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The best hotels with pools in Florida Keys

Check out our selection of great hotels with pools in Florida Keys

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Situated in Key West, 2.1 km from Smathers Beach, The Capitana Key West features accommodation with an outdoor swimming pool, free private parking, a fitness centre and a private beach area. Boasting a 24-hour front desk, this property also welcomes guests with a restaurant and a terrace. Guests can make use of a bar. The property is perfectly located at 20-30 minute walking distance from downtown Key West ( Duval and Truman ), there’s plenty of parking space, modern architecture with spacious rooms, all with balconies facing the ocean, the swimming pool with Jacuzzi is spacious and located in the backyard in an open space facing a small beach and the ocean ( Not enclosed by the building as you find in most of other Opal resorts ) . There is a pool bar on the side with very friendly bartenders to prepare your favorite drinks. All the staff is very friendly and helpful.

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9
Wonderful
2,942 reviews
Price from
$299
per night

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings. Room was clean and perfect location breakfast was great

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9.3
Wonderful
1,173 reviews
Price from
$343.85
per night

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available.

A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and non-smoking rooms are also available. Great location, very clean and nicely decorated apartment. Well-equipped, very friendly staff. Charming patio with a small pool and a beautiful garden. Very comfortable.

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9.1
Wonderful
2,562 reviews
Price from
$309
per night

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away.

Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden. The breakfast menu offered a good selection. Service was excellent.

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9.1
Wonderful
1,048 reviews
Price from
$299
per night

Located in Tavernier, this beachfront Florida resort is 2 miles from Florida Keys Wild Bird Center. Guests will enjoy snorkeling near the hotel's private beach, an outdoor pool, and free property-wide Wi-Fi. The grounds were stunning and so well maintained - there were so many things provided for entertainment like pool, bikes, corn hole, table tennis, bikes and more. The staff were welcoming and it was a super relaxing place.

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9
Wonderful
1,363 reviews
Price from
$198.55
per night

Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key Hotel at KOA Resort features accommodation with an outdoor swimming pool, free private parking, a private beach area and a restaurant. This 3-star hotel offers a bar. Featuring free WiFi throughout the property, the non-smoking hotel has a hot tub and evening entertainment. Everything was amazing, high end new apartment with absolutely everything needed. Spacious bedroom and kitchennete with living room. Good thinking with providing dishwasher tablets and detergent so guest can maintain cleaners during stay. Great facility with swimming pool and jacuzzi sorounded by green so there is privacy. Kids had plenty activities Extra thank you for preventing place with mosquito spraying.

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9.4
Wonderful
258 reviews
Price from
$360.45
per night

Situated in Islamorada, less than 1 km from Upper Matecumbe Key, Casa Morada features accommodation with free bikes, free private parking, an outdoor swimming pool and a garden. Featuring a terrace, the 5-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel has a hot tub and luggage storage space. The location is perfect. The property is lush and beautiful. Daily housekeeping is a plus. Hot breakfast was added this year (eggs & potatoes). Great food from the Thai Food truck located on the property. Sunset Sail was awesome (also located on the property). Free use of kayaks, paddleboards and bicycles.

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9.1
Wonderful
109 reviews
Price from
$424.35
per night

Situated in Marathon, 2.4 km from Sunset Park Beach, Cabins at Bonefish Bay features accommodation with free bikes, free private parking and an outdoor swimming pool. The property is set 46 km from Upper Matecumbe Key, 50 km from Theater Of The Sea On Islamorada and 600 metres from A Deep Blue Dive Center. Free WiFi is available throughout the property and Florida Keys Aquarium Encounters is 1.2 km away. super comfortable and well maintained, very clean

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9.5
Exceptional
370 reviews
Price from
$170.10
per night

Offering an outdoor swimming pool and lake view, Sugarloaf Key RV Resort & Cottages is situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street. The property is located 32 km from Southernmost Point, 32 km from Key West Aquarium and 32 km from Mallory Dock. Outdoor seating allows guests to sit outside and enjoy the good weather. Clean and easily to get around and the cabins were awesome

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9
Wonderful
358 reviews
Price from
$254
per night

Set in Marathon, 3.7 km from Florida Keys Aquarium Encounters, Coconut Cay Marina & RV Park offers accommodation with free bikes, free private parking, an outdoor swimming pool and a private beach area. The property is located 3.9 km from Captain Hook S Marina Dive Center, 5.1 km from A Deep Blue Dive Center and 6.7 km from Seven Mile Bridge. The hotel provides lake views, a terrace, and free WiFi is available throughout the property. Totally wonderful place ! Lovely view from the deck. Well equipped kitchen. 3 comfortable bedrooms. Amazing sunset spot. Very nice pool. Free kayaks. Free parking space. Good localisation.

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9.3
Wonderful
787 reviews
Price from
$179.99
per night

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