Search hotels with pools in Florida Keys

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.

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Elad

From

Israel

Beautiful hotel, beautiful room, gorgeous view!

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

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Vladlen

From

Australia

Great location, only few minutes to Southernmost Point of the Continental U.S.A. Mallory Square is about 20 min walk along Duval St, where most of restaurant are. Staff at the Douglas House were exceptional, Jose is very friendly and helpful.

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

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Ruben

From

Spain

Su ubicación cercana a la calle duval st.

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...

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Ana

From

Croatia

Aqua lodges are perfect for exploring Florida keys. Many great restaurants near by. It is spacious, clean, you can use pool (heated), kayaks and bikes, there is a sunset point. Staff is very nice.

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.

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Andrzej

From

Poland

we were delighted with the ocean view from our cottage and wonderful pool

Located in Key Largo, 5.1 km from Pigeon Key, Kona Kai Resort and Gallery provides accommodation with an outdoor swimming pool, free private parking, a garden and a private beach area.

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Carol

From

Australia

Lovely staff Beautiful property and facilities Very comfortable bed Had a lovely afternoon kayaking, swimming and enjoying the sunset here

This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.

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Rob

From

Canada

Great location, central to great restaurants and cafes but far enough away from the Duval noise. Great pool, staff, beds.

Offering an outdoor pool and sun terrace, Caloosa Cove Resort by CoolVacay is situated in Islamorada in the Florida Region, 9.6 km from Upper Matecumbe Key.

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Trina Ana

From

Denmark

I absolutely loved the stay here and I wish I could have stayed for longer. The studio was enough for me and it would have easily fit another person. It was spotless clean. The staff was SO kind and accommodating. I loved the view from my balcony. There is absolutely nothing I would complain about and I am 100% recommending this place to anyone that wants a peaceful stay in Islamorada.

Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen.

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Eline Synneva

From

Norway

The buildings are beautiful both indoors and outdoors. We loved the garden with its beautiful vegetation that provided delightful shade. We also had a lot of fun in the the pool, and it was so nice to have our own veranda/outdoor deck.

This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

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Ross

From

United Kingdom

Absolutely exceptional stay in Key West! While the location was a bit further from Duval Street, it more than made up for it with stunning beach and sea views—perfect for a peaceful, relaxing getaway. The staff were warm, welcoming, and always helpful. Our room was immaculate and tastefully decorated, offering great comfort and privacy. Although breakfast wasn’t included, there were plenty of great local spots nearby to explore. The overall atmosphere was tranquil and truly felt like a slice of paradise. Highly recommend, and we’re already looking forward to our next visit!