Key West, the southernmost island city in Florida, is an ocean lover’s paradise. It has a certain subtropical beauty highlighted by conch houses, lively bars, history museums, and of course, spectacular beaches. Get a glimpse of the past by visiting the brick fortress at Fort East Martello Museum. You can also take your friends to waterfront bars, such as Schooner Wharf Bar, and soak up the city’s nightlife. If you’re seeking a sunshine-filled getaway, there are plenty of public beaches in the area where you can go swimming, snorkeling, and surfing. Looking to visit soon? For your accommodation needs, check out the list of the top mansion rentals in and near Key West, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 26, 2025.
1. Stately property with a private pool (from USD 3104)
Take your Key West holiday to the next level by booking this luxury residential home. It has been around since 1926 but has been refurbished recently to meet guests’ holiday needs. It boasts 9 bedrooms and 6.5 baths, making it the ideal hideaway for 16 guests. The living-dining room is well-lit, with huge windows that afford outdoor views.
Other amenities, such as WiFi and TV, are at your disposal on days you don’t feel like venturing out. There’s also a private outdoor pool where you can take a dip. You can also use the billiard and ping pong tables to keep everyone entertained even indoors.
Key West, Florida, United States
5.52 km (3.5 mi) from The Hemingway Home and MuseumSuperhost
Accommodates: 16
Top guest reviews
Host:
the house manager was also very responsive and helpfulthe host is really helpful with accommodating anything you need for your stayhe was friendly thoughtful and highly responsivewhile overall andrew was a nice host and easily available his description of this property was inaccurateandrew is a lovely and accommodating manLocation:
great location in historic home on spacious islandwe asked andrew to close the gate and he did not insisting the property was safeCleanliness:
the house was extremely clean and looked exactly as advertisedbedrooms spacious and cleanthe house is beautiful clean spacious and in a great scenic locationRead more reviewsAmenities & Room:
there are 2 above ground pools and a nice jacuzzi
2. Magnificent rental with panoramic ocean views (from USD 721)
Book this lovely mansion near the sea, and experience waking up to panoramic water views every day. This mansion is indeed a piece of art, featuring elegant bedrooms for 14 guests, pristine bathrooms, and a sun-streaked living room. The lovely kitchen inspires you to cook tasty meals, as it is already fitted with modern cooking appliances. In addition, the indoor swimming pool, surrounded by tropical plants, offers you a pleasant way to relax.
For indoor entertainment, make use of the WiFi, turn on the TV, or even ask the hosts for children’s books. This rental is also pet friendly, so don’t hesitate to take your fur babies with you. For a fun-filled stay, engage in water-based activities offered nearby.
Summerland Key, Florida, United States
37.93 km (23.6 mi) from The Hemingway Home and Museum
Top guest reviews
Location:
neighborhood was safe and quietRead more reviewsCleanliness:
very clean very family friendly
3. Noona's Mansion (from USD 1681)
Get your daily dose of the sea when you stay at Noona’s Mansion. It is located in a serene cul-de-sac steps from the breathtaking ocean, allowing you to engage in any water-based activities easily. The abode exudes a welcoming vibe, with indoor plants and Mediterranean decor. It can sleep up to eight guests, all thanks to the six bedrooms decked out in blue and green.
The living room might become one of your favorite spots. Aside from featuring a flat-screen smart TV and comfy sofas, it leads to a mini garden with a private pool. Planning to cook for everyone? Worry not as the kitchen is already equipped with modern appliances and other cooking basics. Off-street parking is also possible if you’re bringing a car with you.
Key West, Florida, United States
584 meters (0.4 ft) from The Hemingway Home and Museum
4. William Skelton Home
Also known as William Skelton Home, this charming mansion is in a sought-after location where you can easily explore the center of Key West’s Old Town. It’s a two-story rental, featuring a picket fence and a noticeable pink exterior.
Step inside, and expect to be greeted by a country-style living room featuring wooden furniture and neutral-colored rugs. WiFi is available throughout, so no need to worry about communicating with your friends back home. There’s also a fully equipped kitchen that allows you to cook up a storm. For some relaxation, walk to the other side of the property, and you’ll find a glistening pool and a mini garden with sun loungers.
736 meters (0.5 ft) from The Hemingway Home and MuseumAccommodates: 14
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
property manager was awesome and communicativedon’t know the hosts cost but it’s worth itthe house manager was super friendly and just a text away at all timesthe communication with the owner was smooth and they were very friendlyLocation:
great location of the houselocation was excellent especially close to duval and the barsthis location was absolutely perfect to walk around key westthe location was perfect could walk everywherehouse was perfectly situated in the heart of key west steps from duval streetRead more reviewsAmenities & Room:
such a cool old house with plenty of room to spread outthe pool was great and we had everything we neededthe house itself was huge and had a great backyard with dipping poolgreat backyard with a pool and 2 different balconies plus a front port and patio
Have endless summer fun in Key West
Key West is one of the reasons why Florida is nicknamed the Sunshine State. It boasts long stretches of sandy beaches, where you and your family can enjoy endless summer fun. Appreciate this island city’s subtropical beauty, and book a place from the list mentioned above.
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