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





Reviews
9.8 out of 10
Exceptional
3 bedrooms 3+ bathrooms Sleeps 6 182.3 sq m
Popular amenities
Explore the area

Key West, FL
- Duval Street3 min walk
- Mallory Square6 min walk
- Southernmost Point18 min walk
- Key West, FL (EYW-Key West Intl.)10 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!
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...
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...
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!
ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!
- Pool
- Kitchen
- Washer
- Dryer
9.4 out of 10, (83 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
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 cycling and ecotours nearby.

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
Restaurants
- The Bull & Whistle Bar - 6 min walk
- Caroline's Cafe - 8 min walk
- Fat Tuesday Key West Duval St - 5 min walk
- Garbo's Grill - 7 min walk
- General Horseplay - 4 min walk
Frequently asked questions
About the host
Hosted by Wendy Zintsmaster & Team

Languages:
English
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback