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. Boasting a 24-hour front desk, this property also welcomes guests with a restaurant and a terrace. Guests can make use of a bar. Recommend it! l love this place and want to visit again soon

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. Beautiful historic property in perfect location. Rooms were well appointed and very clean. Staff were friendly and helpful. A wonderful place to stay.

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. 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.

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 Team, location and Very comfortable and clean. Very good breakfast.

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. Wonderful resort right on the water, they have kayaks/paddle-boards/bikes available for use. We were able to snorkel right off the beach here and my son really enjoyed diving for seashells. The room was good with everything you might need in a kitchen. Very chilled out feeling, and beautiful sunsets. Cute little breakfast available.

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. Love the fact the apartment had a view and wash/dry machine, new furniture, lots of towels and all very clean and fresh The staff is very friendly too

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.

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.

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

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. 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.