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

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Get lost in your own paradise
Gorgeous two story home with off street parking for 2 vehicles
Private front porch area
Bright and open space
Whip up your meals together

Reviews

9.8 out of 10
Exceptional
3 bedrooms3+ bathroomsSleeps 6182.3 sq m

Popular amenities

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

Explore the area

Map
Key West, FL
  • Duval Street
    ‪5 min walk‬
  • Mallory Square
    ‪7 min walk‬
  • Ernest Hemingway Home and Museum
    ‪13 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪15 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

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

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 manager

Wendy Zintsmaster & Team
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
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
Property Registration Number 25230-123959

About the area

Key West

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 ecotours and cycling nearby.
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.5 km
  • Mallory Square - 7 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park - 13 min walk - 1.2 km
  • Ernest Hemingway Home and Museum - 13 min walk - 1.2 km
  • Southernmost Point - 4 min drive - 1.7 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬8 min walk
  • ‪Bull & Whistle Bar - ‬5 min walk
  • ‪Stinkin Crawfish Key West - ‬6 min walk
  • ‪Captain Tony's Saloon - ‬6 min walk
  • ‪Fogarty's and Flying Monkey's - ‬5 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!?

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. Mallory Square and Florida Keys Beaches are also within 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 78 out of 85 reviews
Rating 8 - Good. 5 out of 85 reviews
Rating 6 - Okay. 2 out of 85 reviews
Rating 4 - Poor. 0 out of 85 reviews
Rating 2 - Terrible. 0 out of 85 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

8/10 Good

Wendy R.

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

Great location!

Stayed 8 nights in Nov 2024

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

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

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

Clint A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2024

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

10/10 Excellent

John R.

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

The good, the bad and the ugly

The house and location would have been great, unfortunately there was a complete failure of the air-conditioning system while we were there that necessitated our moving to a far less desirable property. The property management group were exceptional and have refunded us appropriately for the needed changes.
Stayed 7 nights in Aug 2023

10/10 Excellent

Sharon S., Malvern, Pennsylvania

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

Paradise Found!

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.
Stayed 7 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Daniel M.

Beautiful home tucked away in a great 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 spend a lot of time in the Keys and this has to be one of the best homes to date. While it is able to accommodate a lot of people, it was perfect for two of us. The home is centered around the pool where we spent most of our time. Lots of windows and natural light during the day. The rental company was great to work with and would definitely use them again. If you know this area, you already know that it is walkable to everything.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark L.

Family Retreat

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: House is amazing. Pool is perfect. Great location. The property manager, Brian, was fantastic.

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

Laurie N.

Perfect house and 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: This house is located in beautiful Truman Annex which is a very upscale, quiet area. The house was absolutely perfect for us. It's very private, comfortable and lacks for nothting. It comes with 2 parking spaces and the best feature is ir being only 2 blocks from Duval. We walked everywhere and never worried about parkng, tickets or driving under the influence. Spacious rooms, beautiful little pool and nice bathrooms. We will return. Great customer service as well.
Stayed 7 nights in May 2023

10/10 Excellent

Thad H.

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

Sapodilla is an “11” out of 10!

Amazing property, very clean , plenty of living space, great pool, and a very quiet neighborhood. We loved the proximity to downtown! Having vacationed in key West several times this was tops👍
Stayed 7 nights in Apr 2023

10/10 Excellent

Kara B.

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

Great house, great location

The Sapodilla house was fantastic and the perfect location! We would absolutely stay here again. Truman Annex is beautiful and quiet, but only a block from all the action. We've been to Key West many times visiting family, but never stayed in Truman Annex before. I will not stay anywhere else after this. We have two children, 6 and 8, and this was the perfect house. The pool was very good-sized for Key West and the house was spacious with a well-stocked kitchen. We stayed home and grilled by the pool several nights and I enjoyed relaxing on the spacious balcony in the morning. Truman Annex is quiet enough that we rented bikes for the kids, too, and could bike around the neighborhood and to the playground, splash pad, and Fort Zack beach which are just a few blocks away. The nearest gate out of Truman Annex was also just steps away, so we could really easily get to all the restaurants, shops, the aquarium, Mallory Square sunset, etc.
Stayed 7 nights in Mar 2023

10/10 Excellent

David K.

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

Great house and perfect location

We had a wonderful stay at Sapodilla house. The location is absolutely perfect. Close enough to walk to everything but far enough off of Duval that it’s quiet and easy to relax. The house was clean, spacious and well appointed. The pool was the perfect temperature and very clean. The property management was top notch. They were very helpful when we needed them and communicated well through the whole stay. We will definitely stay here again when we come back to Key West.
Stayed 7 nights in Mar 2023

10/10 Excellent

Frederick H.

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

Cousins getaway

3 couples in 70s basically relaxing by the pool. We went to breakfast every morning and fine dining every evening. We loved everything about the home and it's location. Our intention is to return next year.
Stayed 7 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael D., Shelby Township, Michigan

Sapodilla House

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: House was as described in great shape and a perfect location. Easy access to most things of interest.
Stayed 7 nights in Dec 2022

10/10 Excellent

Rob M.

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

Christmas trip with family

We go away for a week each year with our family of 5. We were to stay on Stock Island, but due to a water leak in that property, it was cancelled, and through VRBO I found this property. It was great; the property management group communicated immediately and very well. The house is very close to all the fun on Duval, but because it’s in the Truman annex neighborhood, it’s very quiet. The house is well stocked, the heated pool area is great. Definitely would recommend this home
Stayed 7 nights in Dec 2022

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

10/10 Excellent

Brian R.

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

Excellent house and great location!

We enjoyed our stay. We celebrated a 50th birthday with friends. The house was perfect for the 6 of us. Great location with everything within walking or biking distance. Brian was very helpful and accommodating. We would definitely stay there again.
Stayed 7 nights in Nov 2022

About the host

Hosted by Wendy Zintsmaster & Team

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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