Tucked away in the historic Truman Annex, Premier Tropical Retreat invites you to unwind in its serene and lush surroundings. With an open floor plan, high ceilings, and French doors leading to the picturesque tropical pool area, this home offers a tranquil escape. Enjoy your morning coffee on the private balcony overlooking the pool or cook up a storm in the fully equipped kitchen with granite countertops.
Reviews
9.89.8 out of 10
Exceptional
Entire home
3 bedrooms4 bathrooms1962 sq ft
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Add dates for prices
About this property
SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!
PREMIER TROPICAL RETREAT... Come spoil yourself in this conveniently located two-story home tucked away on a quiet lane in the desirable gated community of historic Truman Annex. Leave your worries on the mainland and step into this timeless neighborhood which is just steps from all the Key West fun. Cozy, spacious guest rooms, cheery island decor and lush tropical palm trees swaying all around have you feeling like you are truly in Paradise. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES... Pull up to your island dream home with off street parking and step inside this serene getaway. Enjoy an open floor plan with high ceilings, terra cotta tile floors throughout and incredible natural lighting seen through several sets of French doors looking out to the picturesque tropical pool area. Whip up your favorite meals with the family in the updated and fully equipped kitchen that comes with granite countertops and stainless steel appliances. Indoor seating for 6 and ample outdoor dining allow for enjoying your family meals together.
SLEEPING ARRANGEMENTS... The first level comes with a guest room consisting of a queen size bed and en suite full bathroom. French doors from the guest room open up to the inviting outdoor pool space and seating area. Adjacent to the great room is a convenient half bath. Travel upstairs to find the master king suite that opens up to a private, covered balcony overlooking the lush pool area during your morning coffee or evening cocktail hour. Steps across the hall you will find another cozy king guest bedroom. All bedrooms come with ceiling fans, flat screen TVs and en suite bathrooms with a shower/tub combo.
OUTDOOR LIVING... Wind down out on the covered back deck area with several loungers surrounding and a propane gas grill which make for the perfect family entertainment spot. The spacious heated private heated lap pool is the perfect evening activity to wrap up a fun Key West day by swimming under the stars in your peaceful surroundings. This community’s pathways are just a few steps away from all the island's main attractions including Fort Zachary Taylor State Park, Truman White House and all the best local bars, restaurants and tourist attractions.
PARKING... Driveway fits up to two vehicles. No trailers, boats, jet skis or motor homes are allowed. No vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property. Additional vehicles may park in the Opal Key Resort parking garage just a five minute walk/drive away.
PETS... Pets are permitted with a required pet fee. Please provide pet size, breed and age upon booking.
MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool Heat 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.
PREPARE FOR PARADISE...
Property amenities
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Toaster
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
3.5 bathrooms
Bathtub or shower
Hair dryer
Towels provided
Living spaces
Living room
Separate dining area
Entertainment
TV with cable/satellite channels
Outdoor areas
Balcony
Gas grill
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Pets
Pet friendly
Suitability/Accessibility
Tile flooring in public areas
Smoke-free property
Services and conveniences
Concierge services
Iron/ironing board
Location highlights
In the city centre
Near a hospital
Near the marina
Near the sea
Things to do
Heated pool
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Jet skiing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Water skiing nearby
Windsurfing nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number 25230-123959
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. Visit our Key West travel guide
Does SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool! have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!?
On-site parking is available at the property.
What time is check-in at SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!?
Check-in begins at 4:00 PM.
What time is check-out at SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!?
Checkout is at 10:00 AM.
Where is SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool! located?
Located in Old Town Key West, this holiday home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Florida Keys Beaches and Mallory Square are also within 15 minutes.
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SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool! Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Lovely stay in a perfect location. However, had to kill two one inch plus roaches in the bathroom and definitely the two top bedroom carpets not vacuumed since we found items on the rug.
Amazing property. Comfortable beds and comfortable spaces for multiple families to spread out. Every bedroom has its own bathroom. We loved it and will rent again.
Misty H.
Stayed 8 nights in Nov 2023
From a partner site
10/10 Excellent
Stephen N.
28 Nov 2024
Just Perfect!!!!!!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
If you are vacationing in Key West and are going with 6 couples this is your Home for the Holiday. It is also the perfect home for a family with children. You will not be disappointed in any way selecting the Sapodillo Home as your vacation Home.
Sapodilla House was the perfect place for our family! With three en-suite bedrooms, no couple had to share a bathroom, and the downstairs powder room was super convenient. The house was clean, well-stocked and in an awesome location (close to Duval but super quiet!). And can we talk about that pool?? We spent every afternoon enjoying the awesome outdoor space at this property. Brian, our property manager, did an excellent job communicating with us before, during and after our stay.
This property is actually bigger than the photos make it appear. Three good size bedrooms and large living room a really spacious pool area. The pool is large and mostly shaded at times during the day which in nice as the water was a great temp given the heat. (I was there in late May) If you want to find some sun there are open areas. The check in process was easy and management company friendly and accessible. The location is perfect, quiet cul-de-sac in gated community with easy access to Duval. Highly recommend.
We had a wonderful two week stay at this home with an incredible location! The neighborhood (Truman Annex) is very pleasant and easy walking distance to just about everything we wanted to do or see. Overall, we had nearly everything we needed in the way of amenities. That said, the home is quite dated. Kitchen is very small but well supplied, but needs nonstick pans, sharper knives, and a pantry space. TV in living room is small and in a cabinet, when a mounted big screen would be perfect in the same spot. Bathrooms are functional but outdated old fixtures and no walk-in showers, but good water pressure and plenty of hot water. Towels and linens were OK, but at least one mattress was sprung. Outdoor space is quite nice, but be aware the sun does not shine on the pool, because of tropical growth (which is great for privacy). Loud compressors near patio with no temporary off switch (pool heater) made it hard to enjoy the space peacefully. Grill was functional, after some TLC, but rusty burner covers may cause uneven cooking. The two upstairs bedrooms would be tough to get to for older people or anyone with bad knees (18 steps). Two guests had insect bites on their lower legs incurred during a good nights sleep? NOT bed bugs. Looked like fleas?I am sure the mgmt. team (real estate brokers) would address any renter concern and the location can't be beat but our total cost was 3k per night total so expectations were understandably very high. Overall four stars plus!
robert w.
Stayed 15 nights in Dec 2024
From a partner site
10/10 Excellent
Stephen N.
28 Nov 2024
Just Perfect!!!!!!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
If you are vacationing in Key West and are going with 6 couples this is your Home for the Holiday. It is also the perfect home for a family with children. You will not be disappointed in any way selecting the Sapodillo Home as your vacation Home.
Perfect location. Perfect house. Just as advertised.
Bill W.
Stayed 8 nights in Nov 2025
From a partner site
8/10 Good
scott d.
12 Jan 2026
Key West holiday
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Wonderful location and an incredible backyard. Great host, clean place and a layoutnthat makes spending time with friends and family easy. Some appliances are on their final legs, freezer is struggling and the BBQ burners are mostly shot but you can make it work if you put in the effort. Worth the stay but don't expect perfection.
We absolutely loved this home! It was within walking distance of everything. The community was peaceful. Our stay was the best vacation thus far. I would recommend this property for your vacay
The property was very nice. The location was ideal and the property manager,Dan, was very good about answering questions. Our only concern was the second floor Air conditioning was not as comfortable as needed.
Jo Anne R.
Stayed 7 nights in Sep 2025
From a partner site
10/10 Excellent
Daniel M.
29 Jul 2025
Dan
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We really enjoyed our stay and loved the location of the property. Very convenient and within walking distance to most attractions for kids and adults.
What a cute property, located in Truman Annex, close to everything! Cozy house but, bathrooms could use some updating, but very clean. I would stay here again
Great, spacious, well furnished house with a wonderful private heated pool! In the Truman Annex, so convenient to everything and with its own parking. Prop management is so on the ball. Would and will stay here again in a heartbeat!
The location is perfect! The house was exactly what we could want; 3 ensuites with space to be separate but enough common space to enjoy each others company. The outside deck and pool were beautiful and the best way to end each of our days.
We celebrated a 50th birthday, three couples for a week. House is in a great location for Key West fun! Concierge service and property manager were fantastic we would recommend to all.