Search hotels with pools in Florida Keys

Located in Key West, 1.3 miles from Smathers Beach, The Capitana Key West has accommodations with an outdoor swimming pool, free private parking, a fitness center and a private beach area.

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Fırat

From

Croatia

Great facilities. Very relaxing pool/ beach area. Staff were very helpful. We had amazing time

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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Moti

From

Israel

Nice room. Clean and comfortable. The hotel is really close to the beach. There’s free parking. Staff was very nice.

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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Aswani

From

India

Lovely places to stay. Super comfy bed and super clean rooms

Located in Tavernier, this beachfront Florida resort is 2 miles from Florida Keys Wild Bird Center.

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Corry

From

Thailand

It was pure paradise. Watched dolphin swing by at night. Paddle boarded out to the little islands and saw some baby sharks. Great place to stay.

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and...

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Denice

From

United States

everything about it was just beautiful. the location wasn’t hard to find and the rooms were just super nice and comfortable. the amenities as well were amazing, even if i didn’t get to do most of what i wanted but that’s okay ! i will definitely come back for a longer stay.

Located in Marathon, 2.3 miles from Florida Keys Aquarium Encounters, Coconut Cay Marina & RV Park provides accommodations with free bikes, free private parking, an outdoor swimming pool and a private...

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CARLOS

From

Venezuela

Very well equipped too be a small place

Located in Islamorada, 1.9 miles from Windley Key, Ragged Edge Resort & Marina has accommodations with free bikes, private parking, an outdoor swimming pool and a terrace.

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Adam

From

United States

The staff, marina and having a boat ramp close by

Located in Key Largo, 3.2 miles from Pigeon Key, Kona Kai Resort and Gallery provides accommodations with an outdoor swimming pool, free private parking, a garden and a private beach area.

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Mary

From

United States

Everything. Great spot. Lovely grounds

This adult-only Key West H2O Suites is 656 feet 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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Avgi

From

Cyprus

This was honestly one of the best hotels I’ve ever stayed at. From the moment I arrived, everything felt effortless and welcoming. The property is incredibly comfortable and immaculately clean, with a true paradise-like vibe that makes it hard to leave. The staff went above and beyond at every turn—genuinely kind, attentive, and always happy to help, which made the experience feel extra special. The location is perfect, close to everything yet still peaceful and relaxing. Every detail felt thoughtfully done, and it’s the kind of place that stays with you long after you check out. I can’t wait to come back.

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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COURTNEY

From

Canada

Its location, old world charm and cleanliness. It was peaceful and the attention to detail was impressive. Alina is professional, friendly and accommodating. We were very well taken care of.