Tucked behind palms in the Historic Seaport area, this grand home offers a unique sense of privacy. Lounge by the private heated pool or on one of two expansive porches surrounded by lush tropical landscaping. With plenty of indoor seating and a flat screen TV, cozy dining areas and ample parking for up to three vehicles.
Reviews
9.89.8 out of 10
Exceptional
Entire home
5 bedrooms4 bathroomsSleeps 10239 sq m
Popular amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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.
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!
Property amenities
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transportation
Limited onsite parking (max 3 spaces)
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Microwave
Oven
Refrigerator
Stovetop
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
4 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Books
DVD player
Flat-screen TV with cable/satellite channels
Games
Video games
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Garden
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Hardwood flooring in public areas
Smoking not allowed
Services and conveniences
Concierge services
Housekeeping (on request)
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
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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
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 25230-107008
About the neighborhood
Located by the sea, this vacation home is in Key West Historic District, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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. Visit our Key West travel guide
Is SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite 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!?
Check-out is at 10:00 AM.
Where is SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! located?
Located in Key West Historic District, this vacation home is within a 5-minute walk of Key West Bight Marina and Duval Street. Florida Keys Beaches and Mallory Square are also within 15 minutes.
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SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
The house was amazing and Shana took very good care of us during our stay, will definitely plan a return trip!
Woody B.
Stayed 4 nights in Aug 2024
From a partner site
10/10 Excellent
Carrie W.
Sep 17, 2025
A very enjoyable space!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The home is in an amazing location with lots of room to enjoy for our family of 6. The outdoor area is beautiful and we really enjoyed our time together. The downstairs bathrooms could use some updating but overall, would definitely recommend it for a fun time in Key West!
Carrie W.
From a partner site
10/10 Excellent
Jorge P.
May 19, 2025
See you next year !!
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 property. from the moment you walk in you'll free right at home.
Absolutely a gorgeous property and fantastic location. Key West is our favorite place to visit. This house, along with the property manager, made this year's visit the best yet! Thanks for a great birthday and we look forward to booking this property again next year
Kyle F.
Stayed 4 nights in Jan 2025
From a partner site
10/10 Excellent
Matt M.
Jun 21, 2025
Great Family 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:
I took my family ranging from 8 to 67 and the house was absolutely perfect. The location was ideal being close to so many restaurants and entertainment. The pool and porch were excellent spots to congregate. The house manager was very responsive and attentive. This is the only house I'll ever want to stay in when I come to key west.
This property is amazing! Its a hidden oasis located a very short walking distance to many of the best place to go in Key West. The house was spacious, beds where very comfortable, the kitchen is beautiful, and the grounds made you feel like you were on your own private island.
This property is amazing!!! The location is perfect, pool, artificial turf, 2 washers, two dryers, just awesome. This home provides every bit of convenience and comfort. We truly enjoyed our stay!
Myself and some friends stayed at the Southernmost Belle on a recent trip to Key West. The location is awesome. All the great spots are walkable from where the house is located. The house was clean, just as advertised and Shana was great to communicate with. Had a blast, would highly recommend to anyone looking for a vacation rantal!
our family of seven had a great time at the southernmost belle. clean. good a/c. close to everything. enjoyed the pool after playing at the beach all day.
Loved this home! (even asked to buy it) plenty of room comfortable beds, great pool and grounds. I have stayed at dozens of properties in Key West and this is hands down my favorite. Location doesn't get much better as well. Overall fantastic
We loved every minute! Perfect Key West home! Super peaceful! 💚
Tiffany L.
Stayed 4 nights in Feb 2024
From a partner site
10/10 Excellent
Carol S.
Dec 6, 2024
Very Happy
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:
The house was great. It was clean and well maintained. Sitting on the deck each morning with coffee in the beautiful yard was a tropical dream.
Carol S.
From a partner site
10/10 Excellent
John K.
Aug 9, 2024
Southern charm
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Beautiful house within walking distance to Key West's great restaurants. The pool was perfect to cool down in after a hot day at the beach.
This is the second time at this property. You can’t beat the location yet it is so private. Beds are comfortable, kitchen is great to cook in, pool is nice, and the whole house is very clean. The property manager is very easy to work with. We will be back.
We selected the Southernmost Belle due to its location, as well as it fit the needs of those that were joining us. The house was perfect, and we loved the openness of the kitchen, dining and living room.
We have recommended this property to our friends that are looking to come to Key West in the coming months.
Centrally located, perfect walking distance to almost everything, beautiful property including a nice yard and pool. My family....ages 5 to 78 all enjoyed our stay. There was enough room for family gatherings to be together and individual time quietly by one's self. It suited our family of 10 perfectly!!
The Southernmost Belle is a beautiful house, and it was in perfect condition when we arrived. Shana (the manager) was extremely helpful to us throughout our stay and couldn’t have been nicer. We all were first-time visitors to Key West, and we could not have picked a better house or one in a better location. Shana deserves all the credit for keeping the Sputhernmost Belle in such perfect shape.
Thomas K.
Stayed 5 nights in Oct 2023
From a partner site
10/10 Excellent
Glenn H.
Jan 4, 2025
A Very Nice Place
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 stayed ay Southernmost Belle for five nights over New Years Eve. The property itself is very private and gives the feel of being in the jungle all alone even though you are in town. The pool was great and the house itself was very accommodating with lots of room. The Bathrooms were very nice. The house is located close enough to walk to pretty much everything. Definitely a place we would go back to.
Glenn H.
From a partner site
10/10 Excellent
Jay C.
Aug 16, 2023
Family Birthday Celebration
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:
Fantastic home that comfortably accommodated 10 adults. The location was fantastic and very walkable. The home itself is beautiful with a fantastic kitchen and very comfortable living area. Would absolutely stay again!
Jay C.
From a partner site
10/10 Excellent
Lance G.
Dec 23, 2023
Beautiful Home in a Perfect 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 had a wonderful time with extended family in this lovely home. Tucked away in the perfect location - we had room for everyone to be comfortable and were just a very short walk from restaurants, coffee shops and the marina. Already planning to stay again in the future.
Lance G.
Stayed 5 nights in Dec 2023
From a partner site
10/10 Excellent
Kelly r.
Mar 6, 2025
Throwback to Being a Local
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:
My husband and I met on key west while we were both working and living there. We have not been back since which was 30 years. Our stay at this home was perfect! Walk to everything but a perfect distance from the noise. Loved the condition, cleanliness and privacy of this home. Time was spent on the covered porches and by the pool. Would stay again! Thank you for being a great host! ❤️🥥🌴🐓🍹
Beautiful property in perfect location in old town Key West
We really enjoyed our stay at Southernmost Belle. It is a large property - big enough to easily accommodate 3 adults, 2 college kids and 2 high schoolers - without any trouble. The location is perfect for exploring Old Town -- everything is walkable (the other side of the island is about 20-25 minutes), its about 2 blocks from Duval and 2 blocks from the Marina, but it is tucked back on a quiet street so that you hardly hear any noise at all. We rented a golf cart and barely used it because walking to most things was just easier. The rooms were spacious, the beds comfortable and I loved the small pool in the front yard. The feathered friends who lived in the yard were an added, fun bonus. If I come back to Key West, I'd definitely look into staying at this property again.
Our group of 5 had an amazing experience at the Southernmost Belle! It was a beautiful home, the rooms were large and bright, and the beds were very spacious and comfortable. The inside living and dining areas were clean, well appointed, super comfortable and really good spaces for hanging out. And of course the front porch and pool were so relaxing and inviting! Our host was very responsive and accommodating and was even nice enough to let us check in a little early! Of note, it’s a short walk to the docks, very quiet and close by to great restaurants, the beach and anything else you might need. Everybody had a great time and can't wait to get back soon!
There is only one word to explain this home… AMAZING!!! From the moment we walked through the gates, past the private yard and pool up to the front porch of this stunning home, we knew we were on vacation. The house has been well kept and very clean. Everything about this place was relaxing and even the beds were comfortable. The kitchen was large and allowed us all to cook together and make wonderful meals when we’re not eating out. The only disappointment to this home was when it was time to leave. We all looked back one last time at the house and said we will be back next year to rent it again.
Richard M.
Stayed 4 nights in Aug 2023
From a partner site
10/10 Excellent
David P.
Dec 30, 2023
A Convenient Oasis
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:
Stayed here over Christmas with family, including 3 children under 10. Great location and tucked back from the street giving a quiet, oasis feel to the house and pool. Each bedroom with its own bathroom. Kitchen well supplied with enough wine glasses to serve the adults and quality pots and pans to make a great Christmas dinner. Adequate, well appointed seating, seating to watch TV or open presents. And places to be when away from the rain. Easy walking or biking to town and all that it offers, including a cute coffee shop and food store.