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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. This hotel was great . Everything about it . Starting with the blonde lady in front desk and the Argentinian waiter in the beach . Top service . Food and rooms amazing best hotel In Key west far down

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9
Superb
2,940 reviews
Price from
US$359
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. Amazing place - well kept, charming and great location!

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9.3
Superb
1,176 reviews
Price from
US$378.35
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. Everything as promised, partly even better. We had a very pleasant stay. Great Place.

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9.1
Superb
2,563 reviews
Price from
US$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. Great accommodation and the staff was super friendly. Nice breakfast and good facilities!

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9.1
Superb
1,055 reviews
Price from
US$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. Great place, quiet with good facilities and great staff.

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9
Superb
1,360 reviews
Price from
US$189.05
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. Great apartment in beautiful and quiet surroundings, all a short drive from Key West.

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9.4
Superb
241 reviews
Price from
US$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
Superb
108 reviews
Price from
US$465.75
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. We stayed 8 nights recently and had the absolute best experience we booked two more stays! The staff, especially John & I believe her name was Sabrina were top notch and so helpful! We cooked in most nights as everything we needed was there!! We had enough towels for our entire stay, and they even had pool towels for us to use! Will definitely help with packing next time! We used the kayaks, the grill, and the pool was nice and clean. During our stay they were constantly doing upkeep, and I heard they were even getting aqua lodges soon! 10/10 for sure!

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9.5
Exceptional
367 reviews
Price from
US$169
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
Superb
351 reviews
Price from
US$229
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. The view was everything! The place was spotless and had all items we needed to make it comfortable for our 4 night stay. The beds were comfortable. This was a fantastic place to stay and we will be back!!

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9.3
Superb
789 reviews
Price from
US$179.99
per night

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