SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

Key West, Florida
$4 avg/night
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

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!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2575 Sq Ft (239 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Limited Onsite Parking (max 3 Spaces) Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Cycling Nearby Ecotours Nearby Fitness Facilities Nearby Marina Nearby Sailing Nearby Scuba Diving Nearby Swimming Nearby Water Skiing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Video Games Flat-screen TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • kristin

    Submitted Jul 16, 2025

    Stayed Jul 13, 2025

    Beautiful

  • Brian S.

    Submitted Apr 4, 2026

    Stayed Mar 29, 2026

    Very convenient location, proximity to Duval is great, pool and backyard are secluded and relaxing, property is a gem

  • Beth F.

    Submitted Apr 2, 2026

    Stayed Mar 16, 2026

    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!

  • Kimberley D.

    Submitted Mar 23, 2026

    Stayed Mar 18, 2026

    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.

  • HOWARD S.

    Submitted Feb 14, 2026

    Stayed Jan 30, 2026

    The place was clean location excellent. The house needs upgrading showers are terrible we. Had to have refrigerator fixed as well as grill No heat in house we had a few cold nights dryer broken. Some outlets not working. Etc etc not worth the money charged

  • D H.

    Submitted Jan 19, 2026

    Stayed Jan 14, 2026

    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.

  • Ashley S.

    Submitted Jan 14, 2026

    Stayed Jan 8, 2026

    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.

  • Martha M.

    Submitted Jan 8, 2026

    Stayed Jan 4, 2026

    Great house only problem is you need more bathroom amenities (Kleenex, conditioner, lotion)Also a self or shower caddy in showers

  • Joe O.

    Submitted Jan 2, 2026

    Stayed Dec 19, 2025

    Excellent property, great location and an amazing property management team! 100% recommend

  • Dennis P.

    Submitted Nov 10, 2025

    Stayed Nov 5, 2025

    Everything was great from the Host to the house.Thank you,

  • Anne N.

    Submitted Oct 19, 2025

    Stayed Oct 13, 2025

    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 fabulous time staying at Southernmost Belle. Four couples stayed comfortably. It is in a perfect location easy to walk or bike everywhere. The family room had plenty of space to relax. We enjoyed the porch for morning coffee and evening happy hour. The heated pool is private and the temperature was perfect. Highly recommend this property and we will be back! The property manager, Dan, was awesome to work with!

  • Shawn O.

    Submitted Oct 4, 2025

    Stayed Sep 26, 2025

    I recently stayed at the Bell for one week. The guests were all over 50 years of age. We found the location to be absolutely perfect. It is close to restaurants, art shops and beaches. Everyone was able to walk to whatever interested them. The home is three levels. The manager was very responsive to any questions that I had. Strongly recommend.

  • Carrie W.

    Submitted Sep 17, 2025

    Stayed Sep 12, 2025

    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!

  • Michelle B.

    Submitted Aug 2, 2025

    Stayed Jul 31, 2025

    Absolutely amazing location and house. The pool and yard are top tier. Perfect place for our group.

  • Christine D.

    Submitted Jul 6, 2025

    Stayed Jul 3, 2025

    Charming, Cozy, fun pool pond! Well DecoratedQuaint Entrance surprize

  • Matt M.

    Submitted Jun 21, 2025

    Stayed Jun 14, 2025

    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.

  • Denise S.

    Submitted Jun 9, 2025

    Stayed Jun 3, 2025

    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 reserved the Southermost Belle for our family (3 kids in their 20's, their significant others and my husband and I). It was perfect! We all had our privacy, but yet we were together. We were able to make fantastic meals in the kitchen, enjoyed the heated pool, the beds were very comfy and the showers were lovely, as well. Only a short walk to all the bars and restaurants. Absolutely a little piece of paradise.

  • Jorge P.

    Submitted May 19, 2025

    Stayed May 14, 2025

    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.

  • Lisa K.

    Submitted Apr 13, 2025

    Stayed Apr 8, 2025

    This house is gorgeous , with a large kitchen, dining, living area. It’s tastefully decorated with Caribbean colors throughout. All the king sized beds were very comfortable. It was lovely to sit on the porches with morning coffee. This property is special for its privacy, nice heated pool, and parking for two cars. We were all sad to leave!

  • John F.

    Submitted Mar 30, 2025

    Stayed Mar 22, 2025

    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: Property was even better than described: the outdoor area is private and provided a wonderful space for our family of nine to relax, play, and enjoy Key West living. Porches, front yard area, and pool are screened from the street; you are surrounded by lush gardens and green space. House was clean, well maintained, and very comfortable. Decor is lovely and reflects the vintage character of the house and location in Key West. Property manager was responsive to our needs and requests - always available via text or phone. Location is great with easy walking to restaurants, activities, coffee shops, boat basin, and other Old Town attractions. Concierge service was outstanding for planning our trip, arranging golf cart rental, beach passes, and provisioning the house with groceries prior to our arrival. Would definitely recommend the property for your large groups. It's on the short list for our next visit to Key West!

  • Kelly r.

    Submitted Mar 6, 2025

    Stayed Feb 13, 2025

    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! ❤️🥥🌴🐓🍹

  • Kyle F.

    Submitted Feb 9, 2025

    Stayed Jan 30, 2025

    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

  • MaryAnne S.

    Submitted Jan 22, 2025

    Stayed Jan 15, 2025

    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 the most wonderful stay in Old Town, and Southernmost Belle was at the center of it all! Location, location, location!!!!We were within 2 blocks of the old Harbor, our favorite Cuban Coffee Queen, and our new favorite brunch spot-Breakfast Club TooAnd of course Duval Street!The home is a beautiful representation of a Key West style cottage, with all the modern creature comforts you want.Our group of three couples had plenty of room to spread out and find private space when wanted. We loved gathering in the living area, the front porch, and alongside the amazing heated pool.The entire 2nd floor is the primary bedroom suite with its own covered porch, that’s also accessible from the hall. We so enjoyed tucking away there mornings with our coffee.With five bedrooms total, there’s plenty of room for 5 couples or several families! We will definitely be making this our go to destination in Key West!

  • Glenn H.

    Submitted Jan 4, 2025

    Stayed Dec 29, 2024

    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.

  • debbie o.

    Submitted Dec 29, 2024

    Stayed Dec 21, 2024

    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: We rented this house for a week during the Christmas holiday and loved it. Everything was as pictured. The house is set back with landscaping that creates a feeling of a private oasis. The contact at the rental company was very responsive. When we discovered that the icemaker didn’t work And she couldn’t get anyone to repair it, she brought a bag of ice. When the heater in the pool stopped working, it took several days, but she got a pool repair person to come.We had all eight of our family and the house and its surroundings Gave enough space for us to be together, but also to find time to ourselves. The only improvement I would make is to encourage the addition of some potholders and improved water pressure in the showers.

  • Evan S.

    Submitted Dec 13, 2024

    Stayed Nov 26, 2024

    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.

  • MaryAnn R.

    Submitted Dec 11, 2024

    Stayed Dec 4, 2024

    Great location...few things I would have liked...a recliner (I spent a lot of time there). A shelf of some sort in the showers and something to put luggage on in the closet. Not deal brakers but would be nice.

  • Carol S.

    Submitted Dec 7, 2024

    Stayed Dec 31, 1969

    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.

    Submitted Dec 6, 2024

    Stayed Nov 18, 2024

    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.

  • Aubrey F.

    Submitted Nov 7, 2024

    Stayed Dec 31, 1969

    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 my dad’s 69tg bday here and the house was fabulous for everyone! We had babies and grandparents and it was perfect. Great location and the house is so comfortable and so cute

  • Aubrey F.

    Submitted Nov 7, 2024

    Stayed Nov 1, 2024

    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 my dad’s 69tg bday here and the house was fabulous for everyone! We had babies and grandparents and it was perfect. Great location and the house is so comfortable and so cute

  • E B.

    Submitted Nov 4, 2024

    Stayed Oct 21, 2024

    Beautiful, well appointed home in a great neighborhood. Great communication and lovely experience!

  • Alex M.

    Submitted Oct 10, 2024

    Stayed Sep 25, 2024

    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 house. Shana and her crew had everything ready for our stay. I highly recommend.

  • Mark S.

    Submitted Sep 16, 2024

    Stayed Sep 11, 2024

    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.

  • Woody B.

    Submitted Sep 5, 2024

    Stayed Aug 29, 2024

    The house was amazing and Shana took very good care of us during our stay, will definitely plan a return trip!

  • John A.

    Submitted Aug 28, 2024

    Stayed Aug 22, 2024

    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!

  • Chris U.

    Submitted Aug 15, 2024

    Stayed Aug 2, 2024

    Five Stars.

  • John K.

    Submitted Aug 9, 2024

    Stayed Dec 31, 1969

    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.

  • John K.

    Submitted Aug 8, 2024

    Stayed Aug 4, 2024

    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.

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Total

Includes taxes and fees
$1,380+
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