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SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!

Vacation home with private pool, 5-minute walk to Duval Street

Photo gallery for SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!

A heated pool
Outdoor dining
TV
TV
Fridge, microwave, oven, stovetop
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

9.8 out of 10
Exceptional

Entire home

3 bedrooms4 bathrooms182 sq m

Popular amenities

  • Dryer
  • Washer
  • Pool
  • Barbecue grill
  • Kitchen
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!

PLEASE BE AWARE...
We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nights if your arrival is 12/22 or before.

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 vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property.

PETS...
Pets are ONLY permitted for a month stay with a $400 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) as of Dec 23, 2025. 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 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.

PREPARE FOR PARADISE...

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • 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

  • No pets allowed

Suitability/Accessibility

  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,962 square feet

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ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!

  • Pool
  • Kitchen
  • Washer
  • Dryer
9.4 out of 10, Exceptional, 84 reviews
ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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

Property is also known as

2450-154424

About the neighborhood

Map
Key West, FL

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Mallory Square - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Fort Zachary Taylor Historic State Park - 12 min walk - 1.1 km
  • Southernmost Point - 18 min walk - 1.6 km

Getting around

  • Key West Intl. Airport (EYW) - 15 min drive

Restaurants

  • ‪The Bull & Whistle Bar - ‬6 min walk
  • ‪Fat Tuesday - ‬6 min walk
  • ‪Caroline's Cafe - ‬8 min walk
  • ‪Kermit’s Key West Key Lime Shoppe - ‬6 min walk
  • ‪Hard Rock Cafe - ‬6 min walk

Frequently asked questions

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?

No, pets are not allowed at this 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!?

Check-out 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 vacation home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 15 minutes.

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SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 86 out of 94 reviews
Rating 8 - Good. 6 out of 94 reviews
Rating 6 - Okay. 2 out of 94 reviews
Rating 4 - Poor. 0 out of 94 reviews
Rating 2 - Terrible. 0 out of 94 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Dieter S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West

Excellent house,perfect location,well appointed. Would book again
Stayed 16 nights in Apr 2025

8/10 Good

william b.

Liked: Check-in, communication, location, listing accuracy

stay a truman annex

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.
Stayed 7 nights in Mar 2025

10/10 Excellent

Jay C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Retreat

This property was in the perfect location for our trip. House was well maintained and clean. Property management was top notch.
Stayed 7 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jon C.

Paradise in Key West

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: Perfect location and house for our paradise in Key West vacation. I was able to enjoy the vacation and stay with my immediate family for a total of 6 people and the house was perfect for that size. The pool was dynamic, and outside area was pleasant and enjoyable even in the heat of the summer. The AC worked perfectly, and other amenities of the house all were in working order and made the stay more enjoyable.

10/10 Excellent

Karen L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This house was perfect!

The property manager is excellent! The house was beautiful and conveniently located to all major attractions in Key West.
Stayed 7 nights in Dec 2022

8/10 Good

Jacquelyn G.

Great Location-Neighborhood

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
Stayed 7 nights in Dec 2019

10/10 Excellent

Christopher D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place!

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!
Stayed 7 nights in Feb 2022

10/10 Excellent

James P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Couples Get Away

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.
Stayed 7 nights in Jul 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stephen N.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mandy M.

Amazing!!!

Rating Details: 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: Perfect house for 3 couples- the pool was magical!
Stayed 7 nights in Mar 2022

10/10 Excellent

Karen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

House is great! The only downside is the pool didn’t have much sun. The landscape kept it shady.

Very easy to complete the process. Everyone I spoke with was helpful and friendly.
Stayed 7 nights in Jul 2022

10/10 Excellent

Robin T., Malvern, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home and great location

Very comfortable, spacious, and beautiful home with large partially covered deck, plenty of lounge chairs, chairs, and tables. Also a large, covered 2nd level balcony with 4 seats and small end tables. Comfortably air-conditioned, plenty of ceiling fans and all basic needs in the kitchen. Walking distance to pretty much everything. We rented a golf cart for a couple of days to go out further to beaches, but it was difficult to find parking in town. Highly recommend this property!
Stayed 10 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

greg b.

PERFECT HOUSE WONDERFUL MANAGEMENT

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: Three couples stayed for a week could not ask for a better place! I have stayed at other rentals around the island nothing beats this house or location. We had a car but it was not needed. Walked to everything. Also could not ask for a better rental management team or Brian the property manager. We are already planing another trip to Key West.
Stayed 7 nights in Sep 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Paula B.

Awesome House!! Awesome Location!

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 just got home from a week's stay at Sapodilla House. The house was amazing - exactly what we were hoping for. Spotlessly clean, great gathering spaces, large bedrooms and furnished with all that you need to make your stay fun and easy. The house is located very close to Duval Street and and Mallory Square - we were able to walk to everything that we wanted to do. The property manager was super helpful, too. Highly recommend!!
Stayed 7 nights in Jan 2020
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Vanessa Isobel V.

Sapodilla House is Paradise

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: Ten million stars! The house is wonderful and well furnished. The pool felt like an oasis. We had issue with an A/C and the property manager had it fixed within hours. Beds are comfortable! Location, location, location!!!I hope to make this a tradition of the only destination to stay at when visiting Key West. A great escape during the Pandemic.
Stayed 7 nights in Jul 2020
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Gregory H.

Nice house but needs upgrading

Rating Details: The property manager was adequately helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Furnishings are tired and kitchen Il-equipped. Pool heater didn’t work and pool equipment incredibly loud. House is nicely located and with a small investment it could be lovely. Arrived a day early and house was not rented and was charged an exhirbinabt amount for early arrival. Not a good vibe after paying full rate for two weeks. Rental company/owner need to be more customer friendly.
Stayed 15 nights in Feb 2020

8/10 Good

robert w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Two week holiday @ XMAS 2024

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!
Stayed 15 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Daniel M.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michelle S.

Best Vacation Rental-Sapodilla House for the WIN!!!!

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: This is the second time we have stayed at this rental. We enjoy the quiet neighborhood and the private pool is so amazing. This is the perfect place to reset from hectic, busy schedules. The management team was incredible, specifically, Dan was on top of our early arrival and promptly responded to us! Best of Key West Rentals is an awesome company. Anything you rent from them will be top of the line. . We will rent this place again. We have visited Key West many times and this is our favorite place!!

10/10 Excellent

Karen J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing family vacation!

Beautiful home, close to everything. We rented a golf cart for the week, which worked out perfectly. Highly recommend this property!
Stayed 8 nights in Mar 2025

10/10 Excellent

Linda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

Great house, pool, location and management.
Stayed 9 nights in Feb 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stephen N.

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.

10/10 Excellent

Chrs P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb Location!

Unbeatable location, well appointed, and clean! Great stay and would definitely stay again!
Stayed 7 nights in May 2024

10/10 Excellent

Michael A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding Property and Location

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.
Stayed 7 nights in May 2024

10/10 Excellent

Misty H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

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.
Stayed 8 nights in Nov 2023