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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. This hotel was great . Everything about it . Starting with the blonde lady in front desk and the Argentinian waiter in the beach . Top service . Food and rooms amazing best hotel In Key west far down
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. Great location at the quiet end of Duval.
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.
- location
- super friendly service
- comfortable bed
- cozy place with nice atmosphere
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.
i really liked the hotel! the vibe and service was great! location is great as well! we have a little balcony facing the street and we enjoyed sitting on chairs looking at the night sky and street while breeze from the ocean makes palm leaves slightly swaying.
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. I really enjoyed my stay at this amazing property. Its location, cleaniless, staff response and communication were all exceptional. Whenever I visit Key West, this the place I would book in future as well.
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
Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key RV Resort & Cottages has an outdoor swimming pool, parking on-site and rooms with free WiFi access. The property is located 32 km from Duval Street, 32 km from Southernmost Point and 32 km from Key West Aquarium. Safe Harbor is 26 km from the holiday home and San Carlos Institute Casa Cuba is 32 km away. 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. Totally wonderful place ! Lovely view from the deck. Well equipped kitchen. 3 comfortable bedrooms. Amazing sunset spot. Very nice pool. Free kayaks. Free parking space. Good localisation.
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. The facility, location the staff attitude. The view from the room.
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 Marathon
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 980 hotels with pools in Florida Keys you can book on Booking.com.
Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly, Sea View and Sunrise Top Floor Ocean Pointe 2412 and The Gardens Hotel 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: Coconut Bay Resort - Key Largo, Sugarloaf Key Hotel at KOA Resort and Pines & Palms Resort.
The average price per night for a hotel with pools in Florida Keys for this weekend is US$902, based on current Booking.com prices.
Couples travelling in Florida Keys loved staying at Duval Street Suite w parking and heated pool, Key Largo Baha Penthouse Ocean Pointe 1416 and Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly.
Similarly, these hotels with pools in Florida Keys are 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!.
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
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.
Most hotels with pools on Booking.com offer free cancellation.
Many families visiting Florida Keys loved staying at Your Happy Place ON THE BEACH!, Green Pineapple and Nauti Hideaway Ocean Pointe 2314.
Similarly, Vacay Vibes-2 Pools, Pickleball, Coffee Bar, 2 Jacuzzis, Food Truck, Gallego Deluxe Rental and Key Largo Baha Penthouse Ocean Pointe 1416 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