Row Wrapper 2

STARS AND STRIPES ~ Majestic!

4.8750
(24 Reviews)

Capacity

8 Bedrooms
4 Bath
Sleeps 20

Search Availability

About

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 one twin bed and a queen bed which can sleep 1 - 3 guests total.

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!

OPTIMIZE YOUR TIME & SPACE IN KEY WEST!

Features

Amenities

  • Air Conditioning
  • Parking
  • Washing Machine
  • Free Wifi
  • Coffee Maker
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Heated Pool
  • Central Air
  • Washer & Dryer
  • High Speed Internet
  • Gas Grill
  • Private Pool

Rental Type and Location

  • House
  • Parking
  • Old Town
  • Best of Key West Rentals
  • Key West
  • Key West, FL

Duration

  • Nightly

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
March 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
April 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
May 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
August 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
September 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
October 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
November 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
December 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
January 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
February 2025
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
 

Map

Reviews

Leave a Review

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.

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!!!

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!!