Skip to main content
Entire home

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

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

Welcome to Southernmost Belle!
Lush walkway to house
Beautiful front yard area
Private outdoor oasis
Loungers around the pool area

Reviews

9.8 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪3 min walk‬
  • Place, Harry S. Truman Little White House
    ‪8 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 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!

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Fabulous exterior of Villa Josine. In the heart of Old Town.
~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location
Old Town Key West
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (178 reviews)
~ VILLA JOSINE ~ 4 B/4.5 BA large designer home with pool in a great location

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

default

Children

Children allowed: ages 0–17

default

Events

No events allowed

default

Pets

No pets allowed

default

Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number 25230-107008
Property # 387301
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 South Beach. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Florida Keys Beaches - 6 min walk - 0.5 km
  • Key West Aquarium - 7 min walk - 0.7 km
  • Harry S. Truman Little White House - 8 min walk - 0.7 km
  • Mallory Square - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 10 min drive

Restaurants

  • ‪Conch Republic Seafood Company - ‬6 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬5 min walk
  • ‪Schooner Wharf Bar - ‬3 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬2 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 12 May, 2026, prices found for a 1-night stay for 2 adults at SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! on 29 Jun, 2026 start from S$2,200, 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 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 182 out of 208 reviews
Rating 8 - Good. 21 out of 208 reviews
Rating 6 - Okay. 3 out of 208 reviews
Rating 4 - Poor. 1 out of 208 reviews
Rating 2 - Terrible. 1 out of 208 reviews

9.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Beth F.

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.
Verified

10/10 Excellent

Kimberley D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Verified

10/10 Excellent

D H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Verified

10/10 Excellent

Joe O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Verified

10/10 Excellent

Ashley S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Verified

6/10 Okay

HOWARD S.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
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
Stayed 14 nights in Jan 2026
Response from VrboOwner on 3 Mar, 2026
Thank you for taking the time to share your feedback. We truly appreciate your kind comments about the cleanliness of the home and the excellent location — we agree the setting is one of the best parts of staying here. We also want to sincerely acknowledge the maintenance issues you experienced during your stay. While this is a historic home that does see a high volume of guests — and with that comes occasional wear — our goal is always to ensure everything is functioning properly and comfortably for our visitors. When the refrigerator door issue was reported, we immediately scheduled an appliance company and had it repaired as quickly as possible. One of the two dryers stopped working during your stay, and that unit was replaced right away. The grill burners also malfunctioned, and we promptly removed and replaced the grill entirely. We appreciate your patience as we addressed these items and apologize for the inconvenience. Regarding heat, as is common with many historic homes down here, this property does not have a traditional heating system. That said, we understand that a few cooler nights can still be uncomfortable, and we are always happy to provide extra blankets or space heaters upon request. We’re sorry that these issues impacted your experience. That is never our intention, and we’re committed to responding quickly whenever concerns arise — as we did during your stay. We appreciate you choosing to stay with us and wish you all the best!
Verified

10/10 Excellent

Martha M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house only problem is you need more bathroom amenities (Kleenex, conditioner, lotion)Also a self or shower caddy in showers
Stayed 4 nights in Jan 2026
Response from VrboOwner on 26 Jan, 2026
Thank you for the wonderful star review Martha! We are so happy you had a wonderful stay. As stated in your confirmation email, we provide starter amounts of bathroom amenities, such as paper products and personal hygiene items, enough for the first couple of days, not for the entirety of your visit. We apologize if there was any miscommunication regarding that issue. We sincerely hope that you'll return as our valued guest soon!
Verified

10/10 Excellent

Michelle B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely amazing location and house. The pool and yard are top tier. Perfect place for our group.
Stayed 2 nights in Jul 2025
Response from VrboOwner on 8 Sept, 2025
Thank you for your kind review! We are delighted that you enjoyed the home and your stay!
Verified

10/10 Excellent

Christine D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Vacation Property

Charming, Cozy, fun pool pond! Well DecoratedQuaint Entrance surprize
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Shawn O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Sep 2025
Response from VrboOwner on 23 Oct, 2025
Shawn, thank you for the kind words! We’re so happy you enjoyed your stay in Key West, and we’d be thrilled to welcome you back for another unforgettable visit.
Verified

10/10 Excellent

kristin

Liked: Cleanliness, amenities, property conditions & facilities
Beautiful
Stayed 2 nights in Jul 2025
From a partner site

10/10 Excellent

Anne N.

Tucked away private resort-like vacation home!

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!
Response from VrboOwner on 24 Oct, 2025
Anne, what a joy to read your review—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.
From a partner site

10/10 Excellent

Carrie W.

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!
Response from VrboOwner on 18 Sept, 2025
Carrie, we are glad to hear you had such a positive experience! We’d love nothing more than to welcome you back for another wonderful stay!
Verified

10/10 Excellent

Woody B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay

The house was amazing and Shana took very good care of us during our stay, will definitely plan a return trip!
Stayed 4 nights in Aug 2024
Verified

8/10 Good

John H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location .
Stayed 4 nights in Jul 2021
Response from VrboOwner on 5 Aug, 2021
Thank you for your review. We enjoyed hosting you and hope to see you again soon!
Verified

10/10 Excellent

Chris U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place!

Five Stars.
Stayed 2 nights in Aug 2024
Verified

8/10 Good

James B.

Clean and good location

Very nice property close to the activities of Key West.
Stayed 5 nights in Jan 2019
Response from VrboOwner on 23 Mar, 2020
Dear James, Thank you for your review on Southernmost Belle! We are so thrilled to hear that you enjoyed the location of this incredible, Historic Key West home. We loved having you as our guest and hope to see you back in Paradise again soon! Best Regards, Wendy Zintsmaster and Team
From a partner site

10/10 Excellent

Jorge P.

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.
Response from VrboOwner on 25 Jul, 2025
Thank you so much for the kind words! We’re thrilled to hear you felt right at home from the moment you arrived. Can’t wait to welcome you back next year!
Verified

10/10 Excellent

Kyle F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wife's 50th Birthday

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
Stayed 4 nights in Jan 2025
Verified

10/10 Excellent

E B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property

Beautiful, well appointed home in a great neighborhood. Great communication and lovely experience!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Lisa K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Key West House

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!
Stayed 5 nights in Apr 2025
From a partner site

10/10 Excellent

Matt M.

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.
Response from VrboOwner on 25 Jul, 2025
Thank you for the wonderful review Matt! We’re so happy to hear the home was a perfect fit for your entire family across the generations. It’s great to know the location, pool, and porch made your time together even more enjoyable. We truly appreciate your kind words about our team—we always aim to provide a seamless and comfortable experience. It would be an absolute pleasure to welcome you back anytime you return to Key West!
Verified

10/10 Excellent

Beth G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

House was gorgeous and close to everything. It was a welcome oasis. We had a great time.
Stayed 3 nights in Jun 2020
Response from VrboOwner on 10 Jul, 2020
Thank you for the wonderful review. Come back and see us soon!
Verified

10/10 Excellent

Mark S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A hidden gem in heart of old town!

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.
Stayed 4 nights in Sep 2024

About the host

Hosted by Wendy Zintsmaster & Team

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests

Tell us how we can improve our siteShare feedback