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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. Very nice hotel, good location, nice views, amazing comfortable room and very well equiped, staff was very good and friendly, big parking, and they also have a nice cafe from where you can take a healthy and tasty breakfast.
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. Absolutely everything! We booked room 6 and we're not disappointed as it was excellent. The whole house,location and staff on site were first class ... 5 star. It is my new favourite place .
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.
It was such a beautiful place , with a little oasis garden. The staff was awesome.
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.
Excellent Location, cosy, confortable, great place, great people, completely recommended. Historical
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. Very clean and specious room. As we slept in we could not try the breakfast that was included however the location of the breakfast trailer at the beach looks sweet.
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. This was by far the nicest place and the best surprise on our entire holiday. The apartment was well-equipped, large, spotless and comfortable. It was not exactly cheap, but compared to everything else in the area it was an absolute steal! I would return in a heartbeat!
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. super comfortable and well maintained, very clean
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. Clean and easily to get around and the cabins were awesome
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. We had the best time on our boat house at Yatch Haven. It exceeded our expectations and we loved every single thing. Clean, quiet, cutest little house, well equiped, very conveniently located (2 Miles from gorgeous Sobrero Beach), Publix Supermarket and walgreens pharmacy. We definetely recommend and would come back for another stay.
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
Most hotels with pools on Booking.com offer free cancellation.
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
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Coconut Cay Marina & RV Park, The Gardens Hotel, and Pines & Palms Resort 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: Sugarloaf Key Hotel at KOA Resort, Coconut Bay Resort - Key Largo, and Hyatt Vacation Club at Windward Pointe.
The average price per night for a hotel with pools in Florida Keys for this weekend is $819, based on current Booking.com prices.
Many families visiting Florida Keys loved staying at Happy in the Keys Tiny Home, Key Largo Baha Penthouse Ocean Pointe 1416, and Gallego Deluxe Rental.
Similarly, Green Pineapple, Vacay Vibes-2 Pools, Pickleball, Coffee Bar, 2 Jacuzzis, Food Truck, and Ocean View Treehouse Double King Suite 3403 are also popular among families.
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, The Capitana Key West, Atlantic Bay Resort, and Key West Villas are also popular in Florida Keys.
Couples traveling in Florida Keys loved staying at Key Largo Baha Penthouse Ocean Pointe 1416, Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly, and Starfish Seas Key Largo Ocean Pointe 1302.
Similarly, these hotels with pools in Florida Keys were also highly rated by couples: Happy in the Keys Tiny Home, Villa Valbuena Aqua Vista Key Largo Marina Pickleball Remodeled 2025, and Your Happy Place ON THE BEACH!.
There are 916 hotels with pools in Florida Keys you can book on Booking.com.
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