See the latest prices and deals by choosing your dates.
Key West
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. Beautiful property- lovely pool area
Duval, Key West
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. Best location given proximity to the beach and Duval St. lt was super clean the attention to detail in terms of furnishings was exceptional as well as the front desk and bar staff. Food truck at the bar was great with delicious offerings (try the Cuban Pork Tacos)!
Duval, Key West
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, very comfy bed & lovely staff
Duval, Key West
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.
Pool is fantastic. Hotel got perfect atmosphere and is setup in beautiful garden.
Tavernier, Key Largo
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. What's not to like at this little gem. Loved it all and will be back asap.
Summerland Key
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. The facilities was very clean. Great value for money. Will definitely recommend.
Islamorada
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.
Marathon
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 had a great time! Super kind and nice, clean and very comfortable. Great location.
Summerland Key
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. Didn't know there was breakfast?! Loved our cabin, the staff, pool, location. It was nice and peaceful. Would definitely recommend!
Marathon
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. Very well equipped too be a small place
Hotel with Pools in Key West
Popular with guests booking hotels with pools in Florida Keys
Hotel with Pools in Key West
Popular with guests booking hotels with pools in Florida Keys
Hotel with Pools in Key West
Popular with guests booking hotels with pools in Florida Keys
Hotel with Pools in Key West
Popular with guests booking hotels with pools in Florida Keys
Hotel with Pools in Key West
Popular with guests booking hotels with pools in Florida Keys
Hotel with Pools in Key West
Popular with guests booking hotels with pools in Florida Keys
Many families visiting Florida Keys loved staying at Casa Morada, Gallego Deluxe Rental, and Key Largo Baha Penthouse Ocean Pointe 1416.
Similarly, Green Pineapple, Happy in the Keys Tiny Home, and Modern and Coastal Ocean Pointe 2307 are also popular among families.
The average price per night for a hotel with pools in Florida Keys for this weekend is $758, based on current Booking.com prices.
Coconut Cay Marina & RV Park, The Gardens Hotel, and Coconut Bay Resort - Key Largo have received great reviews from guests in Florida Keys about the views from these hotels with pools
Guests staying in Florida Keys also loved the views from these hotels with pools: Pines & Palms Resort, Sugarloaf Key Hotel at KOA Resort, and Hyatt Vacation Club at Windward Pointe.
Southernmost Point Guest House & Garden Bar, Douglas House, and Simonton Court Historic Inn & Cottages are some of the popular hotels with pools in Florida Keys.
In addition to these hotels with pools, Atlantic Bay Resort, The Capitana Key West, and Key West Villas are also popular in Florida Keys.
We make it quick and easy to book a hotel with pools in Florida Keys. Here’s what we offer:
• Free cancellation on most stays
• We Price Match
• 24/7 customer support in 40+ languages
There are 916 hotels with pools in Florida Keys you can book on Booking.com.
Couples traveling in Florida Keys loved staying at Key Largo Baha Penthouse Ocean Pointe 1416, Starfish Seas Key Largo Ocean Pointe 1302, and Villa Valbuena Ocean Pearl Key Largo Pool Restaurant Marina Pickleball.
Similarly, these hotels with pools in Florida Keys were also highly rated by couples: Happy in the Keys Tiny Home, Your Happy Place ON THE BEACH!, and Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly.
Most hotels with pools on Booking.com offer free cancellation.
Extraordinary place with four swimming pools and wonderful atmosphere
Very nice appartement with a great view. There is a swimming pool and nice restaurants on the other side of the water with live music. Great to sit on your own balcony and enjoy the live music from the restaurant. Highly recommend snorkling tour which departs from the appartments.
loved the quirkiness of this place, right in the centre of the night life district although a quiet room great for night life and restaurants. Staff super friendly and breakfast was very good. Court yard swimming pool a bonus all the rooms are different and non corporate typical Key West Flair.
Swimming pool
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.
Location is good. Well situated within the keys. Good resort facilities for free hire. Swimming pool and tiki bar are nice. Reception and lounge area is nice.
Everything was great, we really appreciated using the kayaks, the swimming pool and the spa. The greenery in the surroundings makes the place very delightful.
The breakfast was very nice, service was friendly, location easily accessible by car, the hot tube was pleasant, swimming pool was also good
Outdoor patio is nice and the room has a great shower. The swimming pool is a great option after a long day. You can use a kayak and fishing rods. One hour drive to Key West. Breakfast is basic but fine and served in a ziplock bag. Restaurant in walking distance.
nice swimming pool! very friendly staff great picknick tables and other outdoor furniture