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The best hotels with pools in Florida Keys

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

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Superb: 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 staff was truly wonderful - they went out of their way to make sure that my family was comfortable and happy. We were always greeted with a smile and a pleasant conversation.

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9
Superb
3,013 reviews
Price from
US$199
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. Very clean, friendly staff - especially Maxwell at the bar, Sandy’s food truck and staff, great location, breakfast included in always nice as well.

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9.2
Superb
1,164 reviews
Price from
US$136.85
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. - location - super friendly service - comfortable bed - cozy place with nice atmosphere

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9
Superb
2,639 reviews
Price from
US$129.96
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. Excellent Location, cosy, confortable, great place, great people, completely recommended. Historical

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9.1
Superb
1,041 reviews
Price from
US$129
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. Clean and spacious room. Great amenities. Amazing sunset and sunrise views.

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9.1
Superb
1,379 reviews
Price from
US$197
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. Excellent location, exceptionally clean and very nice rooms. All brand new and it looked as though the rooms have never been used. All the personal were very nice and helpful.

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9.4
Superb
194 reviews
Price from
US$180.90
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. The cabins are great for a family, they‘re comfortable and the facilities are great. The location is very convenient for trips on the Florida Keys.

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9.5
Exceptional
339 reviews
Price from
US$90
per night

Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key RV Resort & Cottages features air-conditioned rooms with free WiFi. With lake views, this accommodation provides a swimming pool. Key West Aquarium is 32 km from the holiday home and Mallory Dock is 32 km away. Clean bungalows, nice heated pool and very friendly staff

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9
Superb
321 reviews
Price from
US$129
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. Location excellent. The site was small and very friendly. Facilities, kitchen well stocked with equipment and pool, BBQs and Beach/sunset outstanding. The best part was the wildlife, a manatee ambled around our aqua lodge for about 45 mins eating algae, loved it.

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9.2
Superb
764 reviews
Price from
US$89.99
per night

Situated in Islamorada, 3.1 km from Windley Key, Ragged Edge Resort & Marina features accommodation with free bikes, private parking, an outdoor swimming pool and a terrace. Located around 4 km from Theater Of The Sea On Islamorada, the resort with free WiFi is also 8.3 km away from Upper Matecumbe Key. Some units at the property have a balcony with a sea view. we were delighted with the ocean view from our cottage and wonderful pool

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9
Superb
153 reviews
Price from
US$122.40
per night

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