Entire home
Southern snowbird-friendly house with pool, stunning backyard & great location
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Reviews
9.4 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 102753 sq ft
Popular amenities
Explore the area

Key West, FL
- Place, Harry S. Truman Little White House1 min walk
- Place, Duval Street3 min walk
- Place, Mallory Square6 min walk
- Airport, Key West, FL (EYW-Key West Intl.)14 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Living room
1 Double Sofa Bed
Loft
2 Single Beds
Other
1 Double Sofa Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
Southern snowbird-friendly house with pool, stunning backyard & great location
The Southernmost Comfort House
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Situated in the heart of Key West, this unbelievable retreat will be the perfect place for entertaining the whole family! With three stories, high-end furnishings, and ample areas to spread out, there will ample room for everyone to indulge in their own kind of vacation. As if that isn't enough, recent renovations to enhance your stay include new carpet, updates to the upstairs bathrooms, and adding a waterfall to the pool. The interior is absolutely stunning with a gourmet kitchen, French doors throughout, and sunrooms to dive into your favorite book, yet stepping outside to the lush backyard will also be a treat. When days heat up, everyone can take a dip in the sparkling pool or simply lounge under the shade of the palms and banana trees as the chef of the group cooks up some burgers on the gas grill. Dine al fresco or gather with the whole family in the formal dining room to reminisce about the day's adventures. When the sun dips below the horizon, cozy up on the sectional sofa and play a movie on the TV with a bowl of popcorn. With so much fun to be had right at your fingertips, no one will want to leave this southern oasis!
Located in Truman Annex, an exclusive private residential community in Old Town Key West, this home is situated on a small cul-de-sac just off Duval Street and close to great entertainment, dining, shopping, and attractions. When you want to venture out a bit, head over to the Key West Aquarium or Mallory Square, both sitting within walking distance of your front door. Little White House, the Key West Lighthouse, the Hemingway House, and Mel Fisher Maritime Museum are all great options as well within a few miles of home base. Don't forget to pop into some of the local restaurants and grab some seafood!
Things to Know
Check-in time: 4:00 p.m.
Check-out time: 10:00 a.m.
All guests shall abide by the good neighborpolicy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.
No smoking is permitted anywhere on the premises.
Parking notes: There is free parking available for 2 vehicles.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Situated in the heart of Key West, this unbelievable retreat will be the perfect place for entertaining the whole family! With three stories, high-end furnishings, and ample areas to spread out, there will ample room for everyone to indulge in their own kind of vacation. As if that isn't enough, recent renovations to enhance your stay include new carpet, updates to the upstairs bathrooms, and adding a waterfall to the pool. The interior is absolutely stunning with a gourmet kitchen, French doors throughout, and sunrooms to dive into your favorite book, yet stepping outside to the lush backyard will also be a treat. When days heat up, everyone can take a dip in the sparkling pool or simply lounge under the shade of the palms and banana trees as the chef of the group cooks up some burgers on the gas grill. Dine al fresco or gather with the whole family in the formal dining room to reminisce about the day's adventures. When the sun dips below the horizon, cozy up on the sectional sofa and play a movie on the TV with a bowl of popcorn. With so much fun to be had right at your fingertips, no one will want to leave this southern oasis!
Located in Truman Annex, an exclusive private residential community in Old Town Key West, this home is situated on a small cul-de-sac just off Duval Street and close to great entertainment, dining, shopping, and attractions. When you want to venture out a bit, head over to the Key West Aquarium or Mallory Square, both sitting within walking distance of your front door. Little White House, the Key West Lighthouse, the Hemingway House, and Mel Fisher Maritime Museum are all great options as well within a few miles of home base. Don't forget to pop into some of the local restaurants and grab some seafood!
Things to Know
Check-in time: 4:00 p.m.
Check-out time: 10:00 a.m.
All guests shall abide by the good neighborpolicy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.
No smoking is permitted anywhere on the premises.
Parking notes: There is free parking available for 2 vehicles.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
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
Smoking is not permitted anywhere on the premises.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number 29020
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 Sails To Rails Museum at Flagler Station are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Key West, FL
What's nearby
- Harry S. Truman Little White House - 1 min walk - 0.2 km
- Duval Street - 3 min walk - 0.3 km
- Key West Aquarium - 5 min walk - 0.4 km
- Mallory Square - 6 min walk - 0.6 km
- Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
Getting around
Restaurants
- Key Lime Pie Factory - 5 min walk
- Fogarty's and Flying Monkey's - 6 min walk
- The Bull & Whistle Bar - 6 min walk
- Caroline's Cafe - 7 min walk
- First Flight Island Restaurant & Brewery - 4 min walk
Frequently asked questions
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window8.8/10
Cleanliness
9.6/10
Check-in
7.6/10
Communication
10/10
Location
9.2/10
Listing accuracy
Reviews
Verified
11 Dec, 2025
Liked: Check-in, location, listing accuracy
Disliked: Cleanliness, communication
Stayed 7 nights in Nov 2025
From a partner site
10/10 Excellent
William B.
24 Jan, 2023
Great house
William B.
Verified
10/10 Excellent
Michael B.
6 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house
Michael B.
Stayed 7 nights in Feb 2024
Verified
10/10 Excellent
Tyler M.
7 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
World Championship Boat Races
Tyler M.
Stayed 9 nights in Nov 2023
Verified
10/10 Excellent
kim s.
7 Mar, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location beautiful house
kim s.
Stayed 7 nights in Feb 2021
Verified
4/10 Poor
Karim A.
5 Oct, 2025
Liked: Location
Disliked: Check-in, communication, listing accuracy
Karim A.
Stayed 12 nights in Sep 2025
Verified
8/10 Good
KAREN B.
4 Jan, 2025
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
New Years in Key West
KAREN B.
Stayed 7 nights in Dec 2024
Verified
6/10 Okay
Joe R.
18 Dec, 2022
Liked: Check-in, location
Disliked: Cleanliness, communication, listing accuracy
Underwhelming, Oversold, Overpriced
Joe R.
Stayed 7 nights in Dec 2022
Verified
10/10 Excellent
Andrew W.
24 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Andrew W.
Stayed 7 nights in Jan 2026
Verified
8/10 Good
louise s.
11 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
louise s.
Stayed 7 nights in Nov 2025
From a partner site
10/10 Excellent
Rachel D.
25 Dec, 2022
Great Family getaway
Rachel D.
Verified
10/10 Excellent
Andrea K.
18 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Coming back next year
Andrea K.
Stayed 10 nights in Sep 2022
Verified
10/10 Excellent
Sherri A.
5 Jul, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Exceeded expectations!
Sherri A.
Stayed 7 nights in Jun 2022
Verified
10/10 Excellent
Dawson S.
1 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay. Absolutely perfect location.
Dawson S.
Stayed 7 nights in May 2022
From a partner site
10/10 Excellent
Pamela P.
27 Feb, 2022
Truman Annex
Pamela P.
Verified
10/10 Excellent
William B.
25 Jan, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Big house in a great area
William B.
Stayed 9 nights in Jan 2022
Verified
10/10 Excellent
Keith D.
3 Jan, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in an even better location
Keith D.
Stayed 8 nights in Dec 2021
Verified
10/10 Excellent
Sam H.
27 Dec, 2021
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Admirals La
Sam H.
Stayed 7 nights in Dec 2021
From a partner site
10/10 Excellent
David P.
10 Aug, 2021
Great House!
David P.
Stayed 7 nights in Jul 2021
From a partner site
10/10 Excellent
Susan M.
20 Jun, 2021
Key West Team
Susan M.
Stayed 7 nights in Jun 2021
Verified
10/10 Excellent
Frank N.
7 Apr, 2025
Frank N.
Stayed 7 nights in Mar 2025
About the host
Hosted by Vacasa of Florida
Languages:
English, French, German, Italian, Spanish
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