nt
05/30/2026 - 05/30/2026$1,666 /nt
05/31/2026 - 05/31/2026$1,372 /nt
06/01/2026 - 06/01/2026$1,281 /nt
06/02/2026 - 06/02/2026$1,365 /nt
06/03/2026 - 06/03/2026$1,354 /nt
06/04/2026 - 06/04/2026$1,575 /nt
06/05/2026 - 06/05/2026$1,739 /nt
06/06/2026 - 06/06/2026$1,828 /nt
06/07/2026 - 06/07/2026$1,519 /nt
06/08/2026 - 06/08/2026$1,295 /nt
06/09/2026 - 06/09/2026$1,275 /nt
06/10/2026 - 06/10/2026$1,302 /nt
06/11/2026 - 06/11/2026$1,531 /nt
06/12/2026 - 06/12/2026$1,671 /nt
06/13/2026 - 06/13/2026$1,679 /nt
06/14/2026 - 06/14/2026$1,338 /nt
06/15/2026 - 06/15/2026$1,251 /nt
06/16/2026 - 06/16/2026$1,238 /nt
06/17/2026 - 06/17/2026$1,277 /nt
06/18/2026 - 06/18/2026$1,511 /nt
06/19/2026 - 06/19/2026$1,696 /nt
06/20/2026 - 06/20/2026$1,710 /nt
06/21/2026 - 06/21/2026$1,375 /nt
06/22/2026 - 06/22/2026$1,332 /nt
06/23/2026 - 06/23/2026$1,254 /nt
06/24/2026 - 06/24/2026$1,311 /nt
06/25/2026 - 06/25/2026$1,536 /nt
06/26/2026 - 06/26/2026$1,612 /nt
06/27/2026 - 06/27/2026$1,616 /nt
06/28/2026 - 06/28/2026$1,288 /nt
06/29/2026 - 06/29/2026$1,262 /nt
06/30/2026 - 06/30/2026$1,258 /nt
07/01/2026 - 07/01/2026$1,336 /nt
07/02/2026 - 07/02/2026$1,861 /nt
07/03/2026 - 07/03/2026$1,946 /nt
07/04/2026 - 07/04/2026$1,969 /nt
07/05/2026 - 07/05/2026$1,652 /nt
07/06/2026 - 07/06/2026$1,644 /nt
07/07/2026 - 07/07/2026$1,324 /nt
07/08/2026 - 07/08/2026$1,368 /nt
07/09/2026 - 07/09/2026$1,557 /nt
07/10/2026 - 07/10/2026$1,649 /nt
07/11/2026 - 07/11/2026$1,650 /nt
07/12/2026 - 07/12/2026$1,309 /nt
07/13/2026 - 07/13/2026$1,304 /nt
07/14/2026 - 07/14/2026$1,288 /nt
07/15/2026 - 07/15/2026$1,269 /nt
07/16/2026 - 07/16/2026$1,422 /nt
07/17/2026 - 07/17/2026$1,664 /nt
07/18/2026 - 07/18/2026$1,708 /nt
07/19/2026 - 07/19/2026$1,361 /nt
07/20/2026 - 07/20/2026$1,322 /nt
07/21/2026 - 07/21/2026$1,394 /nt
07/22/2026 - 07/22/2026$1,421 /nt
07/23/2026 - 07/23/2026$1,619 /nt
07/24/2026 - 07/24/2026$2,031 /nt
07/25/2026 - 07/25/2026$2,633 /nt
07/26/2026 - 07/26/2026$2,630 /nt
07/27/2026 - 07/27/2026$2,532 /nt
07/28/2026 - 07/28/2026$2,461 /nt
07/29/2026 - 07/29/2026$2,385 /nt
07/30/2026 - 07/30/2026$2,663 /nt
07/31/2026 - 07/31/2026$2,599 /nt
08/01/2026 - 08/01/2026$2,202 /nt
08/02/2026 - 08/02/2026$1,815 /nt
08/03/2026 - 08/03/2026$1,460 /nt
08/04/2026 - 08/04/2026$1,435 /nt
08/05/2026 - 08/05/2026$1,484 /nt
08/06/2026 - 08/06/2026$1,764 /nt
08/07/2026 - 08/07/2026$2,061 /nt
08/08/2026 - 08/08/2026$1,728 /nt
08/09/2026 - 08/09/2026$1,390 /nt
08/10/2026 - 08/10/2026$1,326 /nt
08/11/2026 - 08/11/2026$1,290 /nt
08/12/2026 - 08/12/2026$1,329 /nt
08/13/2026 - 08/13/2026$1,608 /nt
08/14/2026 - 08/14/2026$1,792 /nt
08/15/2026 - 08/15/2026$1,760 /nt
08/16/2026 - 08/16/2026$1,300 /nt
08/17/2026 - 08/17/2026$1,131 /nt
08/18/2026 - 08/18/2026$1,030 /nt
08/19/2026 - 08/19/2026$1,018 /nt
08/20/2026 - 08/20/2026$1,269 /nt
08/21/2026 - 08/21/2026$1,469 /nt
08/22/2026 - 08/22/2026$1,458 /nt
08/23/2026 - 08/23/2026$1,036 /nt
08/24/2026 - 08/24/2026$901 /nt
08/25/2026 - 08/25/2026$845 /nt
08/26/2026 - 08/26/2026$846 /nt
08/27/2026 - 08/27/2026$1,115 /nt
08/28/2026 - 08/28/2026$1,327 /nt
08/29/2026 - 08/29/2026$1,320 /nt
08/30/2026 - 08/30/2026$899 /nt
08/31/2026 - 08/31/2026$728 /nt
09/01/2026 - 09/01/2026$733 /nt
09/02/2026 - 09/02/2026$737 /nt
09/03/2026 - 09/03/2026$996 /nt
09/04/2026 - 09/04/2026$1,528 /nt
09/05/2026 - 09/05/2026$1,534 /nt
09/06/2026 - 09/06/2026$1,145 /nt
09/07/2026 - 09/07/2026$991 /nt
09/08/2026 - 09/08/2026$543 /nt
09/09/2026 - 09/09/2026$557 /nt
09/10/2026 - 09/10/2026$823 /nt
09/11/2026 - 09/11/2026$1,055 /nt
09/12/2026 - 09/12/2026$1,107 /nt
09/13/2026 - 09/13/2026$778 /nt
09/14/2026 - 09/14/2026$666 /nt
09/15/2026 - 09/15/2026$651 /nt
09/16/2026 - 09/16/2026$715 /nt
09/17/2026 - 09/17/2026$975 /nt
09/18/2026 - 09/18/2026$1,186 /nt
09/19/2026 - 09/19/2026$1,204 /nt
09/20/2026 - 09/20/2026$829 /nt
09/21/2026 - 09/21/2026$669 /nt
09/22/2026 - 09/22/2026$607 /nt
09/23/2026 - 09/23/2026$667 /nt
09/24/2026 - 09/24/2026$901 /nt
09/25/2026 - 09/25/2026$1,107 /nt
09/26/2026 - 09/26/2026$1,131 /nt
09/27/2026 - 09/27/2026$779 /nt
09/28/2026 - 09/28/2026$623 /nt
09/29/2026 - 09/29/2026$569 /nt
09/30/2026 - 09/30/2026$651 /nt
10/01/2026 - 10/01/2026$883 /nt
10/02/2026 - 10/02/2026$1,099 /nt
10/03/2026 - 10/03/2026$1,123 /nt
10/04/2026 - 10/04/2026$787 /nt
10/05/2026 - 10/05/2026$626 /nt
10/06/2026 - 10/06/2026$608 /nt
10/07/2026 - 10/07/2026$744 /nt
10/08/2026 - 10/08/2026$1,017 /nt
10/09/2026 - 10/09/2026$1,363 /nt
10/10/2026 - 10/10/2026$1,399 /nt
10/11/2026 - 10/11/2026$1,080 /nt
10/12/2026 - 10/12/2026$889 /nt
10/13/2026 - 10/13/2026$762 /nt
10/14/2026 - 10/14/2026$904 /nt
10/15/2026 - 10/15/2026$1,169 /nt
10/16/2026 - 10/16/2026$1,897 /nt
10/17/2026 - 10/17/2026$1,893 /nt
10/18/2026 - 10/18/2026$1,575 /nt
10/19/2026 - 10/19/2026$1,344 /nt
10/20/2026 - 10/20/2026$1,309 /nt
10/21/2026 - 10/21/2026$1,472 /nt
10/22/2026 - 10/22/2026$1,739 /nt
10/23/2026 - 10/23/2026$1,975 /nt
10/24/2026 - 10/24/2026$1,967 /nt
10/25/2026 - 10/25/2026$1,648 /nt
10/26/2026 - 10/26/2026$984 /nt
Leave a Review
5 Bed
4 Baths
Sleeps 12

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POOLSIDE PARADISE ~ Oasis!

POOLSIDE PARADISE ~ Midtown Updated 3 Bedroom, 2 Bathroom Spacious Home with Parking and Private Heated Pool!

Location

1523 Flagler Ave.
33040 Key West , FL
United States
24° 33' 10.7352" N, 81° 47' 1.2336" W
Florida US

POOLSIDE PARADISE ~ Oasis!

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POOLSIDE PARADISE ~ Charming 3 BR/2Ba Home w/ Pool!

Unit Code: PAR

POOLSIDE PARADISE ~ Oasis!

POOLSIDE PARADISE ~ Midtown Updated 3 Bedroom, 2 Bathroom Spacious Home with Parking and Private Heated Pool!
SPECTACULAR POOL HOME IN PEACEFUL SANCTUARY... Space, style and sunshine abound in this stunning 1926 single-story refuge, tucked in the tranquil neighborhood of Midtown Key West. This location offers the ideal balance between quiet residential charm and easy access to the island's most exciting attractions. You are minutes from all the adventures in paradise yet sequestered from the crowds as serenity and soothing escape lure you inside this perfect retreat. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... This tropical abode blends historic architecture with modern creature comforts, ensconced in a sheltering landscape of dense vegetation and sultry palms. As you step inside, your spirit is soothed and serenaded by the charming architectural details throughout the interior, boasting a bright and airy open concept living and dining area for relaxing and unwinding after a day of outdoor diversions. The ample kitchen is appointed with all the tools and devices you'll need to craft your most ambitious cuisine. A full size washer and dryer reside inside the home for your convenience. Enjoy YouTube TV live streaming for binge-watching your favorite shows. There are outdoor cameras on the exterior of the home for security purposes. SLEEPING ARRANGEMENTS... When it's time to wash the day off and sink into bedded bliss, choose from one of the 3 plush bedrooms, outfitted with closet space and TVs for your comfort and pleasure. The primary bedroom features a king bed with a spacious en suite shower bathroom. One guest room offers a queen bed and the second guest room offers two double beds. There is a second full bathroom with a shower/tub combination for the guest rooms to share. OUTDOOR LIVING... Your backyard oasis is the hallmark of this home away from home, resplendent with a glorious heated pool, outdoor shower and a wide porch that's ideal for morning coffee and evening cocktails. Toss dinner on the grill and dine under the stars at your outdoor dining table. Let the southernmost breezes lull you into the ultimate state of relaxation in your tropical slice of heaven. 4 bikes are available for your evening island stroll and there is an additional cooler located on the back porch. PARKING... There is off street parking for multiple vehicles at this home. PETS... This is not a pet friendly home. BOOKING DATES... This home is offered only as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! UNWIND AND UNPLUG…
October 2025
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November 2025
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DatesPrice
10/26/2025 - 10/31/2025$250 /nt
11/01/2025 - 11/30/2025$286 /nt
12/01/2025 - 12/31/2025$358 /nt
01/01/2026 - 01/31/2026$697 /nt
02/01/2026 - 03/31/2026$715 /nt
04/01/2026 - 04/30/2026$429 /nt
05/01/2026 - 07/31/2026$322 /nt
08/01/2026 - 08/31/2026$268 /nt
09/01/2026 - 09/30/2026$233 /nt
10/01/2026 - 10/26/2026$322 /nt
Leave a Review
3 Bed
2 Baths
Sleeps 8

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THE BLUE PINEAPPLE ~ Exceptional!

THE BLUE PINEAPPLE ~ Renovated and Wonderfully Located Old Town 4 Bedroom, 4.5 Bathroom Home with Off Street Parking and Private Heated Pool!

Location

621 Eaton St.
33040 Key West , FL
United States
24° 33' 30.0024" N, 81° 48' 5.8968" W
Florida US

THE BLUE PINEAPPLE ~ Exceptional!

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THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!

Unit Code: BP

THE BLUE PINEAPPLE ~ Exceptional!

THE BLUE PINEAPPLE ~ Renovated and Wonderfully Located Old Town 4 Bedroom, 4.5 Bathroom Home with Off Street Parking and Private Heated Pool!
A FUSION OF LUXURY AND HISTORY… This stunning Victorian estate has been meticulously renovated, offering the elegant allure of cosmopolitan tropical style with a nostalgic nod to the charming refinement of the early 19th century. Situated in the Historic Seaport neighborhood of Old Town, the graceful exterior is permeated with respect for its architectural history as your eyes take in the delightful Victorian wooden facade. Once you step inside, however, you are greeted with all the modern amenities and opulence expected in an upscale contemporary residence. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… A serene and elegant ambiance infuses the interior space as you step inside. You are immediately greeted by an entrance hall that features an elegant wooden staircase from the 1930s, which leads to 4 upstairs guest room suites. The great room offers a wide open layout with a large sitting area (Youtube TV live streaming available), infused with an abundance of sunlight flooding the welcoming gathering area. The stylish dining space and adjacent state-of-the-art chef's kitchen invite hours of happy conversation over tropical culinary feasts with loved ones. Just off the kitchen is a modern half-bathroom and a laundry room that offers two sets of washers and dryers. There is a Ring doorbell located on the front door for security purposes. SLEEPING ARRANGEMENTS… All 4 guest suites reside on the 2nd floor with their own shower bathrooms. Each is uniquely decorated and furnished with high-quality furniture. There are two queen beds and two king beds for guests to enjoy. The living room has a sofa sleeper with a nearby powder room. OUTDOOR LIVING… Expansive gingerbread porches span the entire front of the house, inviting you to enjoy the lush surrounding views. The backyard evokes a sense of cozy tropical privacy, boasting a beautifully crafted lap swimming pool which comes heated in the cooler months. Dine al fresco after grilling your fresh catch on the luxurious sun deck with soothing cascading waterfall sounds from within the pool. PARKING... This homes comes with 1 off street parking spot. PETS... This is NOT a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). ENDLESS CARIBBEAN CHARM…
October 2025
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December 2025
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Age 18 and under.
DatesPrice
10/26/2025 - 10/31/2025$358 /nt
11/01/2025 - 11/30/2025$429 /nt
12/01/2025 - 12/31/2025$643 /nt
01/01/2026 - 01/31/2026$893 /nt
02/01/2026 - 02/28/2026$1,036 /nt
03/01/2026 - 03/31/2026$1,000 /nt
04/01/2026 - 04/30/2026$643 /nt
05/01/2026 - 07/31/2026$536 /nt
08/01/2026 - 08/31/2026$447 /nt
09/01/2026 - 09/30/2026$358 /nt
10/01/2026 - 10/26/2026$536 /nt
Leave a Review
4 Bed
4.5 Baths
Sleeps 10

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STARS AND STRIPES ~ Majestic!

STARS AND STRIPES ~Exquisite Historic Home with 8 Bedrooms, 3 Bathrooms, Private Heated Pool & Parking!

Location

311 Elizabeth St
33040 Key West , FL
United States
24° 33' 33.5376" N, 81° 48' 6.1344" W
Florida US

STARS AND STRIPES ~ Majestic!

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10/10

Reviewed by Judson H. on 2024-06-24
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Great Location, Great House, And GReat Host.
We had a blast.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Great house,great location,great service

Reviewed by Craig M. on 2024-06-03
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Rental company very professional and responsive

Highly recommended renting this property
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Perfect for a Reunion of old college friends

Reviewed by Unknown on 2024-04-14
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
This home worked extremely well for our group of 11 old college buddies. Large enough for separate beds for all and very convenient to restaurants, bars and grocery store. The pool and BBQ grill in the back yard made for relaxing afternoons and a couple of nice BBQs. We were extremely satisfied and will likely be back.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Great Time @ Stars & Stripes

Reviewed by Unknown on 2024-04-12
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Great set up for our large group of guys down for some fishing! Plenty of space and beds. Would highly recommend this property.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your review. We are thrilled you loved this home and hope to host you again soon!

Family time

Reviewed by Unknown on 2024-05-17
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
My siblings and our extended family rented this property to be together to honor our parents. The home was conveniently located to downtown Key West and within walking distance to many of our activities. The pool was refreshing as it was mostly shaded, perfect for Florida. The bedrooms were comfortable and clean. The bathrooms were spacious. The kitchen had everything we needed.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Awesome House/ Great Location

Reviewed by Tim M. on 2024-05-24
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
This house is great! This is the second time I’ve been a part of a group here. The location is convenient to everything. It’s close to Duval, but it’s also close to the marina for fishing which is one of the main things we come for. Whitney and the staff are great and very accommodating. This is the best place for a large group, but that’s all the good things I’m going to say because I don’t want too many people to find out and the house not be available the next time we need it (lol).
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Perfect in every way!

Reviewed by marthajane w. on 2023-12-07
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Our Refuge Inn staff of 14, from Chincoteague Island, Va, stayed here for our business' 50th anniversary. It was immaculate, well maintained and spacious. They loved the outside eating/gathering space by the pool, which was shaded with a large table and comfortable chairs, lending itself to a magnificent place for lively conversation and outdoor meals. We kept the noise down to respect the neighbors. We get it! We only saw one of the neighbors and he was really nice. Most days, we found a non reserved parking place on the street for our Jeep SUV directly in front of the house and used the space next to the house for our six person golf cart but it is large enough for a minivan. The house managers were very nice and respond very quickly to any call, text or email. The house is set up so that each level can be rented separately but not sure if it is. The location is central to the Old Downtown so you really do not need a car. WE will return and hopefully have enough folks to rent this house.
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Thank you for your incredible review Martha! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Amazing place...just don't be loud

Reviewed by Patricia M. on 2023-11-14
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Recommend to Others
The place was absolutely amazing. Amazing spot in the center of everything.
Didn't care too much for the "decible meter" but I get it that it's still a residential area.
Overall, stunning place.
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Patricia, we are so thrilled to hear how much you loved this home! Thank you for understanding we had to find a way to sensitize our guests about being rowdy late at night. We hope you will come back to visit soon! Thank you for being our guest!

A great place for a 3 generation wedding party!

Reviewed by Natalie H. on 2023-10-10
Overall satisfaction
Services from rental manager
Cleanliness
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Property condition
Recommend to Others
What a great place for our multigenerational wedding party! The kids loved the pool and the baby had her own room. The grandparents climbed to their cozy third floor for some peace and quiet. The location is quiet yet central. Parking for our golf cart was handy. Very clean and a great staff too��
Manager response on 2023-12-14 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us Natalie! We would love to welcome you back!

Awesome Property!

Reviewed by Michael B. on 2023-12-12
Overall satisfaction
Services from rental manager
Cleanliness
Location
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Recommend to Others
The house and location are just great. Super place & layout for a larger group.
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Thank you for your fantastic review Michael. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

50th Birthday Celebration

Reviewed by Unknown on 2024-02-19
Overall satisfaction
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Recommend to Others
Stars & Stripes was the perfect house for all of us to celebrate our niece-cousins 50th birthday weekend! There was plenty of bedrooms/bathrooms, towels/pool towels provided and the location was great! Also, any questions we had were taken care of immediately as well as concierge services we excellent!! Only suggestion we would give is mirrors in bedrooms. Will definitely be back!!!
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Amazing Stay!

Reviewed by Carly R. on 2023-11-13
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Location
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Recommend to Others
This was our second time to stay at Stars & Stripes. Love the location - walking distance to all the Key West spots but on a quiet street. The house is amazing - very spacious and clean. The walk-through room on the first floor was a little odd but every room has its own outside door and it wasn’t really a big deal. Property manager and concierge were so nice and helpful. Would stay here again in a heartbeat!
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Thank you for your wonderful review Carly. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Quick trip

Reviewed by Belinda H. on 2024-03-25
Overall satisfaction
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Recommend to Others
This house is great. Had more than enough room for our large group of 11 adults. The location is fantastic, it's only a short walk to Duval Street and lots of other great restaurants and bars. The property manager is great. I got a quick response from her no matter what time I texted or emailed with a question. The only draw back is they have a disgruntled neighbor that likes to make noise complaints. He literally called to complain the second quiet hours started. Other than worrying about being too loud outside in the pool area we had a great stay. The property is great all around. Exactly as advertised. Hopefully we'll be able to all go there again soon.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Belinda thank you so much for your review, we are so glad you enjoyed your stay. Sorry the neighbor gave you a hard time about noise, he is a little grumpy but he doesn't bite. We hope this won't keep you for visiting us again soon! Thank you for being our guest!

Sigma Delta

Reviewed by Unknown on 2021-05-12
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Recommend to Others
We have been to Key West many times, but this was the first time we rented a house for our group. We had 11 people show-up for this years reunion, and Stars & Stripes was perfect for our stay. The location is great, and we made frequent use of the outdoor amenities, Pool and Barbecue. If we return to Key West we will definitely look to Stars & Stripes again.
Manager response on 2021-05-14 - Response from Best of Key West Rentals
Thank you for your review. We hope to see you again soon!

Family Vacation in Key West

Reviewed by Debra K. on 2021-01-10
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Recommend to Others
We loved the house. There was plenty of room, it was clean, lots of TVs, heated pool. We had a blast, walked or rode bikes everywhere. Lots to do in the vicinity.
Manager response on 2021-01-12 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Lil brother's bachelor party

Reviewed by Jason C. on 2021-08-11
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Recommend to Others
Amazing....the house was simply amazing....2 blocks from duval, 1 block from the harbor... clean as a whistle...everyone in my party kept high fiving me for booking the place...
Manager response on 2021-08-17 - Response from Best of Key West Rentals
Jason we are so glad your stay with us was such a success and hope to welcome you again in the future!

The perfect house for a big group or family trip

Reviewed by Troy H. on 2021-09-28
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The house is in a perfect location close to downtown bars and restaurants and it fit the 17 of us with ease. The house is in good condition and it was clean when we arrived. The property manager, Shana, was very responsive and made sure we had everything we needed. She was so nice, it made me feel secure and comfortable during our stay. Thank you for having us!
Manager response on 2021-10-06 - Response from Best of Key West Rentals
Thank you for your wonderful review Troy! We enjoyed hosting you and hope to see you back in Key West again soon!

Great proximity to Duval and other attractions

Reviewed by Patt G. on 2022-03-29
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
All in all it was a great stay.
Pros: Great location, beautiful pool and outdoor area. House was very clean and plenty of room for the 13 guests. Kitchen is well stocked with plates, glasses, pot and pans etc. Shana was a pleasure to deal with and we were able to check in an hour early.
Cons: If any of your guests have loud voices or loud laughs this is not the place for you. The neighbor called the cops on us within 2 hours of being there (4:30 in the afternoon) because we were too loud. I would understand if it was 10 at night but it was not. The kitchen did not have ANY spices or kitchen aids (napkins, aluminum foil etc) that previous renters normally leave behind from my numerous vacation rental experiences. We did find salt and pepper in the second floor kitchen but that was it. We had to buy spices and kitchen needs to cook and left them all there like most people would have I assume. The bed my husband and I slept in squeaked when you sat on it or rolled over and listing states it was a Queen but felt more like a full size.
All in all it was a great time and after the experience with the neighbor day one we tried to spend most of our time out in town not to upset the “East Coast” neighbor.
Manager response on 2022-04-04 - Response from Best of Key West Rentals
Dear Patt, we are thrilled you liked the house and apologize for the more than intolerant neighbor. We have had a few issues with him but usually it is much later and because of loud music. It is unfortunate he thought afternoon happy laughs would be an issue but unfortunately there isn't anything we can do. We provide a few essentials but never food or items that cannot be properly sanitized. We will address the bed issue with our property manager, thank you for informing us one of the bed is a bit noisy. We hope this won't keep you from staying with us next time you visit Key West!

Family reunion

Reviewed by Elizabeth K. on 2022-06-07
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Recommend to Others
Wonderful stay at the Stars and Stripes. Celebrating our 50th with 14 family members ranging in age from one to 75.
Manager response on 2022-06-27 - Response from Best of Key West Rentals
Thank you for your fantastic review Elizabeth. It was a pleasure hosting you and your family, we look forward to welcoming you again next time you visit the island!

Absolutely fabulous home!

Reviewed by Victoria M. on 2023-03-23
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Recommend to Others
We had the most amazing time here. The house was even more beautiful than the photos could capture. The service was perfect! Very friendly and helpful staff. We had 20 guests and it seemed like no one else was there! This visit was for our daughters wedding and it could not have been more perfect. Would definitely stay here again!!!! Don't miss this property.

Great House & Gret Location

Reviewed by Unknown on 2022-08-24
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Location
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Recommend to Others
The house is exactly as advertised. Has everything you need and just an amazing location that you can walk to all the main attractions
Manager response on 2022-09-12 - Response from Best of Key West Rentals
Thank you for your review Evan. We are so thrilled to hear how much you loved this home and hope to see you again!

Peter

Reviewed by Pritesh P. on 2022-08-06
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Good experience good location
Manager response on 2022-09-12 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Pritesh. We hope you'll stay with us again next time you visit!

Wonderful family vacation for all ages

Reviewed by Unknown on 2023-07-08
Overall satisfaction
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Cleanliness
Location
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Recommend to Others
We traveled with a group of 15 that ranged in ages from 20-80. The house allowed us all space to gather and enjoy each other. The location allowed us to walk to fun and meals. Great week!
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Thank you for your fantastic review Katherine. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Loved it!

Reviewed by Genevieve I. on 2023-08-23
Overall satisfaction
Services from rental manager
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Location
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Recommend to Others
Close to everything! Great location. After reading some reviews about noise, I was a little concerned. We didn’t have any issues. We were a group of 12 and really enjoyed our stay. It was clean and well-maintained. One of the coffee pots broke and it was replaced right away. Definitely would stay here again.
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Thank you for this wonderful review Genevieve, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Stay at Stars and Stripes

Reviewed by Kevin O. on 2019-11-21
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
We found it convenient and enjoyable. When we checked out keys, towels and general request for checkout was followed.
Manager response on 2019-11-21 - Response from Best of Key West Rentals
Dear Kevin, Thank you for your wonderful review! We are so happy that you enjoyed this incredible home and we hope to see you back again soon! Best Regards, Wendy Zintsmaster and Team

STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!

Unit Code: SANDS

STARS AND STRIPES ~ Majestic!

STARS AND STRIPES ~Exquisite Historic Home with 8 Bedrooms, 3 Bathrooms, Private Heated Pool & Parking!
ABUNDANCE IN OLD TOWN... Majestic home in the Historic Seaport area of Old Town Key West. This is THE house to bring everyone together under one roof yet offers the perfect separation by floors for privacy too. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE LOUNGE... Relax by the pool on a lounge chair or one of the many porches and people watch.  Use one of the back porches to dine alfresco and enjoy some privacy.  AMENITIES PER FLOOR.... First Floor: Offers one king bedroom, a second bedroom with twins (that can be converted to a king) and both offer armoires and flat screen TVs. Between the two rooms there is a full bath with both a walk-in glass shower and claw tub. There is a queen room following these rooms adjoining with a queen suite accessible through the French doors off the kitchen or from the twin room. A full bath with a shower/ tub combo resides in between one of the queen bedrooms and the king bedroom. In addition to the beds and baths is a fully stocked kitchen and dining area, and spacious living room with a sleeper sofa offering an extra sleeping space for 1 - 2 guests.  Second Floor:  There is a bedroom with a full size bed, another room with two twin beds (they do not convert), and a third room with a bunk and trundle (the top bunk mattress is a twin, the bottom bunk is a full mattress, and the trundle is a twin). This floor shares a full bath with walk-in glass shower, a living room with dining table and a full gourmet kitchen with stainless steel appliances.  Third Floor: This floor is equipped with a kitchenette, living room with flat screen and a full bath with a shower tub combo. The living room has a sleeper sofa that is best for one additional guest. The bedroom has a queen and a twin, dresser for storage, and a flat screen TV. OUTDOOR LIVING AND AMENITIES... There is a private, heated pool, laundry area with two of each machines, outdoor dining tables and one parking spot for the house! The Historic Seaport is in walking distance and where you will find quaint shops & restaurants.  You are also just three short blocks to Duval Street and all of the attractions downtown Key West has to offer!  Take a sunset cruise, go snorkeling, or grab a fishing charter. DISTANCES TO BEACHES... Simonton Beach is 0.4 mi Fort Zachary Taylor Beach is 1.4 mi South Beach is 1.1 mi Higgs Beach is 1.3 mi Smathers Beach is 2.3 mi CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. OPTIMIZE YOUR TIME & SPACE IN KEY WEST!
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Age 18 and under.
DatesPrice
10/26/2025 - 10/26/2025$745 /nt
10/27/2025 - 10/27/2025$632 /nt
10/28/2025 - 10/28/2025$834 /nt
10/29/2025 - 10/29/2025$925 /nt
10/30/2025 - 10/30/2025$1,026 /nt
10/31/2025 - 10/31/2025$1,293 /nt
11/01/2025 - 11/01/2025$1,561 /nt
11/02/2025 - 11/02/2025$1,302 /nt
11/03/2025 - 11/03/2025$1,106 /nt
11/04/2025 - 11/04/2025$1,105 /nt
11/05/2025 - 11/05/2025$1,574 /nt
11/06/2025 - 11/06/2025$2,238 /nt
11/07/2025 - 11/07/2025$1,581 /nt
11/08/2025 - 11/08/2025$2,546 /nt
11/09/2025 - 11/09/2025$2,045 /nt
11/10/2025 - 11/10/2025$1,341 /nt
11/11/2025 - 11/11/2025$1,174 /nt
11/12/2025 - 11/12/2025$834 /nt
11/13/2025 - 11/13/2025$1,566 /nt
11/14/2025 - 11/14/2025$1,730 /nt
11/15/2025 - 11/15/2025$1,876 /nt
11/16/2025 - 11/16/2025$1,528 /nt
11/17/2025 - 11/17/2025$1,279 /nt
11/18/2025 - 11/18/2025$1,310 /nt
11/19/2025 - 11/19/2025$1,351 /nt
11/20/2025 - 11/20/2025$1,491 /nt
11/21/2025 - 11/21/2025$1,833 /nt
11/22/2025 - 11/22/2025$2,156 /nt
11/23/2025 - 11/23/2025$1,750 /nt
11/24/2025 - 11/24/2025$1,580 /nt
11/25/2025 - 11/25/2025$1,651 /nt
11/26/2025 - 11/26/2025$1,719 /nt
11/27/2025 - 11/27/2025$1,745 /nt
11/28/2025 - 11/28/2025$1,876 /nt
11/29/2025 - 11/29/2025$1,802 /nt
11/30/2025 - 11/30/2025$1,172 /nt
12/01/2025 - 12/01/2025$1,175 /nt
12/02/2025 - 12/02/2025$742 /nt
12/03/2025 - 12/03/2025$1,150 /nt
12/04/2025 - 12/04/2025$1,420 /nt
12/05/2025 - 12/05/2025$1,811 /nt
12/06/2025 - 12/06/2025$1,660 /nt
12/07/2025 - 12/07/2025$1,441 /nt
12/08/2025 - 12/08/2025$1,319 /nt
12/09/2025 - 12/09/2025$1,332 /nt
12/10/2025 - 12/10/2025$1,333 /nt
12/11/2025 - 12/11/2025$1,216 /nt
12/12/2025 - 12/12/2025$1,927 /nt
12/13/2025 - 12/13/2025$2,027 /nt
12/14/2025 - 12/14/2025$1,772 /nt
12/15/2025 - 12/15/2025$1,166 /nt
12/16/2025 - 12/16/2025$1,106 /nt
12/17/2025 - 12/17/2025$1,101 /nt
12/18/2025 - 12/18/2025$1,347 /nt
12/19/2025 - 12/19/2025$2,151 /nt
12/20/2025 - 12/20/2025$2,112 /nt
12/21/2025 - 12/21/2025$2,421 /nt
12/22/2025 - 12/22/2025$2,488 /nt
12/23/2025 - 12/23/2025$2,585 /nt
12/24/2025 - 12/24/2025$3,197 /nt
12/25/2025 - 12/25/2025$3,274 /nt
12/26/2025 - 12/26/2025$4,066 /nt
12/27/2025 - 12/27/2025$4,628 /nt
12/28/2025 - 12/28/2025$5,151 /nt
12/29/2025 - 12/29/2025$5,471 /nt
12/30/2025 - 12/30/2025$5,547 /nt
12/31/2025 - 12/31/2025$5,471 /nt
01/01/2026 - 01/01/2026$4,676 /nt
01/02/2026 - 01/02/2026$3,635 /nt
01/03/2026 - 01/03/2026$3,616 /nt
01/04/2026 - 01/04/2026$2,156 /nt
01/05/2026 - 01/05/2026$1,812 /nt
01/06/2026 - 01/06/2026$1,685 /nt
01/07/2026 - 01/07/2026$1,788 /nt
01/08/2026 - 01/08/2026$1,799 /nt
01/09/2026 - 01/09/2026$2,161 /nt
01/10/2026 - 01/10/2026$2,421 /nt
01/11/2026 - 01/11/2026$2,180 /nt
01/12/2026 - 01/12/2026$1,919 /nt
01/13/2026 - 01/13/2026$1,861 /nt
01/14/2026 - 01/14/2026$1,926 /nt
01/15/2026 - 01/15/2026$2,689 /nt
01/16/2026 - 01/16/2026$2,988 /nt
01/17/2026 - 01/17/2026$3,497 /nt
01/18/2026 - 01/18/2026$2,998 /nt
01/19/2026 - 01/19/2026$2,259 /nt
01/20/2026 - 01/20/2026$2,229 /nt
01/21/2026 - 01/21/2026$1,638 /nt
01/22/2026 - 01/22/2026$2,001 /nt
01/23/2026 - 01/23/2026$2,177 /nt
01/24/2026 - 01/24/2026$2,694 /nt
01/25/2026 - 01/25/2026$1,799 /nt
01/26/2026 - 01/26/2026$2,299 /nt
01/27/2026 - 01/27/2026$2,282 /nt
01/28/2026 - 01/28/2026$2,681 /nt
01/29/2026 - 01/29/2026$2,898 /nt
01/30/2026 - 01/30/2026$2,641 /nt
01/31/2026 - 01/31/2026$2,673 /nt
02/01/2026 - 02/01/2026$2,099 /nt
02/02/2026 - 02/02/2026$2,054 /nt
02/03/2026 - 02/03/2026$2,090 /nt
02/04/2026 - 02/04/2026$2,207 /nt
02/05/2026 - 02/05/2026$1,737 /nt
02/06/2026 - 02/06/2026$2,588 /nt
02/07/2026 - 02/07/2026$2,677 /nt
02/08/2026 - 02/08/2026$2,463 /nt
02/09/2026 - 02/09/2026$2,222 /nt
02/10/2026 - 02/10/2026$2,275 /nt
02/11/2026 - 02/11/2026$2,375 /nt
02/12/2026 - 02/12/2026$2,813 /nt
02/13/2026 - 02/13/2026$3,156 /nt
02/14/2026 - 02/14/2026$3,188 /nt
02/15/2026 - 02/15/2026$3,459 /nt
02/16/2026 - 02/16/2026$2,939 /nt
02/17/2026 - 02/17/2026$2,723 /nt
02/18/2026 - 02/18/2026$2,812 /nt
02/19/2026 - 02/19/2026$2,952 /nt
02/20/2026 - 02/20/2026$3,035 /nt
02/21/2026 - 02/21/2026$3,051 /nt
02/22/2026 - 02/22/2026$2,876 /nt
02/23/2026 - 02/23/2026$2,551 /nt
02/24/2026 - 02/24/2026$2,657 /nt
02/25/2026 - 02/25/2026$2,778 /nt
02/26/2026 - 02/26/2026$2,828 /nt
02/27/2026 - 02/27/2026$2,847 /nt
02/28/2026 - 02/28/2026$2,818 /nt
03/01/2026 - 03/01/2026$2,645 /nt
03/02/2026 - 03/02/2026$2,592 /nt
03/03/2026 - 03/03/2026$2,536 /nt
03/04/2026 - 03/04/2026$2,576 /nt
03/05/2026 - 03/05/2026$2,656 /nt
03/06/2026 - 03/06/2026$3,058 /nt
03/07/2026 - 03/07/2026$3,066 /nt
03/08/2026 - 03/08/2026$2,928 /nt
03/09/2026 - 03/09/2026$2,898 /nt
03/10/2026 - 03/10/2026$2,863 /nt
03/11/2026 - 03/11/2026$3,275 /nt
03/12/2026 - 03/12/2026$3,386 /nt
03/13/2026 - 03/13/2026$3,460 /nt
03/14/2026 - 03/14/2026$3,473 /nt
03/15/2026 - 03/15/2026$2,903 /nt
03/16/2026 - 03/16/2026$2,895 /nt
03/17/2026 - 03/17/2026$2,842 /nt
03/18/2026 - 03/18/2026$2,893 /nt
03/19/2026 - 03/19/2026$2,979 /nt
03/20/2026 - 03/20/2026$3,008 /nt
03/21/2026 - 03/21/2026$2,979 /nt
03/22/2026 - 03/22/2026$2,717 /nt
03/23/2026 - 03/23/2026$2,676 /nt
03/24/2026 - 03/24/2026$2,481 /nt
03/25/2026 - 03/25/2026$2,451 /nt
03/26/2026 - 03/26/2026$2,795 /nt
03/27/2026 - 03/27/2026$3,728 /nt
03/28/2026 - 03/28/2026$3,720 /nt
03/29/2026 - 03/29/2026$3,422 /nt
03/30/2026 - 03/30/2026$2,392 /nt
03/31/2026 - 03/31/2026$2,526 /nt
04/01/2026 - 04/01/2026$2,652 /nt
04/02/2026 - 04/02/2026$3,030 /nt
04/03/2026 - 04/03/2026$3,112 /nt
04/04/2026 - 04/04/2026$3,100 /nt
04/05/2026 - 04/05/2026$2,744 /nt
04/06/2026 - 04/06/2026$2,617 /nt
04/07/2026 - 04/07/2026$2,297 /nt
04/08/2026 - 04/08/2026$2,482 /nt
04/09/2026 - 04/09/2026$2,701 /nt
04/10/2026 - 04/10/2026$2,822 /nt
04/11/2026 - 04/11/2026$2,811 /nt
04/12/2026 - 04/12/2026$2,385 /nt
04/13/2026 - 04/13/2026$2,047 /nt
04/14/2026 - 04/14/2026$2,123 /nt
04/15/2026 - 04/15/2026$2,252 /nt
04/16/2026 - 04/16/2026$2,510 /nt
04/17/2026 - 04/17/2026$2,762 /nt
04/18/2026 - 04/18/2026$2,757 /nt
04/19/2026 - 04/19/2026$2,215 /nt
04/20/2026 - 04/20/2026$1,934 /nt
04/21/2026 - 04/21/2026$2,139 /nt
04/22/2026 - 04/22/2026$2,267 /nt
04/23/2026 - 04/23/2026$2,861 /nt
04/24/2026 - 04/24/2026$2,884 /nt
04/25/2026 - 04/25/2026$2,960 /nt
04/26/2026 - 04/26/2026$2,545 /nt
04/27/2026 - 04/27/2026$2,107 /nt
04/28/2026 - 04/28/2026$2,037 /nt
04/29/2026 - 04/29/2026$2,331 /nt
04/30/2026 - 04/30/2026$2,732 /nt
05/01/2026 - 05/01/2026$2,935 /nt
05/02/2026 - 05/02/2026$2,951 /nt
05/03/2026 - 05/03/2026$2,406 /nt
05/04/2026 - 05/04/2026$1,761 /nt
05/05/2026 - 05/05/2026$1,697 /nt
05/06/2026 - 05/06/2026$2,283 /nt
05/07/2026 - 05/07/2026$2,738 /nt
05/08/2026 - 05/08/2026$2,990 /nt
05/09/2026 - 05/09/2026$3,024 /nt
05/10/2026 - 05/10/2026$2,305 /nt
05/11/2026 - 05/11/2026$2,163 /nt
05/12/2026 - 05/12/2026$2,165 /nt
05/13/2026 - 05/13/2026$2,258 /nt
05/14/2026 - 05/14/2026$2,701 /nt
05/15/2026 - 05/15/2026$2,932 /nt
05/16/2026 - 05/16/2026$2,943 /nt
05/17/2026 - 05/17/2026$2,452 /nt
05/18/2026 - 05/18/2026$2,231 /nt
05/19/2026 - 05/19/2026$2,099 /nt
05/20/2026 - 05/20/2026$2,118 /nt
05/21/2026 - 05/21/2026$2,556 /nt
05/22/2026 - 05/22/2026$3,076 /nt
05/23/2026 - 05/23/2026$3,092 /nt
05/24/2026 - 05/24/2026$2,610 /nt
05/25/2026 - 05/25/2026$2,441 /nt
05/26/2026 - 05/26/2026$2,087 /nt
05/27/2026 - 05/27/2026$2,111 /nt
05/28/2026 - 05/28/2026$2,539 /nt
05/29/2026 - 05/29/2026$2,836 /nt
05/30/2026 - 05/30/2026$2,852 /nt
05/31/2026 - 05/31/2026$2,351 /nt
06/01/2026 - 06/01/2026$2,192 /nt
06/02/2026 - 06/02/2026$2,339 /nt
06/03/2026 - 06/03/2026$2,318 /nt
06/04/2026 - 06/04/2026$2,699 /nt
06/05/2026 - 06/05/2026$2,978 /nt
06/06/2026 - 06/06/2026$3,011 /nt
06/07/2026 - 06/07/2026$2,500 /nt
06/08/2026 - 06/08/2026$2,133 /nt
06/09/2026 - 06/09/2026$2,099 /nt
06/10/2026 - 06/10/2026$2,143 /nt
06/11/2026 - 06/11/2026$2,521 /nt
06/12/2026 - 06/12/2026$2,750 /nt
06/13/2026 - 06/13/2026$2,764 /nt
06/14/2026 - 06/14/2026$2,204 /nt
06/15/2026 - 06/15/2026$2,061 /nt
06/16/2026 - 06/16/2026$2,038 /nt
06/17/2026 - 06/17/2026$2,103 /nt
06/18/2026 - 06/18/2026$2,488 /nt
06/19/2026 - 06/19/2026$2,791 /nt
06/20/2026 - 06/20/2026$2,816 /nt
06/21/2026 - 06/21/2026$2,265 /nt
06/22/2026 - 06/22/2026$2,192 /nt
06/23/2026 - 06/23/2026$2,067 /nt
06/24/2026 - 06/24/2026$2,160 /nt
06/25/2026 - 06/25/2026$2,529 /nt
06/26/2026 - 06/26/2026$2,654 /nt
06/27/2026 - 06/27/2026$2,662 /nt
06/28/2026 - 06/28/2026$2,121 /nt
06/29/2026 - 06/29/2026$2,077 /nt
06/30/2026 - 06/30/2026$2,072 /nt
07/01/2026 - 07/01/2026$2,201 /nt
07/02/2026 - 07/02/2026$3,065 /nt
07/03/2026 - 07/03/2026$3,203 /nt
07/04/2026 - 07/04/2026$3,242 /nt
07/05/2026 - 07/05/2026$2,721 /nt
07/06/2026 - 07/06/2026$2,708 /nt
07/07/2026 - 07/07/2026$2,179 /nt
07/08/2026 - 07/08/2026$2,251 /nt
07/09/2026 - 07/09/2026$2,565 /nt
07/10/2026 - 07/11/2026$2,718 /nt
07/12/2026 - 07/12/2026$2,157 /nt
07/13/2026 - 07/13/2026$2,147 /nt
07/14/2026 - 07/14/2026$2,121 /nt
07/15/2026 - 07/15/2026$2,182 /nt
07/16/2026 - 07/16/2026$2,516 /nt
07/17/2026 - 07/17/2026$2,740 /nt
07/18/2026 - 07/18/2026$2,812 /nt
07/19/2026 - 07/19/2026$2,242 /nt
07/20/2026 - 07/20/2026$2,178 /nt
07/21/2026 - 07/21/2026$2,294 /nt
07/22/2026 - 07/22/2026$2,446 /nt
07/23/2026 - 07/23/2026$2,788 /nt
07/24/2026 - 07/24/2026$3,039 /nt
07/25/2026 - 07/25/2026$3,943 /nt
07/26/2026 - 07/26/2026$3,939 /nt
07/27/2026 - 07/27/2026$3,789 /nt
07/28/2026 - 07/28/2026$3,683 /nt
07/29/2026 - 07/29/2026$3,572 /nt
07/30/2026 - 07/30/2026$3,987 /nt
07/31/2026 - 07/31/2026$3,892 /nt
08/01/2026 - 08/01/2026$3,664 /nt
08/02/2026 - 08/02/2026$3,019 /nt
08/03/2026 - 08/03/2026$2,187 /nt
08/04/2026 - 08/04/2026$2,149 /nt
08/05/2026 - 08/05/2026$2,221 /nt
08/06/2026 - 08/06/2026$2,639 /nt
08/07/2026 - 08/07/2026$2,969 /nt
08/08/2026 - 08/08/2026$3,031 /nt
08/09/2026 - 08/09/2026$2,389 /nt
08/10/2026 - 08/10/2026$2,199 /nt
08/11/2026 - 08/11/2026$2,137 /nt
08/12/2026 - 08/12/2026$2,206 /nt
08/13/2026 - 08/13/2026$2,665 /nt
08/14/2026 - 08/14/2026$2,970 /nt
08/15/2026 - 08/15/2026$2,918 /nt
08/16/2026 - 08/16/2026$2,156 /nt
08/17/2026 - 08/17/2026$1,875 /nt
08/18/2026 - 08/18/2026$1,709 /nt
08/19/2026 - 08/19/2026$1,688 /nt
08/20/2026 - 08/20/2026$2,103 /nt
08/21/2026 - 08/21/2026$2,435 /nt
08/22/2026 - 08/22/2026$2,417 /nt
08/23/2026 - 08/23/2026$1,716 /nt
08/24/2026 - 08/24/2026$1,493 /nt
08/25/2026 - 08/26/2026$1,402 /nt
08/27/2026 - 08/27/2026$1,848 /nt
08/28/2026 - 08/28/2026$2,199 /nt
08/29/2026 - 08/29/2026$2,187 /nt
08/30/2026 - 08/30/2026$1,489 /nt
08/31/2026 - 08/31/2026$1,206 /nt
09/01/2026 - 09/01/2026$1,216 /nt
09/02/2026 - 09/02/2026$1,221 /nt
09/03/2026 - 09/03/2026$1,651 /nt
09/04/2026 - 09/04/2026$2,533 /nt
09/05/2026 - 09/05/2026$2,543 /nt
09/06/2026 - 09/06/2026$1,899 /nt
09/07/2026 - 09/07/2026$1,645 /nt
09/08/2026 - 09/08/2026$899 /nt
09/09/2026 - 09/09/2026$923 /nt
09/10/2026 - 09/10/2026$1,365 /nt
09/11/2026 - 09/11/2026$1,748 /nt
09/12/2026 - 09/12/2026$1,835 /nt
09/13/2026 - 09/13/2026$1,289 /nt
09/14/2026 - 09/14/2026$1,105 /nt
09/15/2026 - 09/15/2026$1,080 /nt
09/16/2026 - 09/16/2026$1,186 /nt
09/17/2026 - 09/17/2026$1,616 /nt
09/18/2026 - 09/18/2026$1,965 /nt
09/19/2026 - 09/19/2026$1,995 /nt
09/20/2026 - 09/20/2026$1,377 /nt
09/21/2026 - 09/21/2026$1,109 /nt
09/22/2026 - 09/22/2026$1,006 /nt
09/23/2026 - 09/23/2026$1,107 /nt
09/24/2026 - 09/24/2026$1,492 /nt
09/25/2026 - 09/25/2026$1,834 /nt
09/26/2026 - 09/26/2026$1,875 /nt
09/27/2026 - 09/27/2026$1,290 /nt
09/28/2026 - 09/28/2026$1,033 /nt
09/29/2026 - 09/29/2026$944 /nt
09/30/2026 - 09/30/2026$1,080 /nt
10/01/2026 - 10/01/2026$1,464 /nt
10/02/2026 - 10/02/2026$1,823 /nt
10/03/2026 - 10/03/2026$1,863 /nt
10/04/2026 - 10/04/2026$1,305 /nt
10/05/2026 - 10/05/2026$1,037 /nt
10/06/2026 - 10/06/2026$972 /nt
10/07/2026 - 10/07/2026$1,188 /nt
10/08/2026 - 10/08/2026$1,587 /nt
10/09/2026 - 10/09/2026$2,094 /nt
10/10/2026 - 10/10/2026$2,236 /nt
10/11/2026 - 10/11/2026$1,725 /nt
10/12/2026 - 10/12/2026$1,421 /nt
10/13/2026 - 10/13/2026$1,218 /nt
10/14/2026 - 10/14/2026$1,443 /nt
10/15/2026 - 10/15/2026$1,869 /nt
10/16/2026 - 10/16/2026$3,034 /nt
10/17/2026 - 10/17/2026$2,964 /nt
10/18/2026 - 10/18/2026$2,475 /nt
10/19/2026 - 10/19/2026$2,149 /nt
10/20/2026 - 10/20/2026$2,094 /nt
10/21/2026 - 10/21/2026$2,354 /nt
10/22/2026 - 10/22/2026$2,780 /nt
10/23/2026 - 10/23/2026$3,157 /nt
10/24/2026 - 10/24/2026$3,144 /nt
10/25/2026 - 10/25/2026$2,634 /nt
10/26/2026 - 10/26/2026$1,574 /nt
4.9000
(30 Review)

10/10

June 2024
, Acworth, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great Location, Great House, And GReat Host.
We had a blast.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Great house,great location,great service

May 2024
, Danbury, CT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Rental company very professional and responsive

Highly recommended renting this property

Manager's Response

Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Awesome House/ Great Location

May 2024
, Florence, SC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house is great! This is the second time I’ve been a part of a group here. The location is convenient to everything. It’s close to Duval, but it’s also close to the marina for fishing which is one of the main things we come for. Whitney and the staff are great and very accommodating. This is the best place for a large group, but that’s all the good things I’m going to say because I don’t want too many people to find out and the house not be available the next time we need it (lol).

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Family time

May 2024
, Boca Raton, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My siblings and our extended family rented this property to be together to honor our parents. The home was conveniently located to downtown Key West and within walking distance to many of our activities. The pool was refreshing as it was mostly shaded, perfect for Florida. The bedrooms were comfortable and clean. The bathrooms were spacious. The kitchen had everything we needed.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Great Time @ Stars & Stripes

April 2024
, Greenville, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great set up for our large group of guys down for some fishing! Plenty of space and beds. Would highly recommend this property.

Manager's Response

Thank you for your review. We are thrilled you loved this home and hope to host you again soon!

Perfect for a Reunion of old college friends

April 2024
, Barnegat, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This home worked extremely well for our group of 11 old college buddies. Large enough for separate beds for all and very convenient to restaurants, bars and grocery store. The pool and BBQ grill in the back yard made for relaxing afternoons and a couple of nice BBQs. We were extremely satisfied and will likely be back.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Quick trip

March 2024
, Belews creek, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house is great. Had more than enough room for our large group of 11 adults. The location is fantastic, it's only a short walk to Duval Street and lots of other great restaurants and bars. The property manager is great. I got a quick response from her no matter what time I texted or emailed with a question. The only draw back is they have a disgruntled neighbor that likes to make noise complaints. He literally called to complain the second quiet hours started. Other than worrying about being too loud outside in the pool area we had a great stay. The property is great all around. Exactly as advertised. Hopefully we'll be able to all go there again soon.

Manager's Response

Belinda thank you so much for your review, we are so glad you enjoyed your stay. Sorry the neighbor gave you a hard time about noise, he is a little grumpy but he doesn't bite. We hope this won't keep you for visiting us again soon! Thank you for being our guest!

50th Birthday Celebration

February 2024
, Dunmore, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Stars & Stripes was the perfect house for all of us to celebrate our niece-cousins 50th birthday weekend! There was plenty of bedrooms/bathrooms, towels/pool towels provided and the location was great! Also, any questions we had were taken care of immediately as well as concierge services we excellent!! Only suggestion we would give is mirrors in bedrooms. Will definitely be back!!!

Manager's Response

Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Perfect in every way!

November 2023
, chincoteague, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our Refuge Inn staff of 14, from Chincoteague Island, Va, stayed here for our business' 50th anniversary. It was immaculate, well maintained and spacious. They loved the outside eating/gathering space by the pool, which was shaded with a large table and comfortable chairs, lending itself to a magnificent place for lively conversation and outdoor meals. We kept the noise down to respect the neighbors. We get it! We only saw one of the neighbors and he was really nice. Most days, we found a non reserved parking place on the street for our Jeep SUV directly in front of the house and used the space next to the house for our six person golf cart but it is large enough for a minivan. The house managers were very nice and respond very quickly to any call, text or email. The house is set up so that each level can be rented separately but not sure if it is. The location is central to the Old Downtown so you really do not need a car. WE will return and hopefully have enough folks to rent this house.

Manager's Response

Thank you for your incredible review Martha! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Amazing place...just don't be loud

November 2023
, Philadelphia, PA US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The place was absolutely amazing. Amazing spot in the center of everything.
Didn't care too much for the "decible meter" but I get it that it's still a residential area.
Overall, stunning place.

Manager's Response

Patricia, we are so thrilled to hear how much you loved this home! Thank you for understanding we had to find a way to sensitize our guests about being rowdy late at night. We hope you will come back to visit soon! Thank you for being our guest!

Awesome Property!

October 2023
, Chicago, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house and location are just great. Super place & layout for a larger group.

Manager's Response

Thank you for your fantastic review Michael. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Amazing Stay!

October 2023
, Edmond, OK United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our second time to stay at Stars & Stripes. Love the location - walking distance to all the Key West spots but on a quiet street. The house is amazing - very spacious and clean. The walk-through room on the first floor was a little odd but every room has its own outside door and it wasn’t really a big deal. Property manager and concierge were so nice and helpful. Would stay here again in a heartbeat!

Manager's Response

Thank you for your wonderful review Carly. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

A great place for a 3 generation wedding party!

October 2023
, Arlington, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

What a great place for our multigenerational wedding party! The kids loved the pool and the baby had her own room. The grandparents climbed to their cozy third floor for some peace and quiet. The location is quiet yet central. Parking for our golf cart was handy. Very clean and a great staff too

Manager's Response

We are so happy to read you had such a good stay with us Natalie! We would love to welcome you back!

Loved it!

August 2023
, Bayville, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

Close to everything! Great location. After reading some reviews about noise, I was a little concerned. We didn’t have any issues. We were a group of 12 and really enjoyed our stay. It was clean and well-maintained. One of the coffee pots broke and it was replaced right away. Definitely would stay here again.

Manager's Response

Thank you for this wonderful review Genevieve, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Wonderful family vacation for all ages

July 2023
, Fairfax, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We traveled with a group of 15 that ranged in ages from 20-80. The house allowed us all space to gather and enjoy each other. The location allowed us to walk to fun and meals. Great week!

Manager's Response

Thank you for your fantastic review Katherine. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Absolutely fabulous home!

March 2023
, Moosup, CT US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had the most amazing time here. The house was even more beautiful than the photos could capture. The service was perfect! Very friendly and helpful staff. We had 20 guests and it seemed like no one else was there! This visit was for our daughters wedding and it could not have been more perfect. Would definitely stay here again!!!! Don't miss this property.

Great House & Gret Location

August 2022
, O'Fallon, IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house is exactly as advertised. Has everything you need and just an amazing location that you can walk to all the main attractions

Manager's Response

Thank you for your review Evan. We are so thrilled to hear how much you loved this home and hope to see you again!

Peter

August 2022
, Pooler, GA US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Good experience good location

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Pritesh. We hope you'll stay with us again next time you visit!

Family reunion

May 2022
, Alexandria, VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Wonderful stay at the Stars and Stripes. Celebrating our 50th with 14 family members ranging in age from one to 75.

Manager's Response

Thank you for your fantastic review Elizabeth. It was a pleasure hosting you and your family, we look forward to welcoming you again next time you visit the island!

Great proximity to Duval and other attractions

March 2022
, Sandwich, IL United States

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

All in all it was a great stay.
Pros: Great location, beautiful pool and outdoor area. House was very clean and plenty of room for the 13 guests. Kitchen is well stocked with plates, glasses, pot and pans etc. Shana was a pleasure to deal with and we were able to check in an hour early.
Cons: If any of your guests have loud voices or loud laughs this is not the place for you. The neighbor called the cops on us within 2 hours of being there (4:30 in the afternoon) because we were too loud. I would understand if it was 10 at night but it was not. The kitchen did not have ANY spices or kitchen aids (napkins, aluminum foil etc) that previous renters normally leave behind from my numerous vacation rental experiences. We did find salt and pepper in the second floor kitchen but that was it. We had to buy spices and kitchen needs to cook and left them all there like most people would have I assume. The bed my husband and I slept in squeaked when you sat on it or rolled over and listing states it was a Queen but felt more like a full size.
All in all it was a great time and after the experience with the neighbor day one we tried to spend most of our time out in town not to upset the “East Coast” neighbor.

Manager's Response

Dear Patt, we are thrilled you liked the house and apologize for the more than intolerant neighbor. We have had a few issues with him but usually it is much later and because of loud music. It is unfortunate he thought afternoon happy laughs would be an issue but unfortunately there isn't anything we can do.

We provide a few essentials but never food or items that cannot be properly sanitized. We will address the bed issue with our property manager, thank you for informing us one of the bed is a bit noisy.

We hope this won't keep you from staying with us next time you visit Key West!

The perfect house for a big group or family trip

September 2021
, Philadelphia, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house is in a perfect location close to downtown bars and restaurants and it fit the 17 of us with ease. The house is in good condition and it was clean when we arrived. The property manager, Shana, was very responsive and made sure we had everything we needed. She was so nice, it made me feel secure and comfortable during our stay. Thank you for having us!

Manager's Response

Thank you for your wonderful review Troy! We enjoyed hosting you and hope to see you back in Key West again soon!

Lil brother's bachelor party

August 2021
, Broussard , LA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Amazing....the house was simply amazing....2 blocks from duval, 1 block from the harbor... clean as a whistle...everyone in my party kept high fiving me for booking the place...

Manager's Response

Jason we are so glad your stay with us was such a success and hope to welcome you again in the future!

Sigma Delta

April 2021
, Los Gatos, CA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We have been to Key West many times, but this was the first time we rented a house for our group. We had 11 people show-up for this years reunion, and Stars & Stripes was perfect for our stay. The location is great, and we made frequent use of the outdoor amenities, Pool and Barbecue. If we return to Key West we will definitely look to Stars & Stripes again.

Manager's Response

Thank you for your review. We hope to see you again soon!

Family Vacation in Key West

January 2021
, Miramar Beach, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved the house. There was plenty of room, it was clean, lots of TVs, heated pool. We had a blast, walked or rode bikes everywhere. Lots to do in the vicinity.

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Stay at Stars and Stripes

November 2019
, Oakland Park, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We found it convenient and enjoyable. When we checked out keys, towels and general request for checkout was followed.

Manager's Response

Dear Kevin,


Thank you for your wonderful review! We are so happy that you enjoyed this incredible home and we hope to see you back again soon!


Best Regards,


Wendy Zintsmaster and Team

Amazing time in an amazing property!

November 2018

Overall
5

I treated my staff to a well deserved vacation in Key West and from start to finish this was a tremendous experience. The Stars & Stripes home is all it is represented to be and then some...it is well appointed, well cared for and in a fabulous location. It provided us with plenty of sleeping space and equally as important, very comfortable and roomy living space. Working with the Wendy Zintsmaster Team was a treat. They are organized, professional, attentive and made our trip that much more enjoyable. They are constantly available to provide guidance or assistance and their response time is impressive. I highly recommend both the Stars & Stripes property as well as the Wendy Zintsmaster Team.

Great house!

October 2018

Overall
5

We were here with family for my son's wedding. Plenty of space and privacy. Beautifully furnished with modern kitchens and baths. Nice pool. We had a great time!

Very comfortable, well appointed and located.

September 2018

Overall
5

We truly enjoyed our stay at Stars and Stripes. All communications were professional and supportive. House was clean, comfortable and had all needed compliments for a pleasant stay. It's location in Key West was most convenient. Would highly recommend.

Perfect place for a 40th birthday celebration!

August 2018

Overall
5

We had 16 people (mostly couples) for a 40th birthday celebration and this property was absolutely perfect in all aspects of the word! From check in to the concierge service and everything in between, we had top notch service and enjoyed every moment. Special thanks to Thomas for going above and beyond on multiple occasions. And Paul for a flawless stay! We hope to make this an annual event from now on!

Amazing place to stay

May 2018

Overall
5

We are frequent visitors to Key West and this year we had a group 12 people so we needed a larger place to stay. Stars and Stripes was the perfect place to stay, clean, great pool and close to everything! The property is well maintained and there is enough space for a large group without feeling confined. We are already planning our next visit!!

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8 Bed
4 Baths
Sleeps 20

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THE WRITER'S COTTAGE ~ Sweet!

THE WRITER'S COTTAGE ~ Renovated 2 Bedroom, 2 Bathroom Old Town Home with Office Street Parking and Charming Outdoor Space!

Location

804 Ashe St.
33040 Key West , FL
United States
24° 33' 26.0748" N, 81° 47' 35.052" W
Florida US

THE WRITER'S COTTAGE ~ Sweet!

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THE WRITER'S COTTAGE ~ Renovated 2 BR/2 Ba Home w/ Parking!

Unit Code: WRC

THE WRITER'S COTTAGE ~ Sweet!

THE WRITER'S COTTAGE ~ Renovated 2 Bedroom, 2 Bathroom Old Town Home with Office Street Parking and Charming Outdoor Space!
NOSTALGIC AND INSPIRATIONAL HAVEN... History permeates and echoes through the classic Dade Pine details of this lovingly preserved Conch cottage, once home of locally esteemed Liz Lear, the "Duchess of Ashe Street". This retreat has hosted icons of literature and art such as Tennessee Williams, Leonard Bernstein, and other creative giants. Layered with cultural allure and situated on one of Old Town's most sought-after-streets, this home's storied past whispers to come in and find sanctuary here. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE*** DETAILS AND AMENITIES… As you enter through your white picket fence to the classic conch porch with intricate and whimsical woodwork into the welcoming interior, the style is Old World charm graciously restored to respect its historical weight, yet skillfully updated to satisfy modern convenience. A wall of French Doors, a stunning salvaged window and a 14 foot cathedral ceiling beckon soothing southernmost sunlight inside, enveloping you in its tropical warmth. A fully stocked contemporary kitchen and dining area encourage time spent breaking bread over lively debate with your favorite people. Choose from a library of novels to dive into or enjoy live streaming on Roku TV for all your favorite shows! A washer/dryer resides in an outdoor shed. SLEEPING ARRANGEMENTS… Slumber well in one of the two cozy bedrooms, one with a queen bed and the other with a queen futon and office space for those working remotely. Both rooms are equipped with a shower bathroom. OUTDOOR LIVING… A canopy of greenery and mature foliage shelter and shade you in your backyard hideaway, with a propane gas grill and seating for dining and dreaming under the sultry stars of Key West. A soothing turtle pond completes the experience and your island soul has found the garden of serenity it has yearned for. PARKING... This home offers an off street carport. PETS... This is not a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) CONCIERGE SERVICES... Enjoy this service to assist you with planning activities for your trip. They can also have your fridge stocked with all the necessities in advance of your arrival! BOOKING DATES... This home is only available as a monthly rental (28 night min.). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). MAKE YOUR OWN HISTORY HERE...
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DatesPrice
10/26/2025 - 10/31/2025$197 /nt
11/01/2025 - 11/30/2025$250 /nt
12/01/2025 - 12/31/2025$286 /nt
01/01/2026 - 01/31/2026$429 /nt
02/01/2026 - 03/31/2026$500 /nt
04/01/2026 - 04/30/2026$322 /nt
05/01/2026 - 07/31/2026$250 /nt
08/01/2026 - 08/31/2026$233 /nt
09/01/2026 - 09/30/2026$197 /nt
10/01/2026 - 10/26/2026$250 /nt
Leave a Review
2 Bed
2 Baths
Sleeps 4

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RISE AND SHINE ~ Boater's Dream!

RISE AND SHINE ~ Canal Front, New Town 3 Bedroom, 3 Bathroom Updated Home with Office, Parking, Private Heated & Chilled Pool!

Location

3508 Sunrise Dr.
33040 Key West , FL
United States
24° 33' 45.306" N, 81° 45' 29.142" W
Florida US

RISE AND SHINE ~ Boater's Dream!

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RISE AND SHINE ~ Canal Front 3 BR/3Ba Home w/ Heated Pool!

Unit Code: RIS

RISE AND SHINE ~ Boater's Dream!

RISE AND SHINE ~ Canal Front, New Town 3 Bedroom, 3 Bathroom Updated Home with Office, Parking, Private Heated & Chilled Pool!
WONDERFUL WATERFRONT HOME ON GORGEOUS LOT... You have discovered a prime canal sanctuary second to none in the peaceful enclave of New Town. This fully renovated beauty offers a warm embrace with its welcoming open concept layout and airy cathedral ceilings, replete with a myriad of gathering spaces - indoors and out - for you and your vacationing crew! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... Your southernmost splendor begins as you enter this enchanting abode, spirits lifted as the Sonos sound system wafts through the home and pool area, instantly lulling you into island repose. The magnificent chef's kitchen inspires many hours in the happy pursuit of making memories as you entertain and craft epicurean works of deliciousness for an evening of consumption and conversation. The kitchen and ample dining table overlook a plush and expansive great room, complete with surrounding French doors leading to your outdoor retreat. Need to connect with the real world? Not a problem as you have a full private office when duty calls. Enjoy a washer and dryer area adjacent to the kitchen for your ultimate convenience. Enjoy live streaming for binge-watching all of your favorite shows! SLEEPING ARRANGEMENTS... Relish in a perfect night of sleep in one of the 3 large bedrooms designed for ultimate comfort. The first guest room offers twin beds (can convert to a king upon request) and the second features a king bed. A full shower bathroom resides between the two guest rooms and there is also an additional full shower bathroom adjacent to the washer/dryer area off of the kitchen. The primary bedroom comes with a king bed and a large en suite shower bathroom. All of the bedrooms have private doors leading out to the backyard. A queen sofa sleeper resides in the living room. OUTDOOR LIVING... Your outdoor living oasis is an exquisite tropical dream come true. Enjoy multiple seating and lounging options, overlooking your large heated and chilled salt generated pool and waterfall (spa is not available for use). Tie the boat up (with 40 feet of sea wall available) from your fishing adventure and sit at your beautiful tiki bar with an outdoor kitchen that comes with an ice machine and a BBQ station. PARKING... This home has plenty of off street parking for your vehicles. PETS... This is not a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). COME STAY A WHILE...
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DatesPrice
10/26/2025 - 10/31/2025$268 /nt
11/01/2025 - 11/30/2025$304 /nt
12/01/2025 - 12/31/2025$429 /nt
01/01/2026 - 03/31/2026$750 /nt
04/01/2026 - 08/31/2026$429 /nt
09/01/2026 - 10/26/2026$358 /nt
Leave a Review
3 Bed
3 Baths
Sleeps 8

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STRIPES ~ Treetop Condo!

STRIPES ~ 4 Bedrooms, 2 Baths with Treetop Views, Large Shared Heated Pool & Gourmet Kitchen!

Location

311 Elizabeth Street (LEVEL 2 & 3)
33040 Key West , FL
United States
24° 33' 33.5376" N, 81° 48' 6.1344" W
Florida US

STRIPES ~ Treetop Condo!

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Always Paradise in Key West

Reviewed by Unknown on 2025-09-17
Overall satisfaction
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Recommend to Others
Amazing experience at this home. Everything was clean and comfortable. The use of the pool was an added bonus after hours of walking around Old Town. The location is ideal. Close to everything you would want to see or do in Key West. The family and I will be back soon!
Manager response on 2025-09-19 - Response from Best of Key West Rentals
Hooman, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.

Stripes Rental - steps away from Breakfast and Duval

Reviewed by Unknown on 2025-09-06
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Recommend to Others
Stripes was a great stay! Clean and perfectly situated in downtown Key West, and still a quiet neighborhood. The balcony/porch was a perfect place to start our day with coffee or prosecco. Harpoon Harry's, the best breakfast diner in town, was steps away around the corner. The party of Duval was just a few blocks away. Perfect location for a fun getaway without the loud neighbors. Highly recommend!
Manager response on 2025-09-08 - Response from Best of Key West Rentals
Thank you for your high recommendation! We are delighted that the home pleased you and that the location was ideal for your getaway! We hope you will be repeat customers!

Perfect, Perfect, Perfect

Reviewed by Lindsay D. on 2025-07-16
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Recommend to Others
We had an incredible stay at this beautiful Key West home! Our group of 9 had more than enough space across the two spacious floors — everyone was comfortable, and we never felt crowded. The house was clean, beautifully maintained, and thoughtfully stocked with everything we needed. We especially appreciated how quiet the streets were, which made it easy to relax and feel like locals for the week. The management company was absolutely lovely: responsive, professional, and always quick to answer any questions we had. We couldn’t have asked for a better experience. Highly recommend this home for any group looking for comfort, space, and a true Key West vibe!
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you so much for this glowing review! We're thrilled to hear your group had such an incredible stay and that the home offered plenty of space and comfort for everyone. It’s wonderful to know you felt relaxed and at home in the quiet neighborhood—and we’re especially grateful for your kind words about our team. We always aim to make each stay seamless and enjoyable, and it’s great to hear we hit the mark. We’d love to welcome you back anytime for another perfect Key West getaway!

Great place

Reviewed by Unknown on 2025-08-11
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Recommend to Others
This place was great. We were with friends who had a boat in the AB Marina and this was very convenient. It was a very short walk to the marina, lots of great resturaunts and shopping. There is only one parking space for both units on this property but we found other parking for the first part of our stay. The pool is shared which was a little awkward at first but then we got to know the other renters. The pool was surprisingly very refreshing for our stay in July. It stays pretty shaded but still gets some sun. Rooms were small but we didnt spend much time in them. I loved the upstairs (3rd floor). My twin sons stayed up there and I was only a little jealous....
Manager response on 2025-09-05 - Response from Best of Key West Rentals
Thank you for your positive and thoughtful review! We are so glad your family had the wonderful vacation you were hoping for!

Keys Getaway

Reviewed by Patrick W. on 2025-07-24
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Recommend to Others
Whitney was a great host/manager. Property was fantastic!!
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Patrick we truly appreciate your review! It makes us happy to know you loved this home, and we’d be delighted to host you again anytime.

Wonderful stay!

Reviewed by Unknown on 2025-07-14
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Recommend to Others
My family and I loved our stay! It was very comfortable and serene. We had so much fun at the pool. Beautiful house in the heart of Key West, close yo everything.
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you so much for your kind words! We’re so happy to hear your family had a comfortable and relaxing stay—and that you enjoyed plenty of fun by the pool. It’s great that the location worked well for you too. We’d love to welcome you back anytime you’re in Key West!

Clean and Comfortable! Great for large groups!

Reviewed by Unknown on 2024-05-13
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Recommend to Others
Loved the property. Everyone was comfortable and had a great time!
Manager response on 2024-11-19 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us! We would love to welcome you back!

Destination Wedding Week

Reviewed by Craig L. on 2024-12-01
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Recommend to Others
Attended a destination wedding in Key West and stayed at Stripes with members of my family. Lodging was great, location was perfect.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Wow, thank you for your amazing review! We are over the moon to hear how much you enjoyed our Key West retreat. We can’t wait to welcome you back to the island next time you come

Great place to stay!

Reviewed by Unknown on 2024-02-14
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Recommend to Others
Great location and amazing accommodation. Would definitely stay here again. Very spacious with lots of room for guests.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Great Key West Trip!

Reviewed by Michael M. on 2024-07-05
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Recommend to Others
Great location and great rental! Well located for our trip and had all we need. Place was well appointed, and easy check in and check out. Team was available as we needed them, and appreciated their attention! Pool was great and we enjoyed our time immensely!
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Great Location

Reviewed by Unknown on 2024-09-11
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Recommend to Others
We had an incredible time at the Stripes! My grandchildren loved the bunk beds room and we had plenty of space for 6 adults and 2 children. Whitney was amazing at answering any questions we had right away.
This place is in a perfect location. Everything was in walking distance and the pool was a great way to cool off after a hot day out.
Highly recommend this place for your visit to Key West!
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Old guy's getaway

Reviewed by Unknown on 2025-03-08
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Recommend to Others
Had a great time. The place is very clean,lots of room and close to all the fun on Duval.Front porch for coffee in the morning too!
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you for the great review! We're so glad you had a great time and enjoyed the clean, spacious home and unbeatable location near Duval. Morning coffee on the front porch sounds like the perfect start to the day! We'd love to have you back for the next getaway.

Amazing!

Reviewed by Kathy s. on 2025-04-17
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Recommend to Others
Almost do not want to review as it was so perfect want to keep it a secret! 5 stars in all areas! I would give even more stars if possible for Whitney the property manger! She was incredible to work with! Honestly can not wait to go back !
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you so much for the amazing review! We’re honored that you had such a perfect stay—and we totally understand wanting to keep it a secret! We’ll be sure to pass your kind words along to Whitney—she’ll be thrilled to hear how much you appreciated her help. We can’t wait to welcome you back for another incredible stay in Key West!

Perfect stay!

Reviewed by Robyn G. on 2025-05-27
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Recommend to Others
We had a group of 9 and stayed at Stripes for a 4 day long Memorial Day weekend trip. The house was very clean. Check in was super easy. They even allowed us to check in a bit early which was great because we took the Key West Express ferry and didn’t want to tote our luggage around. The pool was clean, private, and very enjoyable ! The house layout was perfect for our group and you couldn’t beat the location in proximity to everything! The only thing I would have added was a bigger ( or additional) living room couch in the common area but we weren’t home enough to worry about it. We Definitely will stay there again!
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you so much for your kind review! We’re thrilled to hear that Stripes was a perfect fit for your group and that the check-in process—and early arrival—helped get your trip off to a smooth start. It’s great to know you enjoyed the pool, the layout, and especially the prime location. We appreciate your note about the living room seating—it’s helpful feedback, and we’ll certainly keep it in mind. We’d be absolutely delighted to welcome you back for another stay!

Return to Key West

Reviewed by Jeff K. on 2021-06-10
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Recommend to Others
Excellent location, very comfortable accommodations, and great amenities. Excellent and timely communications. The only drawback was parking for one vehicle. Given the price there should be some accommodation for an additional parking beyond one space.
Manager response on 2021-06-11 - Response from Best of Key West Rentals
Thank you Jeff for taking the time to review our property. We are so glad you enjoyed you stay with us. Unfortunately parking often comes up as an issue on this small island. We hope you'll stay with us again next time you visit, we have other homes that offer more parking options and would love to help you book one.

Great Place- Great Location

Reviewed by Michael F. on 2021-05-05
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Recommend to Others
Favorite place we’ve have stayed in Key West. Great location, the place was big, clean, and had everything we needed. Property manager was very nice and helpful as well. Can’t wait to stay again next year!
Manager response on 2021-05-06 - Response from Best of Key West Rentals
Thank you for your review. We enjoyed hosting you and hope to see you again soon!

Perfect location for a group stay, stumbling distance to Duval.

Reviewed by Michael J. on 2021-03-31
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Recommend to Others
We enjoyed our stay at Stripes at the end of March 2020. We found the property easily, and the entry instructions were good. Took a little jiggling to get the front door key to work (guessing it's due to the multiple copies), and the property itself was neat, with plenty of towels for all the guests. The pool area was well maintained too, and we typically spent a few hours there each morning as people surfaced - which was a welcome retreat from the Duval shenanigans. All in all, great location, communication from the property management was spot on, from the pre-check in to check in, and during our stay.
Manager response on 2021-04-22 - Response from Best of Key West Rentals
Thank you for your review. We are so thrilled you had a great time and hope to see you again soon!

Quiet escape from the Key West party scene

Reviewed by Unknown on 2021-05-04
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Recommend to Others
Quiet escape from the Key West party scene
Manager response on 2021-05-06 - Response from Best of Key West Rentals
Thank you for your review. We enjoyed hosting you and hope to see you again soon!

5 star

Reviewed by Unknown on 2021-06-07
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Recommend to Others
Very nice, expensive but worth it. A fun place to be.
Manager response on 2021-06-07 - Response from Best of Key West Rentals
Thank you for your review, we are so glad you had fun while staying with us, please come visit again soon!

Family Get Away

Reviewed by Mary K. on 2022-01-04
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Recommend to Others
Eight of us stayed for a week between Christmas and New Year. We were all 20 and over.
We had the second and third floor. The house was in a great location, super clean and comfortable.
Having our own pool was an added bonus. Also lives all the porches. The only"complaint" was there were no closets, and we're looking for a few more mirrors. But regardless,we would gladly stay again. Everyone involved was helpful and it was a very easy check in and out.
Manager response on 2022-01-11 - Response from Best of Key West Rentals
Thank you for your review Mary, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit the island!

Stripes

Reviewed by Unknown on 2021-10-12
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Recommend to Others
Awesome property and location is perfect walking distance to duval and the harbor. The pool was very nice and a highlight of our trip. We can’t wait to stay there in the future. Shana is a great property manager.
Manager response on 2021-10-28 - Response from Best of Key West Rentals
Patrick thank you for this wonderful review, we are so happy you enjoyed your stay and look forward to welcoming you again!

A lovely family trip to the Keys staying in Stripes

Reviewed by Unknown on 2022-03-16
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Recommend to Others
We chose Stripes,the 2nd and 3rd floors of the house in a great location for my husbands birthday. Adult kids came and the space was flexible and convenient. Its a lovely space, esp the 2nd floor balcony and the pool. The ice maker didn't work, and there were electrical light issues in one of the bedrooms.
Manager response on 2022-04-04 - Response from Best of Key West Rentals
Thank you for this great review Margaret, we are glad you enjoyed your stay at Stripes! Free parking is scarce in Old Town Key West but we do have non residential on street free parking. Next time you visit, please let your property manager know if you're having trouble finding a spot, they'll be happy to assist you with it.

Great Location and Comfortable Home

Reviewed by Vivian B. on 2021-07-30
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Recommend to Others
The main living area is compact, but it’s much more accommodating then it appears in the pictures. Another note, I was surprised to see the washer and dryer outside. That may have deterred me originally, but it actually posed no issues. The layout worked out well. Very nice place and incredible location.
Manager response on 2021-08-04 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you again soon!

Couples Get Away!

Reviewed by Miles M. on 2021-12-15
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Recommend to Others
This property is amazing. It is in the perfect location in Key West it gives the right amount of local flair and Duval Street. The pool is clean and beautiful. The property is also a stones throw from the marina where the charter boats are. I will definitely stay here again.
Manager response on 2021-12-21 - Response from Best of Key West Rentals
Thank you for your review Miles, it was a pleasure hosting you, we hopt to welcome you again in the future!

Stars and Stripes

Reviewed by Matthew W. on 2022-11-25
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Recommend to Others
Very nice place with an even better location. Very comfortable place and so close to everything you could ever want out of Key West.
Manager response on 2022-12-06 - Response from Best of Key West Rentals
Thank you for your wonderful review Matthew. We enjoyed hosting you and hope to see you back in Key West again soon!

Amazing

Reviewed by Christina K. on 2022-11-01
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Recommend to Others
We had a great time at Stripes, perfect location, very clean, spacious and great communication regarding every aspect of our stay.
Manager response on 2022-12-06 - Response from Best of Key West Rentals
Thank you for this great review Christina! We are thrilled you enjoyed the property and hope to host you again in the future!

Perfect Location!

Reviewed by Megan B. on 2022-12-14
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Recommend to Others
Super cute house with 3 apartments. We had the 2nd and 3rd floors. It was great to have so much room for our family. The kids loved the pool. Very pleasant experience!
Manager response on 2023-01-26 - Response from Best of Key West Rentals
Thank you for your review Megan, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.

Perfect location!

Reviewed by Anne W. on 2023-03-14
Overall satisfaction
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Recommend to Others
This home is located on a quiet street with a private lounge pool. The perfect oasis away from the hustle and bustle of Duval, yet a short walk to everything! We would highly recommend this comfortable and convenient spot. My only complaint is the late check in and early check out. The management team worked with us well, however.

Beautiful and Close

Reviewed by Nick G. on 2024-02-12
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Location
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Recommend to Others
The house was exactly what we were hoping for. We had 4 couples staying together and there was plenty of room for all of us. The house and property was very clean and the outdoor area is beautiful. Very close to downtown. Would definitely stay here again.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Good location

Reviewed by Unknown on 2018-12-04
Overall satisfaction
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Recommend to Others
We had a great time. We had 8 adults and were confortable in the 2nd and 3rd floor. Great location...lots of food and close to Duval street.
Manager response on 2018-12-14 - Response from Best of Key West Rentals
Dear Jared, Thank you for your 5 star review on Stripes. We are thrilled to hear that you and your party were comfortable in this amazing Key West home and that the location was perfect. We appreciate your wonderful feedback and look forward to seeing you again in Paradise! Best Regards, Wendy Zintsmaster and Team

Fantastic place

Reviewed by Kathryn K. on 2019-05-05
Overall satisfaction
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Location
Property condition
Recommend to Others
Great experience
Manager response on 2019-05-06 - Response from Best of Key West Rentals
Dear Kathryn, Thank you for your wonderful 5 star review on Stripes! We are so happy to hear that your experience was so great. We loved having you as our guest and hope to see you back very soon! Best Regards, Wendy Zintsmaster and Team

Beautiful. Place to Stay and great Location

Reviewed by Unknown on 2019-08-24
Overall satisfaction
Services from rental manager
Cleanliness
Location
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Recommend to Others
Place was beautiful and the location was great.
Manager response on 2019-08-25 - Response from Best of Key West Rentals
Dear Loretta, Thank you for your wonderful review! We are so happy you had such a wonderful time at this incredible condo and hope to see you back soon! Best Regards Wendy Zintsmaster and Team

Great location!

Reviewed by Amber G. on 2019-09-17
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Location was super close to Duval and nearby restaurants and shops. The place was clean and air conditioner in every room was very nice. Plenty of towels for pool and bath as well.
Manager response on 2019-09-18 - Response from Best of Key West Rentals
Dear Amber, Thank you for your incredible review on Stripes. We are so thrilled to hear how much you enjoyed this incredible home and it's location to downtown. We enjoyed hosting you and hope to see you back! Best Regards, Wendy Zintsmaster and Team

A great rental for Key West

Reviewed by Unknown on 2019-10-05
Overall satisfaction
Services from rental manager
Cleanliness
Location
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Recommend to Others
We were a group of 4 adults and two children. The rental was perfect as we had some separation but were still together. Everything was nicely furnished and all the beds were clean and comfortable. The swimming pool was a bonus. We used it a lot. It was nice to have a washer and dryer available too. The location was spot on as we were close to Duval Street and the marina area which is really making some nice changes and upgrades. It was nice that every room had a tv in it. The only downside is that there is only one parking space for the whole house. We were there at a slower time so we were able to find street parking. We will definitely rent again at this property.
Manager response on 2019-10-07 - Response from Best of Key West Rentals
Dear Jana, Thank you for your wonderful review on Stripes! We are so thrilled to hear how much you enjoyed this incredible rental in the downtown area. If the other part of the this home is rented during your time here, the parking spot does become a shared parking spot on a first come first serve basis. Parking is rare downtown so it is a big perk to the home although not needed in this location. We enjoyed hosting you and hope you come back soon! Best Regards, Wendy Zintsmaster and Team

Key west super bowl Vacation

Reviewed by Unknown on 2020-02-07
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Prime location for Duvall street.....
Manager response on 2020-02-09 - Response from Best of Key West Rentals
Dear Jennifer, Thank you for your wonderful review. We are so thrilled to hear how much you enjoyed this home and hope to see you back again soon. Best Regards, Wendy Zintsmaster and Team

Amazing home

Reviewed by Unknown on 2020-03-15
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
The home was so wonderful. Beautifully decorated with amazing attention to detail. Loved it and will definitely rebook. Location was perfect.
Manager response on 2020-03-16 - Response from Best of Key West Rentals
Dear Eileen, Thank you for your wonderful review. We loved hosting you and hope to see you back. Best Regards, Wendy Zintsmaster and Team

Great space in a great location

Reviewed by Unknown on 2020-07-14
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
Stripes was perfect! A group of friends and I stayed in this amazing space in Old Town Key West. It’s location is conveniently located, close to any Kew West attractions. The pool was perfect in the Florida heat and the entire unit was clean, comfortable and has all you need in a short rental. Much recommended.
Manager response on 2020-07-15 - Response from Best of Key West Rentals
Thank you for the 5 star review. We love to hear how much you enjoyed this home and hope to host you again soon.

Great location & house

Reviewed by Jason P. on 2021-02-18
Overall satisfaction
Services from rental manager
Cleanliness
Location
Property condition
Recommend to Others
I would stay here again. It was a great location that was close to everything but still very quiet. The house was clean and the host was easy to work with.
Manager response on 2021-02-23 - Response from Best of Key West Rentals
Thank you for your recent review. We enjoyed hosting you and hope to see you back soon!

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

Unit Code: STRIPES

STRIPES ~ Treetop Condo!

STRIPES ~ 4 Bedrooms, 2 Baths with Treetop Views, Large Shared Heated Pool & Gourmet Kitchen!
When you don't need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key West.... rent "Stripes", the second and third floor condo with tree top views and beautiful balconies! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE INSIDE AND SLEEPING ARRANGEMENTS... The unique layout of this property allows your group to be together under one roof but have separate levels offering privacy and your own space! The second level offers a living room, dining for eight where one four top table is located inside and the other four top table is outside on the back balcony. There is a full gourmet kitchen and a large bathroom with walk-in shower. The second level bedrooms include a room with a full size bed, another room with two twin beds, and a bunk room with a trundle that's perfect for a kids room! The bunk room top mattress is a twin, the bottom mattress is a full, and the trundle is a twin mattress. All rooms offer storage for clothing and a flat screen TV.  The third level is equipped with a small living room with flat screen TV, full kitchen, full bath with shower/ tub combo and a bedroom. The bedroom offers a queen and a twin, as well as a dresser for storage and a flat screen TV.  Should you want only one adult per double bed there is a sleeper sofa on each floor but we do not allow more than 10 guests in the condo at one time as there are only two baths.  OUTDOOR LIVING... The compound has a heated pool that is shared by the other condo on the premise (Stars; level one). All guests have access to the laundry area, grill and grounds. PARKING... One parking space is available that is first-come-first-serve with the unit below. You can find non-residential parking spaces in the surrounding area, or there is also The Old Town Garage a few blocks away. But this home is in an ideal location, and you don't need a car as you can walk or bike to almost anywhere you will want. If you need a ride, Ubers and Lyfts are readily available. The grocery is just a couple of blocks away, and you can also have groceries delivered or the fridge stocked by our concierge prior to arrival! DISTANCES TO BEACHES... Simonton Beach is 0.4 mi Fort Zachary Taylor Beach is 1.4 mi South Beach is 1.1 mi Higgs Beach is 1.3 mi Smathers Beach is 2.3 mi CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! PARADISE AWAITS...
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Age 18 and under.
DatesPrice
10/26/2025 - 10/27/2025$282 /nt
10/28/2025 - 10/28/2025$285 /nt
10/29/2025 - 10/29/2025$317 /nt
10/30/2025 - 10/30/2025$350 /nt
10/31/2025 - 10/31/2025$446 /nt
11/01/2025 - 11/01/2025$534 /nt
11/02/2025 - 11/02/2025$557 /nt
11/03/2025 - 11/04/2025$472 /nt
11/05/2025 - 11/05/2025$673 /nt
11/06/2025 - 11/06/2025$584 /nt
11/07/2025 - 11/07/2025$837 /nt
11/08/2025 - 11/08/2025$1,087 /nt
11/09/2025 - 11/09/2025$874 /nt
11/10/2025 - 11/10/2025$573 /nt
11/11/2025 - 11/11/2025$501 /nt
11/12/2025 - 11/12/2025$356 /nt
11/13/2025 - 11/13/2025$669 /nt
11/14/2025 - 11/14/2025$738 /nt
11/15/2025 - 11/15/2025$801 /nt
11/16/2025 - 11/16/2025$653 /nt
11/17/2025 - 11/17/2025$547 /nt
11/18/2025 - 11/18/2025$559 /nt
11/19/2025 - 11/19/2025$576 /nt
11/20/2025 - 11/20/2025$637 /nt
11/21/2025 - 11/21/2025$783 /nt
11/22/2025 - 11/22/2025$921 /nt
11/23/2025 - 11/23/2025$746 /nt
11/24/2025 - 11/24/2025$675 /nt
11/25/2025 - 11/25/2025$706 /nt
11/26/2025 - 11/26/2025$907 /nt
11/27/2025 - 11/27/2025$921 /nt
11/28/2025 - 11/28/2025$989 /nt
11/29/2025 - 11/29/2025$950 /nt
11/30/2025 - 11/30/2025$617 /nt
12/01/2025 - 12/01/2025$499 /nt
12/02/2025 - 12/02/2025$446 /nt
12/03/2025 - 12/03/2025$607 /nt
12/04/2025 - 12/04/2025$750 /nt
12/05/2025 - 12/05/2025$956 /nt
12/06/2025 - 12/06/2025$875 /nt
12/07/2025 - 12/07/2025$760 /nt
12/08/2025 - 12/08/2025$696 /nt
12/09/2025 - 12/09/2025$702 /nt
12/10/2025 - 12/10/2025$703 /nt
12/11/2025 - 12/11/2025$641 /nt
12/12/2025 - 12/12/2025$1,017 /nt
12/13/2025 - 12/13/2025$1,070 /nt
12/14/2025 - 12/14/2025$936 /nt
12/15/2025 - 12/15/2025$616 /nt
12/16/2025 - 12/16/2025$583 /nt
12/17/2025 - 12/17/2025$581 /nt
12/18/2025 - 12/18/2025$710 /nt
12/19/2025 - 12/19/2025$918 /nt
12/20/2025 - 12/20/2025$902 /nt
12/21/2025 - 12/21/2025$1,034 /nt
12/22/2025 - 12/22/2025$1,062 /nt
12/23/2025 - 12/23/2025$1,103 /nt
12/24/2025 - 12/24/2025$1,365 /nt
12/25/2025 - 12/25/2025$1,398 /nt
12/26/2025 - 12/26/2025$1,737 /nt
12/27/2025 - 12/27/2025$1,976 /nt
12/28/2025 - 12/28/2025$2,200 /nt
12/29/2025 - 12/29/2025$2,337 /nt
12/30/2025 - 12/30/2025$2,369 /nt
12/31/2025 - 12/31/2025$2,337 /nt
01/01/2026 - 01/01/2026$1,997 /nt
01/02/2026 - 01/02/2026$1,384 /nt
01/03/2026 - 01/03/2026$1,471 /nt
01/04/2026 - 01/04/2026$1,501 /nt
01/05/2026 - 01/05/2026$925 /nt
01/06/2026 - 01/06/2026$823 /nt
01/07/2026 - 01/07/2026$898 /nt
01/08/2026 - 01/08/2026$904 /nt
01/09/2026 - 01/09/2026$1,085 /nt
01/10/2026 - 01/10/2026$1,217 /nt
01/11/2026 - 01/11/2026$1,095 /nt
01/12/2026 - 01/12/2026$872 /nt
01/13/2026 - 01/13/2026$846 /nt
01/14/2026 - 01/14/2026$875 /nt
01/15/2026 - 01/15/2026$1,350 /nt
01/16/2026 - 01/16/2026$1,502 /nt
01/17/2026 - 01/17/2026$1,756 /nt
01/18/2026 - 01/18/2026$1,506 /nt
01/19/2026 - 01/19/2026$1,046 /nt
01/20/2026 - 01/20/2026$1,057 /nt
01/21/2026 - 01/21/2026$1,154 /nt
01/22/2026 - 01/22/2026$1,188 /nt
01/23/2026 - 01/23/2026$1,254 /nt
01/24/2026 - 01/24/2026$1,355 /nt
01/25/2026 - 01/25/2026$903 /nt
01/26/2026 - 01/26/2026$1,155 /nt
01/27/2026 - 01/27/2026$1,147 /nt
01/28/2026 - 01/28/2026$1,346 /nt
01/29/2026 - 01/29/2026$1,456 /nt
01/30/2026 - 01/30/2026$1,096 /nt
01/31/2026 - 01/31/2026$1,159 /nt
02/01/2026 - 02/01/2026$1,055 /nt
02/02/2026 - 02/02/2026$1,033 /nt
02/03/2026 - 02/03/2026$1,050 /nt
02/04/2026 - 02/04/2026$1,053 /nt
02/05/2026 - 02/05/2026$1,137 /nt
02/06/2026 - 02/06/2026$1,301 /nt
02/07/2026 - 02/07/2026$1,345 /nt
02/08/2026 - 02/08/2026$1,238 /nt
02/09/2026 - 02/09/2026$1,164 /nt
02/10/2026 - 02/10/2026$1,203 /nt
02/11/2026 - 02/11/2026$1,319 /nt
02/12/2026 - 02/12/2026$1,413 /nt
02/13/2026 - 02/13/2026$1,586 /nt
02/14/2026 - 02/14/2026$1,602 /nt
02/15/2026 - 02/15/2026$1,663 /nt
02/16/2026 - 02/16/2026$1,321 /nt
02/17/2026 - 02/17/2026$1,368 /nt
02/18/2026 - 02/18/2026$1,413 /nt
02/19/2026 - 02/19/2026$1,483 /nt
02/20/2026 - 02/20/2026$1,525 /nt
02/21/2026 - 02/21/2026$1,395 /nt
02/22/2026 - 02/22/2026$1,396 /nt
02/23/2026 - 02/23/2026$1,411 /nt
02/24/2026 - 02/24/2026$1,390 /nt
02/25/2026 - 02/25/2026$1,396 /nt
02/26/2026 - 02/26/2026$1,421 /nt
02/27/2026 - 02/27/2026$1,430 /nt
02/28/2026 - 02/28/2026$1,416 /nt
03/01/2026 - 03/01/2026$1,329 /nt
03/02/2026 - 03/02/2026$1,302 /nt
03/03/2026 - 03/03/2026$1,274 /nt
03/04/2026 - 03/04/2026$1,295 /nt
03/05/2026 - 03/05/2026$1,335 /nt
03/06/2026 - 03/06/2026$1,537 /nt
03/07/2026 - 03/07/2026$1,540 /nt
03/08/2026 - 03/08/2026$1,472 /nt
03/09/2026 - 03/09/2026$1,455 /nt
03/10/2026 - 03/10/2026$1,438 /nt
03/11/2026 - 03/11/2026$1,472 /nt
03/12/2026 - 03/12/2026$1,523 /nt
03/13/2026 - 03/13/2026$1,555 /nt
03/14/2026 - 03/14/2026$1,561 /nt
03/15/2026 - 03/15/2026$1,305 /nt
03/16/2026 - 03/16/2026$1,301 /nt
03/17/2026 - 03/17/2026$1,277 /nt
03/18/2026 - 03/18/2026$1,300 /nt
03/19/2026 - 03/19/2026$1,339 /nt
03/20/2026 - 03/20/2026$1,352 /nt
03/21/2026 - 03/21/2026$1,339 /nt
03/22/2026 - 03/22/2026$1,221 /nt
03/23/2026 - 03/23/2026$1,203 /nt
03/24/2026 - 03/24/2026$1,115 /nt
03/25/2026 - 03/25/2026$1,102 /nt
03/26/2026 - 03/26/2026$1,257 /nt
03/27/2026 - 03/27/2026$1,676 /nt
03/28/2026 - 03/28/2026$1,672 /nt
03/29/2026 - 03/29/2026$1,537 /nt
03/30/2026 - 03/30/2026$1,076 /nt
03/31/2026 - 03/31/2026$1,079 /nt
04/01/2026 - 04/01/2026$1,132 /nt
04/02/2026 - 04/02/2026$1,294 /nt
04/03/2026 - 04/03/2026$1,329 /nt
04/04/2026 - 04/04/2026$1,324 /nt
04/05/2026 - 04/05/2026$1,172 /nt
04/06/2026 - 04/06/2026$1,118 /nt
04/07/2026 - 04/07/2026$981 /nt
04/08/2026 - 04/08/2026$1,060 /nt
04/09/2026 - 04/09/2026$1,154 /nt
04/10/2026 - 04/10/2026$1,206 /nt
04/11/2026 - 04/11/2026$1,200 /nt
04/12/2026 - 04/12/2026$1,019 /nt
04/13/2026 - 04/13/2026$874 /nt
04/14/2026 - 04/14/2026$907 /nt
04/15/2026 - 04/15/2026$962 /nt
04/16/2026 - 04/16/2026$1,072 /nt
04/17/2026 - 04/17/2026$1,179 /nt
04/18/2026 - 04/18/2026$1,177 /nt
04/19/2026 - 04/19/2026$946 /nt
04/20/2026 - 04/20/2026$825 /nt
04/21/2026 - 04/21/2026$913 /nt
04/22/2026 - 04/22/2026$968 /nt
04/23/2026 - 04/23/2026$1,222 /nt
04/24/2026 - 04/24/2026$1,231 /nt
04/25/2026 - 04/25/2026$1,264 /nt
04/26/2026 - 04/26/2026$1,087 /nt
04/27/2026 - 04/27/2026$900 /nt
04/28/2026 - 04/28/2026$870 /nt
04/29/2026 - 04/29/2026$996 /nt
04/30/2026 - 04/30/2026$1,167 /nt
05/01/2026 - 05/01/2026$1,253 /nt
05/02/2026 - 05/02/2026$1,261 /nt
05/03/2026 - 05/03/2026$1,027 /nt
05/04/2026 - 05/04/2026$751 /nt
05/05/2026 - 05/05/2026$725 /nt
05/06/2026 - 05/06/2026$975 /nt
05/07/2026 - 05/07/2026$1,169 /nt
05/08/2026 - 05/08/2026$1,277 /nt
05/09/2026 - 05/09/2026$1,291 /nt
05/10/2026 - 05/10/2026$985 /nt
05/11/2026 - 05/11/2026$924 /nt
05/12/2026 - 05/12/2026$925 /nt
05/13/2026 - 05/13/2026$964 /nt
05/14/2026 - 05/14/2026$1,153 /nt
05/15/2026 - 05/15/2026$1,252 /nt
05/16/2026 - 05/16/2026$1,257 /nt
05/17/2026 - 05/17/2026$1,047 /nt
05/18/2026 - 05/18/2026$953 /nt
05/19/2026 - 05/19/2026$897 /nt
05/20/2026 - 05/20/2026$904 /nt
05/21/2026 - 05/21/2026$1,092 /nt
05/22/2026 - 05/22/2026$1,313 /nt
05/23/2026 - 05/23/2026$1,321 /nt
05/24/2026 - 05/24/2026$1,115 /nt
05/25/2026 - 05/25/2026$1,043 /nt
05/26/2026 - 05/26/2026$891 /nt
05/27/2026 - 05/27/2026$902 /nt
05/28/2026 - 05/28/2026$1,085 /nt
05/29/2026 - 05/29/2026$1,212 /nt
05/30/2026 - 05/30/2026$1,219 /nt
05/31/2026 - 05/31/2026$1,003 /nt
06/01/2026 - 06/01/2026$936 /nt
06/02/2026 - 06/02/2026$999 /nt
06/03/2026 - 06/03/2026$991 /nt
06/04/2026 - 06/04/2026$1,153 /nt
06/05/2026 - 06/05/2026$1,273 /nt
06/06/2026 - 06/06/2026$1,285 /nt
06/07/2026 - 06/07/2026$1,069 /nt
06/08/2026 - 06/08/2026$911 /nt
06/09/2026 - 06/09/2026$897 /nt
06/10/2026 - 06/10/2026$916 /nt
06/11/2026 - 06/11/2026$1,077 /nt
06/12/2026 - 06/12/2026$1,175 /nt
06/13/2026 - 06/13/2026$1,180 /nt
06/14/2026 - 06/14/2026$941 /nt
06/15/2026 - 06/15/2026$880 /nt
06/16/2026 - 06/16/2026$871 /nt
06/17/2026 - 06/17/2026$899 /nt
06/18/2026 - 06/18/2026$1,063 /nt
06/19/2026 - 06/19/2026$1,192 /nt
06/20/2026 - 06/20/2026$1,202 /nt
06/21/2026 - 06/21/2026$967 /nt
06/22/2026 - 06/22/2026$936 /nt
06/23/2026 - 06/23/2026$882 /nt
06/24/2026 - 06/24/2026$922 /nt
06/25/2026 - 06/25/2026$1,080 /nt
06/26/2026 - 06/26/2026$1,134 /nt
06/27/2026 - 06/27/2026$1,136 /nt
06/28/2026 - 06/28/2026$905 /nt
06/29/2026 - 06/29/2026$887 /nt
06/30/2026 - 06/30/2026$886 /nt
07/01/2026 - 07/01/2026$939 /nt
07/02/2026 - 07/02/2026$1,309 /nt
07/03/2026 - 07/03/2026$1,368 /nt
07/04/2026 - 07/04/2026$1,385 /nt
07/05/2026 - 07/05/2026$1,162 /nt
07/06/2026 - 07/06/2026$1,157 /nt
07/07/2026 - 07/07/2026$931 /nt
07/08/2026 - 07/08/2026$960 /nt
07/09/2026 - 07/09/2026$1,096 /nt
07/10/2026 - 07/11/2026$1,161 /nt
07/12/2026 - 07/12/2026$921 /nt
07/13/2026 - 07/13/2026$916 /nt
07/14/2026 - 07/14/2026$905 /nt
07/15/2026 - 07/15/2026$932 /nt
07/16/2026 - 07/16/2026$1,075 /nt
07/17/2026 - 07/17/2026$1,170 /nt
07/18/2026 - 07/18/2026$1,201 /nt
07/19/2026 - 07/19/2026$958 /nt
07/20/2026 - 07/20/2026$930 /nt
07/21/2026 - 07/21/2026$979 /nt
07/22/2026 - 07/22/2026$1,044 /nt
07/23/2026 - 07/23/2026$1,190 /nt
07/24/2026 - 07/24/2026$1,297 /nt
07/25/2026 - 07/25/2026$1,684 /nt
07/26/2026 - 07/26/2026$1,682 /nt
07/27/2026 - 07/27/2026$1,618 /nt
07/28/2026 - 07/28/2026$1,573 /nt
07/29/2026 - 07/29/2026$1,526 /nt
07/30/2026 - 07/30/2026$1,703 /nt
07/31/2026 - 07/31/2026$1,662 /nt
08/01/2026 - 08/01/2026$1,565 /nt
08/02/2026 - 08/02/2026$1,289 /nt
08/03/2026 - 08/03/2026$934 /nt
08/04/2026 - 08/04/2026$918 /nt
08/05/2026 - 08/05/2026$949 /nt
08/06/2026 - 08/06/2026$1,128 /nt
08/07/2026 - 08/07/2026$1,268 /nt
08/08/2026 - 08/08/2026$1,295 /nt
08/09/2026 - 08/09/2026$1,020 /nt
08/10/2026 - 08/10/2026$940 /nt
08/11/2026 - 08/11/2026$913 /nt
08/12/2026 - 08/12/2026$942 /nt
08/13/2026 - 08/13/2026$1,139 /nt
08/14/2026 - 08/14/2026$1,268 /nt
08/15/2026 - 08/15/2026$1,247 /nt
08/16/2026 - 08/16/2026$920 /nt
08/17/2026 - 08/17/2026$800 /nt
08/18/2026 - 08/18/2026$729 /nt
08/19/2026 - 08/19/2026$720 /nt
08/20/2026 - 08/20/2026$898 /nt
08/21/2026 - 08/21/2026$1,040 /nt
08/22/2026 - 08/22/2026$1,033 /nt
08/23/2026 - 08/23/2026$734 /nt
08/24/2026 - 08/24/2026$637 /nt
08/25/2026 - 08/25/2026$598 /nt
08/26/2026 - 08/26/2026$599 /nt
08/27/2026 - 08/27/2026$790 /nt
08/28/2026 - 08/28/2026$938 /nt
08/29/2026 - 08/29/2026$934 /nt
08/30/2026 - 08/30/2026$636 /nt
08/31/2026 - 08/31/2026$515 /nt
09/01/2026 - 09/01/2026$520 /nt
09/02/2026 - 09/02/2026$521 /nt
09/03/2026 - 09/03/2026$705 /nt
09/04/2026 - 09/04/2026$1,082 /nt
09/05/2026 - 09/05/2026$1,086 /nt
09/06/2026 - 09/06/2026$811 /nt
09/07/2026 - 09/07/2026$703 /nt
09/08/2026 - 09/08/2026$384 /nt
09/09/2026 - 09/09/2026$393 /nt
09/10/2026 - 09/10/2026$583 /nt
09/11/2026 - 09/11/2026$746 /nt
09/12/2026 - 09/12/2026$784 /nt
09/13/2026 - 09/13/2026$551 /nt
09/14/2026 - 09/14/2026$472 /nt
09/15/2026 - 09/15/2026$461 /nt
09/16/2026 - 09/16/2026$506 /nt
09/17/2026 - 09/17/2026$690 /nt
09/18/2026 - 09/18/2026$840 /nt
09/19/2026 - 09/19/2026$852 /nt
09/20/2026 - 09/20/2026$587 /nt
09/21/2026 - 09/21/2026$474 /nt
09/22/2026 - 09/22/2026$429 /nt
09/23/2026 - 09/23/2026$473 /nt
09/24/2026 - 09/24/2026$637 /nt
09/25/2026 - 09/25/2026$783 /nt
09/26/2026 - 09/26/2026$800 /nt
09/27/2026 - 09/27/2026$551 /nt
09/28/2026 - 09/28/2026$440 /nt
09/29/2026 - 09/29/2026$404 /nt
09/30/2026 - 09/30/2026$461 /nt
10/01/2026 - 10/01/2026$626 /nt
10/02/2026 - 10/02/2026$779 /nt
10/03/2026 - 10/03/2026$796 /nt
10/04/2026 - 10/04/2026$557 /nt
10/05/2026 - 10/05/2026$443 /nt
10/06/2026 - 10/06/2026$415 /nt
10/07/2026 - 10/07/2026$507 /nt
10/08/2026 - 10/08/2026$679 /nt
10/09/2026 - 10/09/2026$894 /nt
10/10/2026 - 10/10/2026$955 /nt
10/11/2026 - 10/11/2026$737 /nt
10/12/2026 - 10/12/2026$606 /nt
10/13/2026 - 10/13/2026$520 /nt
10/14/2026 - 10/14/2026$618 /nt
10/15/2026 - 10/15/2026$798 /nt
10/16/2026 - 10/16/2026$1,295 /nt
10/17/2026 - 10/17/2026$1,266 /nt
10/18/2026 - 10/18/2026$1,056 /nt
10/19/2026 - 10/19/2026$918 /nt
10/20/2026 - 10/20/2026$894 /nt
10/21/2026 - 10/21/2026$1,004 /nt
10/22/2026 - 10/22/2026$1,187 /nt
10/23/2026 - 10/23/2026$1,348 /nt
10/24/2026 - 10/24/2026$1,342 /nt
10/25/2026 - 10/25/2026$1,125 /nt
10/26/2026 - 10/26/2026$673 /nt
4.9024
(41 Review)

Stripes Rental - steps away from Breakfast and Duval

August 2025
, West Melbourne, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Stripes was a great stay! Clean and perfectly situated in downtown Key West, and still a quiet neighborhood. The balcony/porch was a perfect place to start our day with coffee or prosecco. Harpoon Harry's, the best breakfast diner in town, was steps away around the corner. The party of Duval was just a few blocks away. Perfect location for a fun getaway without the loud neighbors. Highly recommend!

Manager's Response

Thank you for your high recommendation! We are delighted that the home pleased you and that the location was ideal for your getaway! We hope you will be repeat customers!

Always Paradise in Key West

August 2025
, Waxhaw, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Amazing experience at this home. Everything was clean and comfortable. The use of the pool was an added bonus after hours of walking around Old Town. The location is ideal. Close to everything you would want to see or do in Key West. The family and I will be back soon!

Manager's Response

Hooman, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.

Great place

July 2025
, Panama City, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This place was great. We were with friends who had a boat in the AB Marina and this was very convenient. It was a very short walk to the marina, lots of great resturaunts and shopping. There is only one parking space for both units on this property but we found other parking for the first part of our stay. The pool is shared which was a little awkward at first but then we got to know the other renters. The pool was surprisingly very refreshing for our stay in July. It stays pretty shaded but still gets some sun. Rooms were small but we didnt spend much time in them. I loved the upstairs (3rd floor). My twin sons stayed up there and I was only a little jealous....

Manager's Response

Thank you for your positive and thoughtful review! We are so glad your family had the wonderful vacation you were hoping for!

Keys Getaway

July 2025
, Aurora, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Whitney was a great host/manager. Property was fantastic!!

Manager's Response

Patrick we truly appreciate your review! It makes us happy to know you loved this home, and we’d be delighted to host you again anytime.

Wonderful stay!

July 2025
, Bonita Spring, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My family and I loved our stay! It was very comfortable and serene. We had so much fun at the pool. Beautiful house in the heart of Key West, close yo everything.

Manager's Response

Thank you so much for your kind words! We’re so happy to hear your family had a comfortable and relaxing stay—and that you enjoyed plenty of fun by the pool. It’s great that the location worked well for you too. We’d love to welcome you back anytime you’re in Key West!

Perfect, Perfect, Perfect

June 2025
, Covington, LA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had an incredible stay at this beautiful Key West home! Our group of 9 had more than enough space across the two spacious floors — everyone was comfortable, and we never felt crowded. The house was clean, beautifully maintained, and thoughtfully stocked with everything we needed. We especially appreciated how quiet the streets were, which made it easy to relax and feel like locals for the week. The management company was absolutely lovely: responsive, professional, and always quick to answer any questions we had. We couldn’t have asked for a better experience. Highly recommend this home for any group looking for comfort, space, and a true Key West vibe!

Manager's Response

Thank you so much for this glowing review! We're thrilled to hear your group had such an incredible stay and that the home offered plenty of space and comfort for everyone. It’s wonderful to know you felt relaxed and at home in the quiet neighborhood—and we’re especially grateful for your kind words about our team. We always aim to make each stay seamless and enjoyable, and it’s great to hear we hit the mark. We’d love to welcome you back anytime for another perfect Key West getaway!

Perfect stay!

May 2025
, Bradenton, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a group of 9 and stayed at Stripes for a 4 day long Memorial Day weekend trip. The house was very clean. Check in was super easy. They even allowed us to check in a bit early which was great because we took the Key West Express ferry and didn’t want to tote our luggage around. The pool was clean, private, and very enjoyable ! The house layout was perfect for our group and you couldn’t beat the location in proximity to everything! The only thing I would have added was a bigger ( or additional) living room couch in the common area but we weren’t home enough to worry about it. We Definitely will stay there again!

Manager's Response

Thank you so much for your kind review! We’re thrilled to hear that Stripes was a perfect fit for your group and that the check-in process—and early arrival—helped get your trip off to a smooth start. It’s great to know you enjoyed the pool, the layout, and especially the prime location. We appreciate your note about the living room seating—it’s helpful feedback, and we’ll certainly keep it in mind. We’d be absolutely delighted to welcome you back for another stay!

Amazing!

March 2025
, Cortlandt Manor, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Almost do not want to review as it was so perfect want to keep it a secret! 5 stars in all areas! I would give even more stars if possible for Whitney the property manger! She was incredible to work with! Honestly can not wait to go back !

Manager's Response

Thank you so much for the amazing review! We’re honored that you had such a perfect stay—and we totally understand wanting to keep it a secret! We’ll be sure to pass your kind words along to Whitney—she’ll be thrilled to hear how much you appreciated her help. We can’t wait to welcome you back for another incredible stay in Key West!

Old guy's getaway

March 2025
, Meriden, CT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Had a great time. The place is very clean,lots of room and close to all the fun on Duval.Front porch for coffee in the morning too!

Manager's Response

Thank you for the great review! We're so glad you had a great time and enjoyed the clean, spacious home and unbeatable location near Duval. Morning coffee on the front porch sounds like the perfect start to the day! We'd love to have you back for the next getaway.

Destination Wedding Week

November 2024
, LAVALLETTE, NJ United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Attended a destination wedding in Key West and stayed at Stripes with members of my family. Lodging was great, location was perfect.

Manager's Response

Wow, thank you for your amazing review! We are over the moon to hear how much you enjoyed our Key West retreat. We can’t wait to welcome you back to the island next time you come

Great Location

September 2024
, Leavenworth, KS US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had an incredible time at the Stripes! My grandchildren loved the bunk beds room and we had plenty of space for 6 adults and 2 children. Whitney was amazing at answering any questions we had right away.
This place is in a perfect location. Everything was in walking distance and the pool was a great way to cool off after a hot day out.
Highly recommend this place for your visit to Key West!

Manager's Response

Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Great Key West Trip!

May 2024
, Columbus, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location and great rental! Well located for our trip and had all we need. Place was well appointed, and easy check in and check out. Team was available as we needed them, and appreciated their attention! Pool was great and we enjoyed our time immensely!

Manager's Response

Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Clean and Comfortable! Great for large groups!

May 2024
, Nashville, TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved the property. Everyone was comfortable and had a great time!

Manager's Response

We are so happy to read you had such a good stay with us! We would love to welcome you back!

Great place to stay!

February 2024
, Temple Terrace, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location and amazing accommodation. Would definitely stay here again. Very spacious with lots of room for guests.

Manager's Response

Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Beautiful and Close

February 2024
, Muskegon, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was exactly what we were hoping for. We had 4 couples staying together and there was plenty of room for all of us. The house and property was very clean and the outdoor area is beautiful. Very close to downtown. Would definitely stay here again.

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Perfect location!

March 2023
, Sarasota, FL US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This home is located on a quiet street with a private lounge pool. The perfect oasis away from the hustle and bustle of Duval, yet a short walk to everything! We would highly recommend this comfortable and convenient spot. My only complaint is the late check in and early check out. The management team worked with us well, however.

Perfect Location!

November 2022
, Hendersonville, NC US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Super cute house with 3 apartments. We had the 2nd and 3rd floors. It was great to have so much room for our family. The kids loved the pool. Very pleasant experience!

Manager's Response

Thank you for your review Megan, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.

Stars and Stripes

November 2022
, Poland Spring, ME US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Very nice place with an even better location. Very comfortable place and so close to everything you could ever want out of Key West.

Manager's Response

Thank you for your wonderful review Matthew. We enjoyed hosting you and hope to see you back in Key West again soon!

Amazing

October 2022
, Evans, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great time at Stripes, perfect location, very clean, spacious and great communication regarding every aspect of our stay.

Manager's Response

Thank you for this great review Christina! We are thrilled you enjoyed the property and hope to host you again in the future!

A lovely family trip to the Keys staying in Stripes

February 2022
, Gaithersburg, MD US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We chose Stripes,the 2nd and 3rd floors of the house in a great location for my husbands birthday. Adult kids came and the space was flexible and convenient. Its a lovely space, esp the 2nd floor balcony and the pool. The ice maker didn't work, and there were electrical light issues in one of the bedrooms.

Manager's Response

Thank you for this great review Margaret, we are glad you enjoyed your stay at Stripes! Free parking is scarce in Old Town Key West but we do have non residential on street free parking. Next time you visit, please let your property manager know if you're having trouble finding a spot, they'll be happy to assist you with it.

Family Get Away

December 2021
, FRANKLIN, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Eight of us stayed for a week between Christmas and New Year. We were all 20 and over.
We had the second and third floor. The house was in a great location, super clean and comfortable.
Having our own pool was an added bonus. Also lives all the porches. The only"complaint" was there were no closets, and we're looking for a few more mirrors. But regardless,we would gladly stay again. Everyone involved was helpful and it was a very easy check in and out.

Manager's Response

Thank you for your review Mary, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit the island!

Couples Get Away!

December 2021
, Dallas, TX United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This property is amazing. It is in the perfect location in Key West it gives the right amount of local flair and Duval Street. The pool is clean and beautiful. The property is also a stones throw from the marina where the charter boats are. I will definitely stay here again.

Manager's Response

Thank you for your review Miles, it was a pleasure hosting you, we hopt to welcome you again in the future!

Stripes

October 2021
, Hockessin, DE US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Awesome property and location is perfect walking distance to duval and the harbor. The pool was very nice and a highlight of our trip. We can’t wait to stay there in the future. Shana is a great property manager.

Manager's Response

Patrick thank you for this wonderful review, we are so happy you enjoyed your stay and look forward to welcoming you again!

Great Location and Comfortable Home

July 2021
, Melbourne, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The main living area is compact, but it’s much more accommodating then it appears in the pictures. Another note, I was surprised to see the washer and dryer outside. That may have deterred me originally, but it actually posed no issues. The layout worked out well. Very nice place and incredible location.

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

Return to Key West

June 2021
, Mustang, OK US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Excellent location, very comfortable accommodations, and great amenities. Excellent and timely communications. The only drawback was parking for one vehicle. Given the price there should be some accommodation for an additional parking beyond one space.

Manager's Response

Thank you Jeff for taking the time to review our property. We are so glad you enjoyed you stay with us. Unfortunately parking often comes up as an issue on this small island. We hope you'll stay with us again next time you visit, we have other homes that offer more parking options and would love to help you book one.

5 star

May 2021
, The Villages, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice, expensive but worth it. A fun place to be.

Manager's Response

Thank you for your review, we are so glad you had fun while staying with us, please come visit again soon!

Great Place- Great Location

April 2021
, Pittsburgh, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Favorite place we’ve have stayed in Key West. Great location, the place was big, clean, and had everything we needed. Property manager was very nice and helpful as well. Can’t wait to stay again next year!

Manager's Response

Thank you for your review. We enjoyed hosting you and hope to see you again soon!

Quiet escape from the Key West party scene

April 2021
, Columbus , OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Quiet escape from the Key West party scene

Manager's Response

Thank you for your review. We enjoyed hosting you and hope to see you again soon!

Perfect location for a group stay, stumbling distance to Duval.

March 2021
, Boston, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoyed our stay at Stripes at the end of March 2020. We found the property easily, and the entry instructions were good. Took a little jiggling to get the front door key to work (guessing it's due to the multiple copies), and the property itself was neat, with plenty of towels for all the guests. The pool area was well maintained too, and we typically spent a few hours there each morning as people surfaced - which was a welcome retreat from the Duval shenanigans. All in all, great location, communication from the property management was spot on, from the pre-check in to check in, and during our stay.

Manager's Response

Thank you for your review. We are so thrilled you had a great time and hope to see you again soon!

Great location & house

February 2021
, Byron Center, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I would stay here again. It was a great location that was close to everything but still very quiet. The house was clean and the host was easy to work with.

Manager's Response

Thank you for your recent review. We enjoyed hosting you and hope to see you back soon!

Great space in a great location

July 2020
, San Francisco, CA Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Stripes was perfect! A group of friends and I stayed in this amazing space in Old Town Key West. It’s location is conveniently located, close to any Kew West attractions. The pool was perfect in the Florida heat and the entire unit was clean, comfortable and has all you need in a short rental. Much recommended.

Manager's Response

Thank you for the 5 star review. We love to hear how much you enjoyed this home and hope to host you again soon.

Amazing home

February 2020
, Windsor, ON United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The home was so wonderful. Beautifully decorated with amazing attention to detail. Loved it and will definitely rebook. Location was perfect.

Manager's Response

Dear Eileen,


Thank you for your wonderful review. We loved hosting you and hope to see you back.


Best Regards,


Wendy Zintsmaster and Team

Key west super bowl Vacation

February 2020
, Nottingham, MD US

Overall
4
Services from rental manager
4
Cleanliness
3
Location
5
Property condition
5

Prime location for Duvall street.....

Manager's Response

Dear Jennifer,


Thank you for your wonderful review. We are so thrilled to hear how much you enjoyed this home and hope to see you back again soon.


Best Regards,


Wendy Zintsmaster and Team

A great rental for Key West

September 2019
, Scottsdale, AZ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We were a group of 4 adults and two children. The rental was perfect as we had some separation but were still together. Everything was nicely furnished and all the beds were clean and comfortable. The swimming pool was a bonus. We used it a lot. It was nice to have a washer and dryer available too. The location was spot on as we were close to Duval Street and the marina area which is really making some nice changes and upgrades. It was nice that every room had a tv in it. The only downside is that there is only one parking space for the whole house. We were there at a slower time so we were able to find street parking. We will definitely rent again at this property.

Manager's Response

Dear Jana,


Thank you for your wonderful review on Stripes! We are so thrilled to hear how much you enjoyed this incredible rental in the downtown area. If the other part of the this home is rented during your time here, the parking spot does become a shared parking spot on a first come first serve basis. Parking is rare downtown so it is a big perk to the home although not needed in this location. We enjoyed hosting you and hope you come back soon!


Best Regards,


Wendy Zintsmaster and Team

Great location!

September 2019
, Jupiter, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Location was super close to Duval and nearby restaurants and shops. The place was clean and air conditioner in every room was very nice. Plenty of towels for pool and bath as well.

Manager's Response

Dear Amber,


Thank you for your incredible review on Stripes. We are so thrilled to hear how much you enjoyed this incredible home and it's location to downtown. We enjoyed hosting you and hope to see you back!


Best Regards,


Wendy Zintsmaster and Team

Beautiful. Place to Stay and great Location

August 2019
, Lakeland, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Place was beautiful and the location was great.

Manager's Response

Dear Loretta,


Thank you for your wonderful review! We are so happy you had such a wonderful time at this incredible condo and hope to see you back soon!


Best Regards


Wendy Zintsmaster and Team

Fantastic place

April 2019
, Charlotte, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great experience

Manager's Response

Dear Kathryn,


Thank you for your wonderful 5 star review on Stripes! We are so happy to hear that your experience was so great. We loved having you as our guest and hope to see you back very soon!


Best Regards,


Wendy Zintsmaster and Team

Good location

November 2018
, United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great time. We had 8 adults and were confortable in the 2nd and 3rd floor. Great location...lots of food and close to Duval street.

Manager's Response

Dear Jared, Thank you for your 5 star review on Stripes. We are thrilled to hear that you and your party were comfortable in this amazing Key West home and that the location was perfect. We appreciate your wonderful feedback and look forward to seeing you again in Paradise!


Best Regards, Wendy Zintsmaster and Team

Very clean and accommodated 8 adults

November 2018

Overall
5

The house was clean and has enough sleeping space for 8 adults. Reasonable priced and pretty close to Duval street. (Double thumbs up)

Could not have had better!

October 2018

Overall
5

This home is exquisite. Lots of room with beautiful design and decor. Pool so refresing after days activities. Location couldn't be better, two blocks from Duval Street but in a quite neighborhood setting. Can't wait to come back!! Also, all beds extremely comfortable. A class act!

Ideal home in the ideal vacation destination! A perfect home for all!

June 2018

Overall
5

This beautiful property was impeccably kept and centrally located in the heart of old town Key West. Close to all tourist destinations and yet far enough away to relax in the private compound with resort style amenities, including a pool and laundry facility. The staff were professional and provided exceptional service with complete attention to detail. I highly recommend this property and I look forward to renting again! You wont regret it!

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4 Bed
2 Baths
Sleeps 10

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STARS ~ Incredible Condo in Old Town!

STARS ~ 4 bedroom, 2 Baths, Luxury Furnishings, Excellent Centralized Location!

Location

311 Elizabeth Street (LEVEL 1)
33040 Key West , FL
United States
24° 33' 33.5376" N, 81° 48' 6.1344" W
Florida US

STARS ~ Incredible Condo in Old Town!

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Perfect Vacation Location

Reviewed by Tara L. on 2025-09-05
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Recommend to Others
This was the perfect location for our getaway. We came by boat and this place was walking distance to the marina. It was also very close to the nighttime activities. There is a unit above the one we stayed in but I do not think anyone was there while we were.
Manager response on 2025-09-05 - Response from Best of Key West Rentals
Thank you for your kind words about your stay! We are happy the location worked so well for your boating adventures as well as your nighttime fun! Please come again!

Key West stay-Stars

Reviewed by Unknown on 2025-08-19
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Recommend to Others
Stayed here multiple times and it has been great every time!
Manager response on 2025-09-03 - Response from Best of Key West Rentals
We love having you as a repeat guest and we are looking forward to seeing you next time! Thank you for the gracious feedback!

Great Place to Stay in Key West!

Reviewed by alexis g. on 2025-04-29
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Recommend to Others
This rental was amazing. Everything was super easy and the location was great! It was only about 2 blocks from anything you needed. The owner was very nice and accommodating. Everything was clean and cozy. Will definitely be returning!
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you so much for the kind words! We’re thrilled to hear you had such a great stay and that the location, cleanliness, and overall experience made it easy and enjoyable. We truly appreciate your feedback and would love to welcome you back anytime you return to Key West!

Family get together in Key West!!

Reviewed by Joshua G. on 2025-06-16
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Recommend to Others
Wonderful stay!!! The location was amazing!!!
Renters upstairs got after it and were a little rowdy but hey it’s Key West������������!!!
The house was wonderful pool was very clean
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you for the great review! We’re so glad you enjoyed your stay and loved the location—it really is hard to beat! We're happy to hear the house and pool met your expectations. And yes, sometimes the Key West spirit brings a bit of rowdiness—glad you took it in stride! We'd love to welcome you back for another family getaway anytime.

Fantastic Accommodtion in Primo Location

Reviewed by David W. on 2025-07-09
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Recommend to Others
We enjoyed our stay and will stay again when we return to Key West.
Manager response on 2025-07-25 - Response from Best of Key West Rentals
Thank you for the kind words! We’re so happy to hear you enjoyed your stay and would love to welcome you back on your next visit to Key West!

Great house in great location!

Reviewed by Erin M. on 2024-05-11
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Recommend to Others
We thoroughly enjoyed our stay at the house! Very clean and exactly as pictured. The property manager, Whitney, was wonderful and very responsive. I would highly recommend and stay here again!
Manager response on 2024-11-19 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us! We would love to welcome you back!

5 stars for stars!!

Reviewed by Unknown on 2024-03-08
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Recommend to Others
Awesome location, great communication with rental representatives. Unit was clean and we all enjoyed lounging by the pool after going in to see the sights on Duval. Definitely will try to stay here again if I am down there again with a large group of friends.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Nice escape

Reviewed by Unknown on 2025-02-28
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Recommend to Others
Property is as depicted. Would return.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for your review! We're happy to hear the property was just as expected, and we’d be glad to welcome you back anytime.

Great Get away

Reviewed by louis O. on 2024-10-28
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Recommend to Others
Great location, will stocked condo with plenty of room for 8ppl
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Outstanding Stay

Reviewed by Robert B. on 2025-02-17
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Recommend to Others
The unit was beautiful and well stocked. It actually seemed bigger than it looked in the pictures. You need to travel through a bedroom to get to the back two bedrooms. The back two bedrooms have outside access so you can get to the kitchen by going outside without having to go through the connecting bedroom. We were only two couples, so not an issue for us but might have been of we brough more people. Excellent location. We never need to use our car. Property manager was very responsive before and during our stay. I highly recommend this property
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for the wonderful review! We're so glad to hear the unit exceeded your expectations in both space and comfort. It's great that the layout worked well for your group, and we appreciate you pointing out the bedroom access—it’s helpful for future guests to know. We're also happy to hear the location and our team’s responsiveness made your stay even better. We’d love to welcome you back anytime!

Absolutely fantastic

Reviewed by Unknown on 2025-02-17
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Recommend to Others
Love love love
Great location, property manager was fantastic will and would recommend this property highly!
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you so much for the enthusiastic review! We're thrilled to hear you loved the location and had such a great experience with our property manager. We truly appreciate the recommendation and would love to welcome you back anytime!

Perfect Property

Reviewed by Unknown on 2025-03-08
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Recommend to Others
The host and property manager were detailed and quick to respond to questions/requests. The property was clean and the garden/pool area was so quiet and relaxing. Four couples stayed and each bedroom had its own exterior door. Two blocks from the action on Duvall Street, easy walk to restaurants, Mallory Square, etc. Would recommend The Conch Republic Seafood Co restaurant which is located on the waterfront a few blocks from the house. Don't miss Sloppy Joes Bar and Hogs Breath Saloon for great music and meeting new friends. Will definitely return to this property!
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you so much for the fantastic review! We're thrilled to hear the property was a perfect fit for your group and that you enjoyed the peaceful garden and pool area. It’s great to know the layout worked well for four couples and that the location made exploring Key West easy and fun. We appreciate your local recommendations too—great picks! We’d be absolutely delighted to welcome you back on your next visit to the island.

Weekend getaway

Reviewed by Unknown on 2022-01-19
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Recommend to Others
Great location. Walking distance to Duval street, coffee shop and restaurants. the house is nice and clean. I do wish there could have been a few simple things in the kitchen (ie coffee filters). I have stayed in other homes that had a small selection of coffee, tea, water to get you started. The 2 end bedrooms were comfortable. the queen bed near the mini kitchen not so comfy. The twin beds pushed together would have benefitted from a king sheet on the bottom. I would stay here again.
Manager response on 2022-02-08 - Response from Best of Key West Rentals
Thank you for your honest review Karen. We do provide a starter kit with coffee filters, I am sorry if you didn't find them upon arrival. We are addressing those issue with out team right away and hope to make your next stay in key west a perfect one!

Perfect Rental

Reviewed by Unknown on 2021-12-20
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Recommend to Others
We can't say enough good things about our experience on this trip to Key West. The home and location were excellent and Shana our property manager treated us like friends. We will return!
Manager response on 2021-12-21 - Response from Best of Key West Rentals
What an amazing review Nikki! We are so glad you enjoyed your stay and look forward to welcoming you again soon!

We had a great time!

Reviewed by Unknown on 2022-02-08
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Recommend to Others
This rental was clean and nice. We had 4 couples and had plenty of room. It had everything you could possibly need in the kitchen. Comfortable beds and furniture. The pool area is very nice and has tons of seating and 4 patio tables. We even used the grill one night. Having the laundry was so you can pack light! This is a great location and you can walk anywhere in Old Town easily. We rented a scooter and golf cart and had no issues with parking, either in the space provided at our rental or nearby on the street. Big shout out to Shana, our host, for the amazing communication from before we checked in and through the week.
My only tiny note is that it would be nice to have a dining table that would seat more than 4 or maybe one that could be extended as needed.
Manager response on 2022-02-24 - Response from Best of Key West Rentals
Thank you for this great review Thomas! We are thrilled you enjoyed the property and appreciate the suggestion to improve our guests' stay. We hope to host you again in the future!

40th Anniversary Celebration Week

Reviewed by Kristie J. on 2022-03-07
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Recommend to Others
We rented the Stars unit for 8 people (4 couples) to celebrate a 40th Wedding Anniversary. The unit was spacious, clean, close to Duval Street. It was a great getaway location. The pool offered a nice down time away from the downtown activities.
Manager response on 2022-04-04 - Response from Best of Key West Rentals
Thank you for this wonderful review Kristie, we are so glad you enjoyed the property so much and we hope to welcome you again next time you are in Key West!

Fabulistic

Reviewed by Unknown on 2022-02-28
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Recommend to Others
Just the best. Great house, best location. Couldn't ask for more!
Manager response on 2022-03-01 - Response from Best of Key West Rentals
Thank you for your wonderful review Bonnie. We enjoyed hosting you and hope to see you back in Key West again soon!

Perfect Property

Reviewed by RICHARD C. on 2021-11-13
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Recommend to Others
Everything about the property was perfect. Great location, very clean, spacious for our group of 4.
Manager response on 2021-11-19 - Response from Best of Key West Rentals
Richard we are thrilled you and your group enjoyed your stay at Stars and hope to welcome you all again next time you come to the island!

Amazing Stay

Reviewed by Barbara R. on 2022-01-04
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Recommend to Others
The stay was more for work but quickly it turned into play. Walking distance from all the fun.
Manager response on 2022-01-11 - Response from Best of Key West Rentals
Tank you for your review Barbara, we are thrilled this great property was able to turn work into play for you! Please come visit again soon!

Great service

Reviewed by Paul I. on 2021-12-26
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Recommend to Others
Shana was excellent to work with. Rental was spacious, perfect size for family trip. Very clean, good A/C, and plenty of space for indoor activities when the weather was rainy. Kitchen and pool were great amenities that we used a lot. Would absolutely stay here again.
Manager response on 2022-01-11 - Response from Best of Key West Rentals
Thank you for this fantastic review Paul, we are glad you enjoyed the property so much and would love that welcome you again!

Key West Condo

Reviewed by Salvatore L. on 2022-11-10
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Recommend to Others
Everything was very nice and clean. Great location and beds were comfortable.
Manager response on 2022-12-06 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Salvatore. We are so glad that you enjoyed your time spent at this home. Thank you again for being our guest and please reach out to us for your next Key West vacation!

Great Key West Vacation

Reviewed by Dan C. on 2023-08-04
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Recommend to Others
Great location and the pool was lovely. Shana the property manager was very helpful. The place was pretty clean. Could use a small air conditioner in the back bathroom. The wood floors in the kitchen could have been a bit cleaner and the place needs a rug next to the door leading out to the pool to protect the wood floor. Very close to shops and restaurants. We didn't need to use our car. Very convenient to have washers and dryers on site. My favorite part was the private pool. We shared it with the people renting the upstairs but we didn't really cross paths, except to say hi. It was a lovely stay!
Manager response on 2023-12-14 - Response from Best of Key West Rentals
We are so happy to read you enjoyed the location so much Dan! Thank you for being our guest!

Great place

Reviewed by Sheyla C. on 2023-09-29
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Recommend to Others
I travel with a group of girlfriends and we had an excellent experience. The house is located at a safe place, walking distance to shops and restaurants. The house is in excellent conditions, everything kept very clean and with a very good taste in decoration. Beds were also comfortable. The vacation rental management staff was very helpful and available at all times. They even helped us with reservations for dinners.
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Thank you for your incredible review Sheyla! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Great place! Comfortable and convenient

Reviewed by Margarita D. on 2023-12-05
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Recommend to Others
The place was spotless. The amenities are modern and up to date. The pool was llovely. Great restaurants nearby. Loved it!!
Manager response on 2023-12-14 - Response from Best of Key West Rentals
Thank you for your fantastic review Margarita. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Birthday weekend

Reviewed by Christine L. on 2024-01-10
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Recommend to Others
House was beautiful and location was ideal. We had a wonderful birthday weekend. The only issue was the next door neighbor who made it clear he didn't like renters. Although he made himself a nuisance, it didn't spoil our weekend. The property manager was kept abreast of his behavior.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Burnette Vacation

Reviewed by Unknown on 2024-03-02
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Recommend to Others
Fabulous thanks to you and the property.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Key West Getaway

Reviewed by Unknown on 2024-02-23
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Recommend to Others
We loved this condo! It was in a great location to walk everywhere. Would highly recommend this property. Check in and out was very easy.
Manager response on 2024-11-19 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Perfect vacation home

Reviewed by Wendy T. on 2019-02-02
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Recommend to Others
Great experience. This property was as close to perfect as you can get. Beautiful, spacious and clean. Responses to emails were quick and everything went very smooth. House was ready, keys were where they said they would be, Concierge delivered requested groceries before we arrived (highly recommend), location was perfect. Traveled with 7 people. Could have easily fit 4 more. Pool is heated. We had a cool few days. 68-72 and still used the pool. Beautiful home overall. Would definitely choose the Stars unit over the Stripes upstairs unit for the space and use of outside pool deck. We'll be back!
Manager response on 2019-02-04 - Response from Best of Key West Rentals
Dear Wendy, Thank you for your incredible review on Stars! We are so thrilled that your party had such a wonderful time in this incredible Key West home. The size, perfect location and all the amenities makes this home a perfect Key West getaway. Thank you again for all of your feedback and please come see us again soon! Best Regards, Wendy Zintsmaster and Team

50th Birthday Getaway

Reviewed by Unknown on 2019-02-28
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Recommend to Others
We loved this house - so much room, beautifully decorated, very clean. We felt right at home.
Manager response on 2019-03-01 - Response from Best of Key West Rentals
Dear Marian, Thank you for your 5 star review on Stars! We are so happy to hear how much you loved this home away from home. The located is incredible and this home really has everything you could possibly desire on a Key West retreat. We loved having you as our guest and hope to see you again soon! Best Regards, Wendy Zintsmaster and Team

Amazing property!

Reviewed by Unknown on 2019-02-26
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Recommend to Others
Everything we were looking for and more! Plenty of room to spread out. Great location. Extremely clean. Property manager was very accommodating and accessible! This was the perfect property for our weekend and would definitely book again.
Manager response on 2019-02-27 - Response from Best of Key West Rentals
Dear Pedro, Thank you for your 5 star review on Stars! We are so happy to hear how pleased you were with this incredible, spacious unit. We were so happy to have assisted in making your trip memorable and we hope to see you back again soon! Best Regards, Wendy Zintsmaster and Team

Great house, great location..2 thumbs up!

Reviewed by Matthew H. on 2020-11-02
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Recommend to Others
Awesome home for a group vacation. I would (and probably will) stay here again. My only recommendation would be to have more lighting in the bedrooms, locks on the bedroom (interior) doors and mirrors in all the bedrooms.
Manager response on 2020-11-09 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back soon! Thank you for all the feedback of which we will look into immediately.

stars stay

Reviewed by Kim H. on 2020-01-30
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Recommend to Others
It was good
Manager response on 2020-01-30 - Response from Best of Key West Rentals
Dear Kim, Thank you for your wonderful review. We are so thrilled to hear how much you loved this home and we hope to see you back again soon. Best Regards, Wendy Zintsmaster and Team

Great Stay!!

Reviewed by Scott C. on 2020-07-14
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Recommend to Others
This was an amazing experience! We loved all the house had to offer and the location was amazing! The only problem we had was the end of the rails on the swimming pool are at justy the right height for small children to hit their head as their coming out of the pool.
Manager response on 2020-07-15 - Response from Best of Key West Rentals
Thank you so much for the wonderful review. We appreciate your feedback and hope to host you again soon!

Couldn't have been better!

Reviewed by Robert L. on 2020-06-24
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Recommend to Others
What a treat it was staying at "Stars". We booked it on shorter notice than we usually would and it couldn't have worked out better! The home had everything we needed for our stay(Except food of course). The property was very clean and looked as if it had just been recently painted inside. The pool was great on those hot days to cool off. It was a short walk to Duval St. and other bars and restaurants in the area. Great time, would definitely stay there again.
Manager response on 2020-06-25 - Response from Best of Key West Rentals
We are so happy you enjoyed your stay in Key West at our property! We hope to host you again in the future. Thank you, Wendy Zintsmaster and Team.

great escape

Reviewed by Jerry p. on 2020-06-16
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Recommend to Others
great place to escape, location was excellent, walking distance to Duvall st., and basically everything, place was great, pool and Tropical area excellent.
Manager response on 2020-06-16 - Response from Best of Key West Rentals
Hi Jerry, Thank you for the 5 star review. We hope to see you back again soon! Best, Wendy Zintsmaster and Team

Key west family adventure

Reviewed by angela t. on 2020-07-23
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Recommend to Others
we had a wonderful time exploring key west and spending time together during our stay. The house was in a very convenient location to nearly everything we wanted to enjoy. Restaurants, shopping and excursions were only a few blocks away and none of thru disappointed!
Manager response on 2020-07-24 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you back again soon!

Great Stay!!!

Reviewed by Elizabeth L. on 2021-06-02
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Recommend to Others
This house was perfect for our group. The layout of the main floor where we were located allowed us privacy when we wanted it and a great gathering space when we were together. The pool area was perfect to cool off in the afternoon and to sit by and sip a cocktail in the evening. The manager was quick to respond with all questions both before and during our stay. The location was even better than I thought it would be, it was walkable to everything we wanted to see.
Manager response on 2021-08-04 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you again soon!

great place to stay

Reviewed by garret M. on 2021-03-15
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Recommend to Others
Had a wonderful time in Key West and the house was a great place to stay in a good location.
Manager response on 2021-03-30 - Response from Best of Key West Rentals
Thank you for your review. Please come back and see us soon!

“Stars” did not disappoint!! Great accommodations!!

Reviewed by Rebekah B. on 2021-07-29
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Recommend to Others
What a great vacation home!! It is everything as described! Very clean, and nicely furnished. The pool is a big plus!! Excellent location and the customer service is great!!
We had a fabulous time on several excursions. We were in walking distance of everything we wanted to do!
Thank you Shana for a wonderful stay!
We will definitely seek your services again!!
Manager response on 2021-08-04 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you again soon!

3 generation family of 7

Reviewed by Philip V. on 2021-07-18
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Recommend to Others
Everyone, ages 11-73, had a delightful time in Key West and enjoyed our accommodations at STARS.
Manager response on 2021-07-26 - Response from Best of Key West Rentals
We are so happy our property was a great fit for you multigenerational family to make new memories at! We hope you will all stay with us again next time you visit Key West.

STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!

Unit Code: STARS

STARS ~ Incredible Condo in Old Town!

STARS ~ 4 bedroom, 2 Baths, Luxury Furnishings, Excellent Centralized Location!
When you do not need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key West, you can rent "Stars", the first floor condo of the "Stars & Stripes" compound. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE INSIDE AND SLEEPING ARRANGEMENTS... This home offers four bedrooms, a living room with indoor dining for four, a fully equipped chef’s kitchen and a tiled bath with clawfoot tub and walk-in glass shower.  The first bedroom has a comfortable king bedroom with armoire, flat screen TV and is right next to the bathroom.  The second bedroom is just across the hall is the twin room with armoire and flat screen (twins convert to a king). The third bedroom has an adjoining door from the twin bedroom with a queen bed. And the fourth bedroom is a private suite that may be adjoined to the third bedroom, or from the outside if you prefer more privacy. The suite is like having your own unit; perfect for a couple or a family with kids. There is a full bath with shower/tub combo, wet bar with mini fridge and microwave in between the 3rd and 4th bedrooms. There is also a sofa sleeper in the living room for additional guests. OUTDOOR LIVING... If you walk out the kitchen’s beautiful French doors to the deck there is a four-top outdoor dining table. The compound has a heated pool that is shared by the other condo on the premises (Stripes; levels 2 & 3). All guests have access to the laundry area, grill and grounds. PARKING... One parking space is available that is first-come-first-serve with the unit above. You can find non-residential parking spaces in the surrounding area, or there is also The Old Town Garage a few blocks away. But this home is in an ideal location, and you don't need a car as you can walk or bike to almost anywhere you will want. If you need a ride, Ubers and Lyfts are readily available. The grocery is just a couple of blocks away, and you can also have groceries delivered or the fridge stocked by our concierge prior to arrival! DISTANCES TO BEACHES... Simonton Beach is 0.4 mi Fort Zachary Taylor Beach is 1.4 mi South Beach is 1.1 mi Higgs Beach is 1.3 mi Smathers Beach is 2.3 mi CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. PARADISE AWAITS...
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DatesPrice
10/26/2025 - 10/26/2025$271 /nt
10/27/2025 - 10/27/2025$270 /nt
10/28/2025 - 10/28/2025$278 /nt
10/29/2025 - 10/29/2025$308 /nt
10/30/2025 - 10/30/2025$342 /nt
10/31/2025 - 10/31/2025$430 /nt
11/01/2025 - 11/01/2025$520 /nt
11/02/2025 - 11/02/2025$542 /nt
11/03/2025 - 11/03/2025$461 /nt
11/04/2025 - 11/04/2025$460 /nt
11/05/2025 - 11/05/2025$655 /nt
11/06/2025 - 11/06/2025$932 /nt
11/07/2025 - 11/07/2025$659 /nt
11/08/2025 - 11/08/2025$1,059 /nt
11/09/2025 - 11/09/2025$851 /nt
11/10/2025 - 11/10/2025$558 /nt
11/11/2025 - 11/11/2025$488 /nt
11/12/2025 - 11/12/2025$346 /nt
11/13/2025 - 11/13/2025$652 /nt
11/14/2025 - 11/14/2025$719 /nt
11/15/2025 - 11/15/2025$780 /nt
11/16/2025 - 11/16/2025$637 /nt
11/17/2025 - 11/17/2025$532 /nt
11/18/2025 - 11/18/2025$545 /nt
11/19/2025 - 11/19/2025$562 /nt
11/20/2025 - 11/20/2025$621 /nt
11/21/2025 - 11/21/2025$763 /nt
11/22/2025 - 11/22/2025$896 /nt
11/23/2025 - 11/23/2025$727 /nt
11/24/2025 - 11/24/2025$657 /nt
11/25/2025 - 11/25/2025$687 /nt
11/26/2025 - 11/26/2025$671 /nt
11/27/2025 - 11/27/2025$681 /nt
11/28/2025 - 11/28/2025$918 /nt
11/29/2025 - 11/29/2025$882 /nt
11/30/2025 - 11/30/2025$574 /nt
12/01/2025 - 12/01/2025$576 /nt
12/02/2025 - 12/02/2025$363 /nt
12/03/2025 - 12/03/2025$563 /nt
12/04/2025 - 12/04/2025$694 /nt
12/05/2025 - 12/05/2025$887 /nt
12/06/2025 - 12/06/2025$814 /nt
12/07/2025 - 12/07/2025$618 /nt
12/08/2025 - 12/08/2025$595 /nt
12/09/2025 - 12/10/2025$654 /nt
12/11/2025 - 12/11/2025$736 /nt
12/12/2025 - 12/12/2025$1,063 /nt
12/13/2025 - 12/13/2025$992 /nt
12/14/2025 - 12/14/2025$867 /nt
12/15/2025 - 12/15/2025$571 /nt
12/16/2025 - 12/16/2025$542 /nt
12/17/2025 - 12/17/2025$605 /nt
12/18/2025 - 12/18/2025$688 /nt
12/19/2025 - 12/19/2025$895 /nt
12/20/2025 - 12/20/2025$878 /nt
12/21/2025 - 12/21/2025$1,007 /nt
12/22/2025 - 12/22/2025$1,036 /nt
12/23/2025 - 12/23/2025$1,075 /nt
12/24/2025 - 12/24/2025$1,077 /nt
12/25/2025 - 12/25/2025$1,103 /nt
12/26/2025 - 12/26/2025$1,692 /nt
12/27/2025 - 12/27/2025$1,926 /nt
12/28/2025 - 12/28/2025$2,143 /nt
12/29/2025 - 12/29/2025$2,277 /nt
12/30/2025 - 12/30/2025$2,308 /nt
12/31/2025 - 12/31/2025$2,278 /nt
01/01/2026 - 01/01/2026$1,945 /nt
01/02/2026 - 01/02/2026$1,513 /nt
01/03/2026 - 01/03/2026$1,505 /nt
01/04/2026 - 01/04/2026$1,061 /nt
01/05/2026 - 01/05/2026$950 /nt
01/06/2026 - 01/06/2026$862 /nt
01/07/2026 - 01/07/2026$801 /nt
01/08/2026 - 01/08/2026$925 /nt
01/09/2026 - 01/09/2026$1,111 /nt
01/10/2026 - 01/10/2026$1,245 /nt
01/11/2026 - 01/11/2026$1,120 /nt
01/12/2026 - 01/12/2026$987 /nt
01/13/2026 - 01/13/2026$958 /nt
01/14/2026 - 01/14/2026$990 /nt
01/15/2026 - 01/15/2026$1,382 /nt
01/16/2026 - 01/16/2026$1,536 /nt
01/17/2026 - 01/17/2026$1,798 /nt
01/18/2026 - 01/18/2026$1,541 /nt
01/19/2026 - 01/19/2026$1,161 /nt
01/20/2026 - 01/20/2026$1,145 /nt
01/21/2026 - 01/21/2026$1,070 /nt
01/22/2026 - 01/22/2026$1,220 /nt
01/23/2026 - 01/23/2026$1,359 /nt
01/24/2026 - 01/24/2026$1,385 /nt
01/25/2026 - 01/25/2026$924 /nt
01/26/2026 - 01/26/2026$1,181 /nt
01/27/2026 - 01/27/2026$1,091 /nt
01/28/2026 - 01/28/2026$1,190 /nt
01/29/2026 - 01/29/2026$1,490 /nt
01/30/2026 - 01/30/2026$1,358 /nt
01/31/2026 - 01/31/2026$1,373 /nt
02/01/2026 - 02/01/2026$1,079 /nt
02/02/2026 - 02/02/2026$1,056 /nt
02/03/2026 - 02/03/2026$1,074 /nt
02/04/2026 - 02/04/2026$1,134 /nt
02/05/2026 - 02/05/2026$895 /nt
02/06/2026 - 02/06/2026$1,330 /nt
02/07/2026 - 02/07/2026$1,377 /nt
02/08/2026 - 02/08/2026$1,266 /nt
02/09/2026 - 02/09/2026$1,141 /nt
02/10/2026 - 02/10/2026$1,171 /nt
02/11/2026 - 02/11/2026$1,221 /nt
02/12/2026 - 02/12/2026$1,447 /nt
02/13/2026 - 02/13/2026$1,623 /nt
02/14/2026 - 02/14/2026$1,638 /nt
02/15/2026 - 02/15/2026$1,780 /nt
02/16/2026 - 02/16/2026$1,511 /nt
02/17/2026 - 02/17/2026$1,132 /nt
02/18/2026 - 02/18/2026$1,168 /nt
02/19/2026 - 02/19/2026$1,517 /nt
02/20/2026 - 02/20/2026$1,560 /nt
02/21/2026 - 02/21/2026$1,568 /nt
02/22/2026 - 02/22/2026$1,478 /nt
02/23/2026 - 02/23/2026$1,311 /nt
02/24/2026 - 02/24/2026$1,301 /nt
02/25/2026 - 02/25/2026$1,360 /nt
02/26/2026 - 02/26/2026$1,384 /nt
02/27/2026 - 02/27/2026$1,394 /nt
02/28/2026 - 02/28/2026$1,380 /nt
03/01/2026 - 03/01/2026$1,295 /nt
03/02/2026 - 03/02/2026$1,269 /nt
03/03/2026 - 03/03/2026$1,242 /nt
03/04/2026 - 03/04/2026$1,261 /nt
03/05/2026 - 03/05/2026$1,301 /nt
03/06/2026 - 03/06/2026$1,498 /nt
03/07/2026 - 03/07/2026$1,501 /nt
03/08/2026 - 03/08/2026$1,434 /nt
03/09/2026 - 03/09/2026$1,419 /nt
03/10/2026 - 03/10/2026$1,402 /nt
03/11/2026 - 03/11/2026$1,435 /nt
03/12/2026 - 03/12/2026$1,484 /nt
03/13/2026 - 03/13/2026$1,516 /nt
03/14/2026 - 03/14/2026$1,522 /nt
03/15/2026 - 03/15/2026$1,272 /nt
03/16/2026 - 03/16/2026$1,268 /nt
03/17/2026 - 03/17/2026$1,245 /nt
03/18/2026 - 03/18/2026$1,268 /nt
03/19/2026 - 03/19/2026$1,306 /nt
03/20/2026 - 03/20/2026$1,317 /nt
03/21/2026 - 03/21/2026$1,304 /nt
03/22/2026 - 03/22/2026$1,190 /nt
03/23/2026 - 03/23/2026$1,172 /nt
03/24/2026 - 03/24/2026$1,087 /nt
03/25/2026 - 03/25/2026$1,074 /nt
03/26/2026 - 03/26/2026$1,224 /nt
03/27/2026 - 03/27/2026$1,633 /nt
03/28/2026 - 03/28/2026$1,629 /nt
03/29/2026 - 03/29/2026$1,498 /nt
03/30/2026 - 03/30/2026$1,115 /nt
03/31/2026 - 03/31/2026$1,089 /nt
04/01/2026 - 04/01/2026$1,104 /nt
04/02/2026 - 04/02/2026$1,261 /nt
04/03/2026 - 04/03/2026$1,295 /nt
04/04/2026 - 04/04/2026$1,218 /nt
04/05/2026 - 04/05/2026$1,084 /nt
04/06/2026 - 04/06/2026$1,088 /nt
04/07/2026 - 04/07/2026$955 /nt
04/08/2026 - 04/08/2026$1,032 /nt
04/09/2026 - 04/09/2026$1,124 /nt
04/10/2026 - 04/10/2026$1,174 /nt
04/11/2026 - 04/11/2026$1,170 /nt
04/12/2026 - 04/12/2026$993 /nt
04/13/2026 - 04/13/2026$852 /nt
04/14/2026 - 04/14/2026$884 /nt
04/15/2026 - 04/15/2026$937 /nt
04/16/2026 - 04/16/2026$1,045 /nt
04/17/2026 - 04/17/2026$1,150 /nt
04/18/2026 - 04/18/2026$1,148 /nt
04/19/2026 - 04/19/2026$958 /nt
04/20/2026 - 04/20/2026$900 /nt
04/21/2026 - 04/21/2026$891 /nt
04/22/2026 - 04/22/2026$944 /nt
04/23/2026 - 04/23/2026$1,190 /nt
04/24/2026 - 04/24/2026$1,274 /nt
04/25/2026 - 04/25/2026$1,282 /nt
04/26/2026 - 04/26/2026$1,060 /nt
04/27/2026 - 04/27/2026$878 /nt
04/28/2026 - 04/28/2026$848 /nt
04/29/2026 - 04/29/2026$970 /nt
04/30/2026 - 04/30/2026$1,137 /nt
05/01/2026 - 05/01/2026$1,221 /nt
05/02/2026 - 05/02/2026$1,228 /nt
05/03/2026 - 05/03/2026$1,001 /nt
05/04/2026 - 05/04/2026$848 /nt
05/05/2026 - 05/05/2026$855 /nt
05/06/2026 - 05/06/2026$950 /nt
05/07/2026 - 05/07/2026$1,140 /nt
05/08/2026 - 05/08/2026$1,244 /nt
05/09/2026 - 05/09/2026$1,258 /nt
05/10/2026 - 05/10/2026$1,043 /nt
05/11/2026 - 05/11/2026$944 /nt
05/12/2026 - 05/12/2026$901 /nt
05/13/2026 - 05/13/2026$939 /nt
05/14/2026 - 05/14/2026$1,124 /nt
05/15/2026 - 05/15/2026$1,220 /nt
05/16/2026 - 05/16/2026$1,224 /nt
05/17/2026 - 05/17/2026$1,020 /nt
05/18/2026 - 05/18/2026$927 /nt
05/19/2026 - 05/19/2026$875 /nt
05/20/2026 - 05/20/2026$881 /nt
05/21/2026 - 05/21/2026$1,064 /nt
05/22/2026 - 05/22/2026$1,279 /nt
05/23/2026 - 05/23/2026$1,286 /nt
05/24/2026 - 05/24/2026$1,086 /nt
05/25/2026 - 05/25/2026$1,015 /nt
05/26/2026 - 05/26/2026$869 /nt
05/27/2026 - 05/27/2026$879 /nt
05/28/2026 - 05/28/2026$1,057 /nt
05/29/2026 - 05/29/2026$1,180 /nt
05/30/2026 - 05/30/2026$1,187 /nt
05/31/2026 - 05/31/2026$978 /nt
06/01/2026 - 06/01/2026$912 /nt
06/02/2026 - 06/02/2026$972 /nt
06/03/2026 - 06/03/2026$965 /nt
06/04/2026 - 06/04/2026$1,122 /nt
06/05/2026 - 06/05/2026$1,239 /nt
06/06/2026 - 06/06/2026$1,252 /nt
06/07/2026 - 06/07/2026$1,041 /nt
06/08/2026 - 06/08/2026$887 /nt
06/09/2026 - 06/09/2026$872 /nt
06/10/2026 - 06/10/2026$892 /nt
06/11/2026 - 06/11/2026$1,049 /nt
06/12/2026 - 06/12/2026$1,144 /nt
06/13/2026 - 06/13/2026$1,151 /nt
06/14/2026 - 06/14/2026$917 /nt
06/15/2026 - 06/15/2026$858 /nt
06/16/2026 - 06/16/2026$848 /nt
06/17/2026 - 06/17/2026$876 /nt
06/18/2026 - 06/18/2026$1,035 /nt
06/19/2026 - 06/19/2026$1,163 /nt
06/20/2026 - 06/20/2026$1,172 /nt
06/21/2026 - 06/21/2026$943 /nt
06/22/2026 - 06/22/2026$913 /nt
06/23/2026 - 06/23/2026$860 /nt
06/24/2026 - 06/24/2026$899 /nt
06/25/2026 - 06/25/2026$1,053 /nt
06/26/2026 - 06/26/2026$1,106 /nt
06/27/2026 - 06/27/2026$1,108 /nt
06/28/2026 - 06/28/2026$882 /nt
06/29/2026 - 06/29/2026$865 /nt
06/30/2026 - 06/30/2026$862 /nt
07/01/2026 - 07/01/2026$916 /nt
07/02/2026 - 07/02/2026$1,276 /nt
07/03/2026 - 07/03/2026$1,333 /nt
07/04/2026 - 07/04/2026$1,350 /nt
07/05/2026 - 07/05/2026$1,132 /nt
07/06/2026 - 07/06/2026$1,128 /nt
07/07/2026 - 07/07/2026$908 /nt
07/08/2026 - 07/08/2026$937 /nt
07/09/2026 - 07/09/2026$1,067 /nt
07/10/2026 - 07/11/2026$1,131 /nt
07/12/2026 - 07/12/2026$898 /nt
07/13/2026 - 07/13/2026$894 /nt
07/14/2026 - 07/14/2026$883 /nt
07/15/2026 - 07/15/2026$908 /nt
07/16/2026 - 07/16/2026$1,047 /nt
07/17/2026 - 07/17/2026$1,140 /nt
07/18/2026 - 07/18/2026$1,170 /nt
07/19/2026 - 07/19/2026$934 /nt
07/20/2026 - 07/20/2026$906 /nt
07/21/2026 - 07/21/2026$955 /nt
07/22/2026 - 07/22/2026$1,018 /nt
07/23/2026 - 07/23/2026$1,160 /nt
07/24/2026 - 07/24/2026$1,265 /nt
07/25/2026 - 07/25/2026$1,641 /nt
07/26/2026 - 07/26/2026$1,639 /nt
07/27/2026 - 07/27/2026$1,578 /nt
07/28/2026 - 07/28/2026$1,533 /nt
07/29/2026 - 07/29/2026$1,486 /nt
07/30/2026 - 07/30/2026$1,659 /nt
07/31/2026 - 07/31/2026$1,619 /nt
08/01/2026 - 08/01/2026$1,524 /nt
08/02/2026 - 08/02/2026$1,255 /nt
08/03/2026 - 08/03/2026$910 /nt
08/04/2026 - 08/04/2026$895 /nt
08/05/2026 - 08/05/2026$925 /nt
08/06/2026 - 08/06/2026$1,098 /nt
08/07/2026 - 08/07/2026$1,235 /nt
08/08/2026 - 08/08/2026$1,262 /nt
08/09/2026 - 08/09/2026$994 /nt
08/10/2026 - 08/10/2026$915 /nt
08/11/2026 - 08/11/2026$889 /nt
08/12/2026 - 08/12/2026$918 /nt
08/13/2026 - 08/13/2026$1,109 /nt
08/14/2026 - 08/14/2026$1,236 /nt
08/15/2026 - 08/15/2026$1,214 /nt
08/16/2026 - 08/16/2026$897 /nt
08/17/2026 - 08/17/2026$780 /nt
08/18/2026 - 08/18/2026$711 /nt
08/19/2026 - 08/19/2026$703 /nt
08/20/2026 - 08/20/2026$875 /nt
08/21/2026 - 08/21/2026$1,013 /nt
08/22/2026 - 08/22/2026$1,006 /nt
08/23/2026 - 08/23/2026$714 /nt
08/24/2026 - 08/24/2026$622 /nt
08/25/2026 - 08/26/2026$583 /nt
08/27/2026 - 08/27/2026$769 /nt
08/28/2026 - 08/28/2026$914 /nt
08/29/2026 - 08/29/2026$911 /nt
08/30/2026 - 08/30/2026$620 /nt
08/31/2026 - 08/31/2026$501 /nt
09/01/2026 - 09/01/2026$506 /nt
09/02/2026 - 09/02/2026$508 /nt
09/03/2026 - 09/03/2026$687 /nt
09/04/2026 - 09/04/2026$1,053 /nt
09/05/2026 - 09/05/2026$1,057 /nt
09/06/2026 - 09/06/2026$790 /nt
09/07/2026 - 09/07/2026$683 /nt
09/08/2026 - 09/08/2026$375 /nt
09/09/2026 - 09/09/2026$384 /nt
09/10/2026 - 09/10/2026$568 /nt
09/11/2026 - 09/11/2026$728 /nt
09/12/2026 - 09/12/2026$764 /nt
09/13/2026 - 09/13/2026$537 /nt
09/14/2026 - 09/14/2026$459 /nt
09/15/2026 - 09/15/2026$449 /nt
09/16/2026 - 09/16/2026$493 /nt
09/17/2026 - 09/17/2026$673 /nt
09/18/2026 - 09/18/2026$818 /nt
09/19/2026 - 09/19/2026$830 /nt
09/20/2026 - 09/20/2026$573 /nt
09/21/2026 - 09/21/2026$461 /nt
09/22/2026 - 09/22/2026$419 /nt
09/23/2026 - 09/23/2026$460 /nt
09/24/2026 - 09/24/2026$621 /nt
09/25/2026 - 09/25/2026$764 /nt
09/26/2026 - 09/26/2026$780 /nt
09/27/2026 - 09/27/2026$537 /nt
09/28/2026 - 09/28/2026$429 /nt
09/29/2026 - 09/29/2026$392 /nt
09/30/2026 - 09/30/2026$450 /nt
10/01/2026 - 10/01/2026$610 /nt
10/02/2026 - 10/02/2026$758 /nt
10/03/2026 - 10/03/2026$775 /nt
10/04/2026 - 10/04/2026$544 /nt
10/05/2026 - 10/05/2026$432 /nt
10/06/2026 - 10/06/2026$404 /nt
10/07/2026 - 10/07/2026$495 /nt
10/08/2026 - 10/08/2026$676 /nt
10/09/2026 - 10/09/2026$906 /nt
10/10/2026 - 10/10/2026$930 /nt
10/11/2026 - 10/11/2026$718 /nt
10/12/2026 - 10/12/2026$591 /nt
10/13/2026 - 10/13/2026$507 /nt
10/14/2026 - 10/14/2026$600 /nt
10/15/2026 - 10/15/2026$777 /nt
10/16/2026 - 10/16/2026$1,263 /nt
10/17/2026 - 10/17/2026$1,259 /nt
10/18/2026 - 10/18/2026$1,048 /nt
10/19/2026 - 10/19/2026$895 /nt
10/20/2026 - 10/20/2026$872 /nt
10/21/2026 - 10/21/2026$980 /nt
10/22/2026 - 10/22/2026$1,157 /nt
10/23/2026 - 10/23/2026$1,314 /nt
10/24/2026 - 10/24/2026$1,309 /nt
10/25/2026 - 10/25/2026$1,096 /nt
10/26/2026 - 10/26/2026$656 /nt
4.9268
(41 Review)

Perfect Vacation Location

August 2025
, Ft. Myers, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was the perfect location for our getaway. We came by boat and this place was walking distance to the marina. It was also very close to the nighttime activities. There is a unit above the one we stayed in but I do not think anyone was there while we were.

Manager's Response

Thank you for your kind words about your stay! We are happy the location worked so well for your boating adventures as well as your nighttime fun! Please come again!

Key West stay-Stars

August 2025
, Athens, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Stayed here multiple times and it has been great every time!

Manager's Response

We love having you as a repeat guest and we are looking forward to seeing you next time! Thank you for the gracious feedback!

Fantastic Accommodtion in Primo Location

July 2025
, Fort Myers, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoyed our stay and will stay again when we return to Key West.

Manager's Response

Thank you for the kind words! We’re so happy to hear you enjoyed your stay and would love to welcome you back on your next visit to Key West!

Family get together in Key West!!

June 2025
, Lewisville, NC Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Wonderful stay!!! The location was amazing!!!
Renters upstairs got after it and were a little rowdy but hey it’s Key West!!!
The house was wonderful pool was very clean

Manager's Response

Thank you for the great review! We’re so glad you enjoyed your stay and loved the location—it really is hard to beat! We're happy to hear the house and pool met your expectations. And yes, sometimes the Key West spirit brings a bit of rowdiness—glad you took it in stride! We'd love to welcome you back for another family getaway anytime.

Great Place to Stay in Key West!

April 2025
, Naples, FL Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This rental was amazing. Everything was super easy and the location was great! It was only about 2 blocks from anything you needed. The owner was very nice and accommodating. Everything was clean and cozy. Will definitely be returning!

Manager's Response

Thank you so much for the kind words! We’re thrilled to hear you had such a great stay and that the location, cleanliness, and overall experience made it easy and enjoyable. We truly appreciate your feedback and would love to welcome you back anytime you return to Key West!

Perfect Property

March 2025
, ARAPAHOE, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The host and property manager were detailed and quick to respond to questions/requests. The property was clean and the garden/pool area was so quiet and relaxing. Four couples stayed and each bedroom had its own exterior door. Two blocks from the action on Duvall Street, easy walk to restaurants, Mallory Square, etc. Would recommend The Conch Republic Seafood Co restaurant which is located on the waterfront a few blocks from the house. Don't miss Sloppy Joes Bar and Hogs Breath Saloon for great music and meeting new friends. Will definitely return to this property!

Manager's Response

Thank you so much for the fantastic review! We're thrilled to hear the property was a perfect fit for your group and that you enjoyed the peaceful garden and pool area. It’s great to know the layout worked well for four couples and that the location made exploring Key West easy and fun. We appreciate your local recommendations too—great picks! We’d be absolutely delighted to welcome you back on your next visit to the island.

Nice escape

February 2025
, Lake Isabella, MI US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Property is as depicted. Would return.

Manager's Response

Thank you for your review! We're happy to hear the property was just as expected, and we’d be glad to welcome you back anytime.

Absolutely fantastic

February 2025
, Scottsdale, AZ United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Love love love
Great location, property manager was fantastic will and would recommend this property highly!

Manager's Response

Thank you so much for the enthusiastic review! We're thrilled to hear you loved the location and had such a great experience with our property manager. We truly appreciate the recommendation and would love to welcome you back anytime!

Outstanding Stay

January 2025
, Provincetown, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The unit was beautiful and well stocked. It actually seemed bigger than it looked in the pictures. You need to travel through a bedroom to get to the back two bedrooms. The back two bedrooms have outside access so you can get to the kitchen by going outside without having to go through the connecting bedroom. We were only two couples, so not an issue for us but might have been of we brough more people. Excellent location. We never need to use our car. Property manager was very responsive before and during our stay. I highly recommend this property

Manager's Response

Thank you for the wonderful review! We're so glad to hear the unit exceeded your expectations in both space and comfort. It's great that the layout worked well for your group, and we appreciate you pointing out the bedroom access—it’s helpful for future guests to know. We're also happy to hear the location and our team’s responsiveness made your stay even better. We’d love to welcome you back anytime!

Great Get away

October 2024
, Slidell, LA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location, will stocked condo with plenty of room for 8ppl

Manager's Response

Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Great house in great location!

May 2024
, Columbus, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We thoroughly enjoyed our stay at the house! Very clean and exactly as pictured. The property manager, Whitney, was wonderful and very responsive. I would highly recommend and stay here again!

Manager's Response

We are so happy to read you had such a good stay with us! We would love to welcome you back!

5 stars for stars!!

March 2024
, Meriden, CT United States

Overall
5
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4

Awesome location, great communication with rental representatives. Unit was clean and we all enjoyed lounging by the pool after going in to see the sights on Duval. Definitely will try to stay here again if I am down there again with a large group of friends.

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Burnette Vacation

February 2024
, Hartfield, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Fabulous thanks to you and the property.

Manager's Response

Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Key West Getaway

February 2024
, Oconomowoc, WI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved this condo! It was in a great location to walk everywhere. Would highly recommend this property. Check in and out was very easy.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Birthday weekend

January 2024
, WARRINGTON, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

House was beautiful and location was ideal. We had a wonderful birthday weekend. The only issue was the next door neighbor who made it clear he didn't like renters. Although he made himself a nuisance, it didn't spoil our weekend. The property manager was kept abreast of his behavior.

Manager's Response

Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great place! Comfortable and convenient

November 2023
, Toledo, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The place was spotless. The amenities are modern and up to date. The pool was llovely. Great restaurants nearby. Loved it!!

Manager's Response

Thank you for your fantastic review Margarita. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great place

August 2023
, Caguas, PR

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I travel with a group of girlfriends and we had an excellent experience. The house is located at a safe place, walking distance to shops and restaurants. The house is in excellent conditions, everything kept very clean and with a very good taste in decoration. Beds were also comfortable. The vacation rental management staff was very helpful and available at all times. They even helped us with reservations for dinners.

Manager's Response

Thank you for your incredible review Sheyla! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Great Key West Vacation

July 2023
, Concord, NC Unknown

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
3

Great location and the pool was lovely. Shana the property manager was very helpful. The place was pretty clean. Could use a small air conditioner in the back bathroom. The wood floors in the kitchen could have been a bit cleaner and the place needs a rug next to the door leading out to the pool to protect the wood floor. Very close to shops and restaurants. We didn't need to use our car. Very convenient to have washers and dryers on site. My favorite part was the private pool. We shared it with the people renting the upstairs but we didn't really cross paths, except to say hi. It was a lovely stay!

Manager's Response

We are so happy to read you enjoyed the location so much Dan! Thank you for being our guest!

Key West Condo

November 2022
, Fort Lauderdale, FL Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything was very nice and clean. Great location and beds were comfortable.

Manager's Response

Thank you for your feedback on your recent stay Salvatore. We are so glad that you enjoyed your time spent at this home. Thank you again for being our guest and please reach out to us for your next Key West vacation!

40th Anniversary Celebration Week

February 2022
, Watseka, IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We rented the Stars unit for 8 people (4 couples) to celebrate a 40th Wedding Anniversary. The unit was spacious, clean, close to Duval Street. It was a great getaway location. The pool offered a nice down time away from the downtown activities.

Manager's Response

Thank you for this wonderful review Kristie, we are so glad you enjoyed the property so much and we hope to welcome you again next time you are in Key West!

Fabulistic

February 2022
, TIOGA, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Just the best. Great house, best location. Couldn't ask for more!

Manager's Response

Thank you for your wonderful review Bonnie. We enjoyed hosting you and hope to see you back in Key West again soon!

We had a great time!

January 2022
, Old Hickory, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This rental was clean and nice. We had 4 couples and had plenty of room. It had everything you could possibly need in the kitchen. Comfortable beds and furniture. The pool area is very nice and has tons of seating and 4 patio tables. We even used the grill one night. Having the laundry was so you can pack light! This is a great location and you can walk anywhere in Old Town easily. We rented a scooter and golf cart and had no issues with parking, either in the space provided at our rental or nearby on the street. Big shout out to Shana, our host, for the amazing communication from before we checked in and through the week.
My only tiny note is that it would be nice to have a dining table that would seat more than 4 or maybe one that could be extended as needed.

Manager's Response

Thank you for this great review Thomas! We are thrilled you enjoyed the property and appreciate the suggestion to improve our guests' stay. We hope to host you again in the future!

Weekend getaway

January 2022
, Falmouth, ME US

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Great location. Walking distance to Duval street, coffee shop and restaurants. the house is nice and clean. I do wish there could have been a few simple things in the kitchen (ie coffee filters). I have stayed in other homes that had a small selection of coffee, tea, water to get you started. The 2 end bedrooms were comfortable. the queen bed near the mini kitchen not so comfy. The twin beds pushed together would have benefitted from a king sheet on the bottom. I would stay here again.

Manager's Response

Thank you for your honest review Karen. We do provide a starter kit with coffee filters, I am sorry if you didn't find them upon arrival. We are addressing those issue with out team right away and hope to make your next stay in key west a perfect one!

Great service

December 2021
, Lake Mary, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Shana was excellent to work with. Rental was spacious, perfect size for family trip. Very clean, good A/C, and plenty of space for indoor activities when the weather was rainy. Kitchen and pool were great amenities that we used a lot. Would absolutely stay here again.

Manager's Response

Thank you for this fantastic review Paul, we are glad you enjoyed the property so much and would love that welcome you again!

Amazing Stay

December 2021
, Miami, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The stay was more for work but quickly it turned into play. Walking distance from all the fun.

Manager's Response

Tank you for your review Barbara, we are thrilled this great property was able to turn work into play for you! Please come visit again soon!

Perfect Rental

December 2021
, Hilliard, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We can't say enough good things about our experience on this trip to Key West. The home and location were excellent and Shana our property manager treated us like friends. We will return!

Manager's Response

What an amazing review Nikki! We are so glad you enjoyed your stay and look forward to welcoming you again soon!

Perfect Property

November 2021
, Akron, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything about the property was perfect. Great location, very clean, spacious for our group of 4.

Manager's Response

Richard we are thrilled you and your group enjoyed your stay at Stars and hope to welcome you all again next time you come to the island!

“Stars” did not disappoint!! Great accommodations!!

July 2021
, Sarasota, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

What a great vacation home!! It is everything as described! Very clean, and nicely furnished. The pool is a big plus!! Excellent location and the customer service is great!!
We had a fabulous time on several excursions. We were in walking distance of everything we wanted to do!
Thank you Shana for a wonderful stay!
We will definitely seek your services again!!

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

3 generation family of 7

July 2021
, Venice, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everyone, ages 11-73, had a delightful time in Key West and enjoyed our accommodations at STARS.

Manager's Response

We are so happy our property was a great fit for you multigenerational family to make new memories at! We hope you will all stay with us again next time you visit Key West.

Great Stay!!!

April 2021
, Butte, MT US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was perfect for our group. The layout of the main floor where we were located allowed us privacy when we wanted it and a great gathering space when we were together. The pool area was perfect to cool off in the afternoon and to sit by and sip a cocktail in the evening. The manager was quick to respond with all questions both before and during our stay. The location was even better than I thought it would be, it was walkable to everything we wanted to see.

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

great place to stay

February 2021
, Miles City, MT US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Had a wonderful time in Key West and the house was a great place to stay in a good location.

Manager's Response

Thank you for your review. Please come back and see us soon!

Great house, great location..2 thumbs up!

October 2020
, Daniel Island, SC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Awesome home for a group vacation. I would (and probably will) stay here again. My only recommendation would be to have more lighting in the bedrooms, locks on the bedroom (interior) doors and mirrors in all the bedrooms.

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back soon! Thank you for all the feedback of which we will look into immediately.

Key west family adventure

July 2020
, Springdale, AR US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

we had a wonderful time exploring key west and spending time together during our stay. The house was in a very convenient location to nearly everything we wanted to enjoy. Restaurants, shopping and excursions were only a few blocks away and none of thru disappointed!

Manager's Response

Thank you for your wonderful review. We hope to see you back again soon!

Great Stay!!

July 2020
, Celina, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was an amazing experience! We loved all the house had to offer and the location was amazing! The only problem we had was the end of the rails on the swimming pool are at justy the right height for small children to hit their head as their coming out of the pool.

Manager's Response

Thank you so much for the wonderful review. We appreciate your feedback and hope to host you again soon!

Couldn't have been better!

June 2020
, Lancaster, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

What a treat it was staying at "Stars". We booked it on shorter notice than we usually would and it couldn't have worked out better! The home had everything we needed for our stay(Except food of course). The property was very clean and looked as if it had just been recently painted inside. The pool was great on those hot days to cool off. It was a short walk to Duval St. and other bars and restaurants in the area. Great time, would definitely stay there again.

Manager's Response

We are so happy you enjoyed your stay in Key West at our property! We hope to host you again in the future. Thank you, Wendy Zintsmaster and Team.

great escape

June 2020
, Baton Rouge, LA Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

great place to escape, location was excellent, walking distance to Duvall st., and basically everything, place was great, pool and Tropical area excellent.

Manager's Response

Hi Jerry,


Thank you for the 5 star review. We hope to see you back again soon!


Best,


Wendy Zintsmaster and Team

stars stay

January 2020
, HEDGESVILLE, WV US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It was good

Manager's Response

Dear Kim,


Thank you for your wonderful review. We are so thrilled to hear how much you loved this home and we hope to see you back again soon.


Best Regards,


Wendy Zintsmaster and Team

50th Birthday Getaway

February 2019
, Lawrenceville, NJ United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved this house - so much room, beautifully decorated, very clean. We felt right at home.

Manager's Response

Dear Marian,


Thank you for your 5 star review on Stars! We are so happy to hear how much you loved this home away from home. The located is incredible and this home really has everything you could possibly desire on a Key West retreat. We loved having you as our guest and hope to see you again soon!


Best Regards,


Wendy Zintsmaster and Team

Amazing property!

February 2019
, Tampa, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything we were looking for and more! Plenty of room to spread out. Great location. Extremely clean. Property manager was very accommodating and accessible! This was the perfect property for our weekend and would definitely book again.

Manager's Response

Dear Pedro,


Thank you for your 5 star review on Stars! We are so happy to hear how pleased you were with this incredible, spacious unit. We were so happy to have assisted in making your trip memorable and we hope to see you back again soon!


Best Regards,


Wendy Zintsmaster and Team

Perfect vacation home

January 2019
, Middletown, DE US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great experience. This property was as close to perfect as you can get. Beautiful, spacious and clean. Responses to emails were quick and everything went very smooth. House was ready, keys were where they said they would be, Concierge delivered requested groceries before we arrived (highly recommend), location was perfect. Traveled with 7 people. Could have easily fit 4 more. Pool is heated. We had a cool few days. 68-72 and still used the pool. Beautiful home overall. Would definitely choose the Stars unit over the Stripes upstairs unit for the space and use of outside pool deck. We'll be back!

Manager's Response

Dear Wendy,


Thank you for your incredible review on Stars! We are so thrilled that your party had such a wonderful time in this incredible Key West home. The size, perfect location and all the amenities makes this home a perfect Key West getaway. Thank you again for all of your feedback and please come see us again soon!


Best Regards,


Wendy Zintsmaster and Team

Great vacation, amazing place!

April 2018

Overall
5

The pictures don't fully do this place justice. It was amazing stay and the place is much bigger than it looks. we had the downstairs and the cottage. The cottage actually has a loft with a queen bed in it as well (not sure why they didnt list that) and the downstairs area has a 2nd living room with a whole other couch in it. You are withing walking distance (like 2-3 blocks tops) and all the bars and docks. A CVS is really close as well as a bunch of restaurants. It is perfect location. My only suggestion to other renters is that it is 1 car spot for the entire complex so if someone parks from the upstairs area , there is no parking. Street parking is extremely hard to find in that area and lots are like $20+ a day .

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4 Bed
2 Baths
Sleeps 10

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