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PINEAPPLE COTTAGE ~ Relaxing!

4.8750
(8 Reviews)

Capacity

1 Bedroom
1 Bath
Sleeps 4

Search Availability

About

RELAXED DOWNTOWN LIVING...
Envelop yourself in true island living in this cute cottage just for the two of you. Located one block from Duval with charming porch and shared heated pool. Walk or stroll to dining, night life, galleries, shopping, and be at fabulous Ft. Zachary beach beach in minutes.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

FURNISHINGS...
Cozy one queen bedroom and one bath.  Great open floor plan with hardwood floors, plenty of Key West sunshine and blue skies through the large windows. Flat screens in the living and bedroom.  Well stocked kitchen to use your culinary skills.  Washer and dryer.  Sofa sleeper in the living room is also available.

OUTSIDE LIVING...
Beautiful heated pool and waterfall.  The pool and courtyard area is shared, but it will feel like your own quiet piece of paradise with little to no traffic.

NEIGHBORHOOD ATTRACTIONS...
Stroll through Bahama Village located in downtown Key West; aptly named because of it's many inhabitants that are of Bahamian decent. This lively neighborhood offers many popular restaurants such as Blue Heaven, Santiago's Bodega and La Creppiere. You can also find many small boutiques filled with treasures made by local artisans, some specialty wares and even antiques.  Directly across from Hemingway's Home, Moon Dog restaurant and steps from the Southernmost Point.

PARKING...
This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.

PETS...
No pets allowed.

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).

INDULGE IN DOWNTOWN LIVING...

Features

Amenities

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

Rental Type and Location

  • Cottage
  • Old Town
  • Best of Key West Rentals
  • Key West
  • Key West, FL

Duration

  • Monthly

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Map

Reviews

Leave a Review

We love this place/

January 2024
, Concord, NC US

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

This cottage has everything you need and the location is perfect. We have rented it many times and each and every time we only had one problem.....TODD! He does his best to try and make our stay miserable.

Manager's Response

Thank you for your wonderful review Robin. It was a pleasure hosting you again! You are fantastic guests and our entire team looks forward to welcoming you again next time you are in paradise!

Well located and nicely furnished

November 2021
, Washington, DC US

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

The cottage is well maintained, clean and very well located. The manager is very responsive to requests.

Manager's Response

Thank you for this review Earl, we are thrilled you enjoyed your stay with us! It was a pleasure hosting you and we hope to welcome you again next time you visit Key West!

Pineapple Cottage

December 2020
, Concord, NC US

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

Great location to sit on porch and people watch!

Manager's Response

Thank you for this incredible review. We loved hosting you in Paradise and hope to see you again soon!

Wonderful

July 2020
, hicksville, NY United States

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

Loved this little cottage and pool. Walking distance to everything. Clean, neat, just the right size with washer/dryer.

Manager's Response

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

Great Location

February 2020
, Rehoboth Beach, DE Unknown

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

Outstanding

Manager's Response

Dear Mark,


Thank you for your wonderful review. We are so happy to hear how much you loved these accommodations and hope to see you back soon.


Best Regards,


Wendy Zintsmaster and Team

Great Location

February 2020
, Rehoboth Beach, DE United States

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

Outstanding

Manager's Response

Dear Mark,


Thank you for your wonderful review. We are so happy to hear how much you loved these accommodations and hope to see you back soon.


Best Regards,


Wendy Zintsmaster and Team

Exceeded our expectations. Very well presented.

October 2016

Overall
5

Arrival and departure was extremely easy, we were given the door code and did a self check in and when we left, we basically left the cottage the way we found it and closed the door. A few days after we arrived the garburator started to leak, and also the BBQ grill ran out of propane. We contacted Truman properties and both were fixed immediately. When we walked into the cottage it was exactly as it appeared on the website which was very satisfying. The location of the property was basically in the middle between the harbor and the beaches, each being about a 10 minute walk in either direction and it was just one block from Duval so that we didnt hear or see all the action, but were close enough to wander over. We did not rent a car for our months stay and really did not need one to get around. We rented bicycles for a few days which was nice to give our feet a rest and to see just a little bit more of the island. There were many great restaurants and happy hours to take in. The weather was amazing every day, and there were also many events happening each week while we were there. I would recommend this cottage to experience all that Key West has to offer.

Heart of Everything? You bet!

December 2014

Overall
5

818-2 Whitehead really is in the heart of it all. 1/2 block from Hemingway House, 1 block from Blue Heaven, and 2 blocks from Green Parrot. We were there for two months and couldn't have been happier with it all. Particularly the staff at the rental office -- always helpful and friendly. Parking can be a bit tough some times, but with the location, and our bicycles, we would sometimes go a week or more with just walking wherever we wanted to go. A great place to relax on the front porch and let the world (or at lease the tourists) go by.