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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. Super excellent service from check-in to check-out. Front Staff, pool team, cleaning.. all was great. We stayed in one of cottages, something we can recommend.
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. Unique, indescribable! It was a unique, positively surprising stay in this house furnished with excellent taste and finesse.
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.
We were kindly upgraded to an excellent room by hotel manager and the room just was amazing with a great view to Duval street. Nice pool area and overall very charming hotel. Highly recommended
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 Team, location and Very comfortable and clean. Very good breakfast.
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. 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.
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. Very clean comfortable suite with a terrace. Easy access to Key West and perfect for a couple of nights visit.
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. Everything you Need and more: Free BBQ Station, free Kajak‘s, Pickel Ball, Pool and lot’s more. Extremely uncomplicated to organize any of these activities. The team Tried to keep everything clean everyday!
Summerland Key
Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key RV Resort & Cottages features air-conditioned rooms with free WiFi. With lake views, this accommodation provides a swimming pool. Key West Aquarium is 32 km from the holiday home and Mallory Dock is 32 km away. Very clean, almost new cottage.
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. Enough space, great view. . We had a great time and hope to come back !
Islamorada
Situated in Islamorada, 3.1 km from Windley Key, Ragged Edge Resort & Marina features accommodation with free bikes, private parking, an outdoor swimming pool and a terrace. Located around 4 km from Theater Of The Sea On Islamorada, the resort with free WiFi is also 8.3 km away from Upper Matecumbe Key. Some units at the property have a balcony with a sea view. Beautiful location on the water. Excellent facilities for sitting out on the dock and enjoying the morning sunrise. I’d highly recommend this location for a break.
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
There are 964 hotels with pools in Florida Keys you can book on Booking.com.
The average price per night for a hotel with pools in Florida Keys for this weekend is US$391, based on current Booking.com prices.
Southernmost Point Guest House & Garden Bar, Simonton Court Historic Inn & Cottages and Atlantic Bay Resort are some popular hotels with pools in Florida Keys.
In addition to these hotels with pools, The Capitana Key West, Douglas House 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
Couples travelling in Florida Keys loved staying at Key Largo Sunrise Resort Style Ocean Pointe 5315, Your Happy Place ON THE BEACH! and Villa Valbuena Aqua Vista Key Largo Marina Pickleball Remodeled 2025.
Similarly, these hotels with pools in Florida Keys are highly rated by couples: Happy in the Keys Tiny Home, Villa Valbuena Ocean Pearl Key Largo Pool Restaurant Marina Pickleball and Islamorada Paradise Overlooking the Fabulous Florida Bay..
Most hotels with pools on Booking.com offer free cancellation.
Coconut Cay Marina & RV Park, The Gardens Hotel and Coconut Bay Resort - Key Largo have received great reviews from guests in Florida Keys regarding the views from these hotels with pools
Guests staying in Florida Keys also spoke highly of the views from these hotels with pools: Sugarloaf Key Hotel at KOA Resort, Hyatt Vacation Club at Windward Pointe and Coconut Palm Inn.
Many families visiting Florida Keys loved staying at Modern and Coastal Ocean Pointe 2307, Ocean View Treehouse Double King Suite 3403 and The Anchor House.
Similarly, Green Pineapple, Your Happy Place ON THE BEACH! and Villa Valbuena Aqua Vista Key Largo Marina Pickleball Remodeled 2025 are also popular among family travellers.
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