A rare find — relax in the peaceful, private garden space.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Close to Duval Street
5 bedrooms4 bathroomsSleeps 10
Popular amenities
Balcony or patio
Private pool
Barbecue
Air-conditioning
Refrigerator
Washing machine
Explore the area
Key West, FL
Duval Street
Place, Duval Street
3 min walk
Mallory Square
Place, Mallory Square
7 min walk
Harry S. Truman Little White House
Place, Harry S. Truman Little White House
8 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
12 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
2 Single Beds
4 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
LUXURY IN OLD TOWN... Grand home in the Historic Seaport area of Old Town Key West. Tucked behind a canopy of palms this home has a unique sense of privacy. This property offers the utmost in privacy set gated, peaceful and quiet. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
LOUNGE... Relax by the private heated pool on a lounge chair or on one of the 2 expansive porches. Lush tropical landscaping throughout with tall palms offering generous shade to the expansive grounds.
DINE... The cozy dining room is wrapped with earthy Dade County Pine walls and wood flooring. Dining indoors with plentiful bar seating or outside by the bbq makes for family meals together. Living area boasts plenty of indoor seating and a flat screen tv.
SLEEPING ARRANGEMENTS.... Up to 10 people can sleep in this rare gem. There are two king bedrooms with two full ensuite baths off of the kitchen on the 1st floor. The 2nd floor is made up of the primary bedroom with king bed and full en suite bath. Enjoy french doors to a large private covered porch with bird’s eye view. Also located on the 2nd floor is a full bath that is shared by the two bedrooms on the 3rd floor. The 3rd floor is great for children offering a bedroom with two twin beds that convert to a king upon request, and another bedroom with a king bed.
OUTDOOR LIVING AND AMENITIES... The Historic Seaport is in walking distance and where you will find quaint shops & restaurants just three short blocks to Duval Street and all of the attractions downtown Key West has to offer. Take a sunset cruise, go snorkeling, or grab a fishing charter.
PARKING... Enjoy parking for up to 3 vehicles!
BEACHES... There is a small beach called Simonton Beach 0.4 miles away. Fort Zachary Taylor Beach is located 1.4 miles away. Another small beach called South Beach is 1.1 miles away. Higgs Beach is 1.5 miles and Smathers Beach is 2 miles.
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.
RELAXATION IN STYLE! Virtual Tour Url: https://my.matterport.com/show/?m=vHYp1kmbhax
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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
About the area
Key West
Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Smathers Beach. Sails To Rails Museum at Flagler Station 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.
Harry S. Truman Little White House - 8 min walk - 0.7 km
Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
Getting around
Key West, FL (EYW-Key West Intl.) - 10 min drive
Restaurants
Conch Republic Seafood Company - 6 min walk
Kermit's Key West Key Lime Shoppe - 2 min walk
Cuban Coffee Queen Waterfront - 5 min walk
Schooner Wharf Bar - 3 min walk
Irish Kevin's - 6 min walk
Frequently asked questions
Is SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!?
As of 29 Sept 2026, prices found for a 1-night stay for 2 adults at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! on 30 Sept 2026 start from AU$3,688, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!?
On-site parking is available at the property.
What time is check-in at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!?
Check-in begins at 4:00 PM.
What time is check-out at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!?
Checkout is at 10:00 AM.
Where is SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! located?
Located in Key West Historic District, this holiday home is within a 5-minute walk of Key West Bight Marina and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Really nice place in a great location. Host was great. Very responsive when we needed more propane for dinner.
Stayed 4 nights in Jun 2026
Response from VrboOwner on 13 July 2026
Thanks so much for the lovely feedback! We’re happy to hear you enjoyed the property and would love to host you again in the future.
From a partner site
10/10 Excellent
Mark D.
18 Aug 2026
Great place to stay
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 had a group of 6 guys that we have been doing this trip a few years but first time at this property. The location was excellent and walkable to everything. The house was clean and big enough for all of us. We spent a lot of time in the pool and even actually used the kitchen this trip. Overall a great choice and we would definitely stay again.
Response from VrboOwner on 21 Aug 2026
We’re so glad you had a great time with us. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
We’re grateful for your glowing review Moises! It was such a pleasure to host you, and we’re already looking forward to your return to the island.
From a partner site
10/10 Excellent
6 July 2026
July 4th family trip
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:
Great property and great location! Property Manager was very responsive and helpful!
The best VRBO we ever stayed in! Property was beautifully landscaped, we felt that not only did we have a lovely pool, but a tropical park all our own. House was centrally located to just about everything we could want. Spacious and modern but comfortable throughout. We had a minor question which was handled immediately by the management team. We also used the included concierge service to book an adventure which went off without a hitch. Highly recommended!
Stayed 6 nights in Aug 2026
Response from VrboOwner on 24 Aug 2026
Thank you for the kind words! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.
Very convenient location, proximity to Duval is great, pool and backyard are secluded and relaxing, property is a gem
Stayed 6 nights in Mar 2026
Response from VrboOwner on 20 Apr 2026
Thank you for the kind words Brian! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.
From a partner site
10/10 Excellent
A guest from Columbia, TN
28 May 2026
Great house 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:
Amazing! Location, privacy, pool, architecture!!! Everything was wonderful
Response from VrboOwner on 30 May 2026
We’re so glad you had a great time with us Melissa. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
From a partner site
10/10 Excellent
Amy H.
26 Aug 2026
Amazing Key West Experience
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 place is amazing in a great location. The house is set back off the street and very private. When we walked on the the property we were amazed by the beautiful house and landscaped yard. The house was able to accommodate our group of nine easily. As we were there in August I was concerned about the temperature but the house was cool the entire time and had no concerns at all! We used the pool nightly and enjoyed the privacy of the yard. Within walking distance to Duvall and everything we needed. The host left clear instructions and very prompt with any questions we had. Will definitely refer to others and will gladly book again!
Response from VrboOwner on 1 Sept 2026
We’re so glad you had a great time with us. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
From a partner site
10/10 Excellent
Beth F.
2 Apr 2026
Great Time
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:
Loved the property and location! Property management was very professional and easy to work with!
Response from VrboOwner on 7 Apr 2026
our kind words mean the world to us Beth! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
We thoroughly enjoyed our stay at Southernmost Belle in Key West. The house was clean and had everything we needed for our multigeneration family vacation. It had bedrooms for those of us who can't take the stairs and a heated pool the younger set especially enjoyed. The location could not be beat - close to everything, yet in a quiet neighborhood setting. The property manager was wonderful! We would definitely stay here again.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 7 Apr 2026
Thanks so much for the lovely feedback Kimberley! We’re happy to hear you enjoyed the property and would love to host you again in the future.
Excellent property, great location and an amazing property management team! 100% recommend
Stayed 2 nights in Dec 2025
Response from VrboOwner on 16 Jan 2026
What a joy to read your review Joe—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.
This house is beautiful, close to everything but quiet and out of view. We were here for wedding and the house was the center of activity for drop ins, getting ready space and relaxation.
Stayed 5 nights in Jan 2026
Response from VrboOwner on 4 Feb 2026
Thank you for taking the time to leave this wonderful review David! We are beyond delighted that you enjoyed yourself and hope you'll return!
This house did not disappoint and was literally a little piece of paradise in the middle of town! Walking distance to everything and anything we wanted and needed to do. We were sad to say goodbye.
Stayed 5 nights in Jan 2026
Response from VrboOwner on 2 Feb 2026
Your kind words mean the world to us Ashley! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.