Historic Seaport Rentals USA Florida Key West Historic Seaport

SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! | House in Key West

9.8 (197 Reviews) |   5 Bedrooms  4 Bathrooms  10 Guests  Stay&Play
Historic Seaport House | SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

5 Bedroom House in Historic Seaport, Key West

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!

SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! is located in Historic Seaport. SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! provides accommodation, featuring Air Conditioner, Parking, Private Pool, among other amenities. This House features Air Conditioner, Parking, Private Pool, to make your stay a comfortable one.

SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms! has 5 Bedrooms , 4 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Historic Seaport has interesting places to visit. If you want to learn more about the House in Historic Seaport, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy Pets not allowed
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited property registration number 25230-107008 safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Key West, 33040, USA

What Our Guests say 500 + Reviews

Jun 21, 2025 09:47:00 AM
Summary: 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.
Matt M. Matt M.
Jun 9, 2025 06:22:00 PM
Summary: 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.
Denise S. Denise S.
May 19, 2025 02:45:00 PM
Summary: 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.
Jorge P. Jorge P.
Apr 13, 2025 11:10:30 PM
Summary: 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!
Lisa K. Lisa K.
Mar 30, 2025 10:36:00 PM
Summary: 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!
John F. John F.
Mar 6, 2025 11:48:00 PM
Summary: 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! ❤️🥥🌴🐓🍹
Kelly r. Kelly r.
Feb 10, 2025 04:16:41 AM
Summary: 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. Kyle F.
Jan 22, 2025 11:03:00 PM
Summary: 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!
MaryAnne S. MaryAnne S.
Jan 4, 2025 05:37:00 PM
Summary: 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. Glenn H.
Dec 29, 2024 03:43:00 PM
Summary: 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.
debbie o. debbie o.

FAQ's

Is this Historic Seaport house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Historic Seaport house have a swimming pool?

Yes, this Historic Seaport house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Historic Seaport house?

Best-rates for the Historic Seaport house starts from $3,316 per night with includes Parking, Private Pool, Bedding/Linens, Kitchen, Laundry, Oceanfront, Security/Safety, Internet, TV, Balcony/Terrace, Wellness Facilities, Entertainment, Child Friendly, Pool, View, Ocean View, Sports/Activities, Guest Services, Barbecue/Outdoor Cooking, Air Conditioner StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Historic Seaport house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Historic Seaport house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Historic Seaport house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Historic Seaport house?

Based on the information reported by the owner or manager, the Historic Seaport house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Historic Seaport house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Historic Seaport house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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