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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Uwaiz

From

South Africa

Wow, what an absolute paradise! Our stay in Key West was truly unforgettable. From the moment we arrived, we were treated like royalty. The staff were friendly, welcoming, and went above and beyond to ensure our stay was nothing short of perfect. Our room was stunning, with a beautiful view and a private balcony where we could watch the sunset. The bed was incredibly comfortable, and the amenities were top-notch. The hotel's pool and beach areas were immaculate, and the complimentary breakfast was delicious. But what really made our stay stand out was the exceptional service. From the front desk to the housekeeping staff, everyone was friendly, helpful, and made us feel like we were part of the family. We can't wait to come back to Key West and stay here again. It's truly a 10-star experience, and we highly recommend it to anyone looking for a luxurious and unforgettable getaway in the Keys! Would I recommend this hotel to others? Absolutely!

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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Alex

From

Finland

Personel was super friendly and helpful. Parking area is close. Pool is small but sufficient. Our room was very clean, room as shown in pictures. Location is close to the mainstreet but we could not hear any noice through out the night.

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.

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

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Anne-Laure

From

France

This hotel is fantastic. the view is incredible it's a kind of paradise. I highly recommand

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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Ana

From

Spain

Great installation, charming personal. Cozy room and decoration We will come back for sure!

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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Gemma

From

United Kingdom

We had no idea what to expect but we loved what we found! Wow. These are fantastic houseboats in the most stunning location and they are spotlessly clean, comfortable, well equipped and judging by other reviews, the owner listens to feedback! (We noticed that there had been some screening between boats added for extra privacy). We stayed in late November, it was unusually chilly for the time of year, but found the accommodation to be more than comfortable despite the cooler climates. During the summer, the boats have two very good size AC units which I am sure would be very welcome. The kitchen was well stocked with amenities and a full size fridge which we made use of for a few soft drinks, milk etc for morning coffee. We had no issues with smell from the on board toilet at all and both of us used the shower - we were told about the additional bathrooms on site when we checked in but for as a couple, we certainly didn’t need to use them. Also really appreciated having a dedicated car parking space per boat. Overall a really excellent experience and nice environment, would 100% come back 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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Richard

From

United Kingdom

The rooms were fitted to an extremely high standard of quality and convenience. The staff pleasant and helpful. Complementary drinks and snacks around the pool. Superb throughout.

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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Pawel

From

Ireland

The hotel is amazing, and the staff are very helpful. On the property, you can feel like you’re in a tropical rainforest.

Boasting an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator - Adult Only is situated in the centre of Key West, less than 1 km from South Beach.

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Nathan

From

Canada

A piece of history well located in old town key west Very green and convenient You can rent bike a the property

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!