The Best Hotels
with Pool in Florida Keys

Resort with rooftop pool. Luxurious. This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar. Certain rooms include a private pool. A flat-screen TV, as well as an iPod docking station are featured. All rooms have a sitting are and view of the tropical courtyard. The rooms come with a private bathroom. Extras include bathrobes, slippers and free toiletries. The property provides a free welcome drink upon arrival and a complimentary happy hour for everyone. You will find a 24-hour front desk at the property. The resort also offers bike hire. Southernmost Point is 400 metres from H2O Suites, while Ernest Hemingway Home and Museum is 500 metres from the property. The nearest airport is Key West International Airport, 4 km from the property. Show full description

Outdoor pool. Located in Key Colony Beach, Florida, this hotel offers an outdoor pool and a private beach area. Free Wi-Fi access is available. A microwave and refrigerator come standard in each room at Glunz Ocean Beach Hotel. A flat-screen TV is included. At Glunz Ocean Beach Hotel guests will find a fitness centre. Other facilities offered include luggage storage and launderette. Fishing is possible on site. Havana Jack's Oceanside Restaurant and Bar is on site and offers Florida Keys-style cuisine including fresh seafood with indoor and outdoor dining options. The restaurant is open for lunch and dinner. Dolphin Research Center is 9 minutes’ drive from this hotel. Guests will be 4 miles from Curry Hammock State Park. Show full description

Boutique hotel with outdoor pool. Delightful property. Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator are also featured in each room. Free Wi-Fi is available for guests. Guests can also take advantage of on-site bicycle hires, massage services, and concierge services. Live jazz music is performed in the gardens every Sunday evening as well for guests to enjoy. The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all located less than 2 km away. The Ernest Hemingway Home and Museum is 500 m away from The Gardens Hotel. Show full description

Boutique hotel with outdoor pool. Elegant. This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults Only will enjoy an outdoor pool with a hot tub and a daily continental breakfast. Almond Tree Inn - Adults Only guests can lounge in the Florida sun on the sun deck alongside the pool and enjoy a happy hour with complimentary beverages. All accommodations feature a satellite TV, microwave, and small refrigerator. Tea and coffee-making facilities and a patio are also included. Guests can also stay connected during their stay with free Wi-Fi. The inn is 4 minutes’ walk from the Historic Lighthouse and 9 minutes’ walk from the Southernmost Point. The Key West Butterfly and Nature Conservatory is 6 minutes’ walk away. Show full description

Outdoor pool. Cosy rooms. Located in Marathon, 8.6 km from Florida Keys Aquarium Encounters, Grassy Flats Resort & Beach Club provides accommodation with an outdoor swimming pool, free private parking, a restaurant and a bar. This 3-star hotel offers an ATM, a concierge service and free WiFi. Guests can use the hot tub, or enjoy sea views. Guest rooms at the hotel are equipped with a seating area, a flat-screen TV with cable channels and a private bathroom with free toiletries and a shower. Selected rooms are fitted with a kitchen with a dishwasher, an oven and a microwave. At Grassy Flats Resort & Beach Club each room has bed linen and towels. Upper Matecumbe Key is 38 km from the accommodation, while Windley Key is 43 km away. The nearest airport is Key West International Airport, 89 km from Grassy Flats Resort & Beach Club. Show full description

Resort with outdoor pool. Luxurious. Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features luxury accommodations, waterfront pool, two dockside sea-to-table restaurants and a boutique. Guest accommodations include an oversized private balcony, artisanal bath products and a flat-screen TV. Enjoy on-site amenities including two waterfront pools, direct marina access to water activities, complimentary shuttle service to Old Town, on-site parking and WiFi. The property's three dockside restaurants, Matt's Stock Island Kitchen & Bar and Salty Oyster Dockside Bar & Grill and Sloppy Joe's Dockside, feature happy hour, Sunday Brunch and award-winning cuisine. Lively Duval Street is 8 km drive from The Perry Hotel & Marina Key West. Key West International Airport is 4.8 km drive away. Show full description

Small hotel with outdoor pool. This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spabath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city centre is 1.6 km away. Show full description

Resort with outdoor pool. Elegant. This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a full kitchen and 48-inch flat-screen cable TVs. Two outdoor heated pools are surrounded by gardens at Santa Maria Suites Resort. Smoothies and fresh fruit are served poolside and guests can also enjoy a complimentary daily happy hour featuring wine and hummus. A full-service concierge and free on-site parking are available. On-site dining is available at Ambrosia, which serves Japanese cuisine. Free WiFi is available in each suite at the Santa Maria Resort along with nightly turndown service. Washers and dryers are included. The Clinton Market Square shopping area is a 5-minute drive from the resort. The Ernest Hemingway House is an 11-minute walk away and Fort Zachery Taylor Historic State Park is 1.3 miles away. Show full description

Outdoor pool. Unique. Courtyard by Marriott Faro Blanco Resort offers free WiFi and an outdoor pool with hot tub. Guests will be 5 minutes' walk from the Turtle Hospital and 16 minutes' drive from the Dolphin Research Center. A microwave, coffee machine, and small refrigerator are featured in each room at this Courtyard by Marriott. A flat-screen TV, desk, and private bathroom with a hairdryer are also included. A 24-hour front desk and a fitness centre are available at the property. The on-site restaurant, The Bistro, serves breakfast in the morning, dinner and alcoholic beverages in the evening, and specialty beverages brewed with Starbucks® coffee. Conch-Air Florida Keys Scenic Flights and Florida Keys Marathon Airport are each 5 km from Courtyard by Marriott Faro Blanco Resort. Show full description

Boutique hotel with outdoor pool. This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property. This hotel offers a daily continental breakfast, and poolside seating is available on the sun deck. All rooms at the Truman Hotel are equipped with a refrigerator. Each room is styled with wood floors, and bathrooms boast tiled showers and marble vanities. Some rooms offer a private patio. Free Wi-Fi is available throughout the hotel. The Truman is 6 minutes' walk from the Ernest Hemingway Home and Museum, and Jimmy Buffett’s Margaritaville Café is one-half mile away. Duval Street, where guests can find restaurants, bars, and shopping, is 7 minutes' walk from the hotel. Show full description

Small hotel with outdoor pool. Beautiful. Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen. A seating area, en suite, and hardwood floors are provided in each Victorian-inspired room. Island City House extras include cable TV, towels, bed linen. Guests can explore the garden and terrace areas of Island City House. Luggage storage and laundry facilities are offered and other available services include car hire and bicycle hire. The hotel is also 12 minutes’ walk from the Key West Aquarium and Sunrise Pier. Guests will also be 960 metres from Mallory Square and Key West Museum of Art & History. Show full description

Resort with outdoor pool. Highly elegant. Situated in Key Largo, this adult-only (21+ years old), all inclusive resort features luxurious bungalows, a private beach, daily yoga, four restaurants, two outdoor pools and jacuzzis, a full service spa, and an on-site fitness centre. Guests will experience unlimited breakfast, lunch, and dinner, as well as premium beverages, during their stay from our multiple restaurants and bars. Non-motorized watersports, such as paddle boarding and kayaking, can also be enjoyed at Bungalows Key Largo - All Inclusive. Our spacious bungalows offer private verandas with large soaking tubs, outdoor showers, and outdoor seating. Additional room amenities include a 60-inch Smart TV, Keurig® coffee-making facilities, microwave, and small refrigerator. John Pennekamp State Park is 6 km from Bungalows Key Largo - All Inclusive. The nearest airport is Miami International Airport, 80 km from the accommodation. Show full description

Outdoor pool. Comfortable beds. Set in Key West, 5.2 km from Ernest Hemingway Home and Museum, The Laureate Key West features views of the pool. This 3-star hotel offers a business centre and a concierge service. The hotel offers sea views, a year-round outdoor pool and a 24-hour front desk. The hotel will provide guests with air-conditioned rooms with a desk, a coffee machine, a fridge, a dishwasher, a safety deposit box, a flat-screen TV, a balcony and a private bathroom with a shower. At The Laureate Key West all rooms are fitted with bed linen and towels. The accommodation provides a laundry service, as well as business facilities like fax and photocopying. Duval Street is 5.3 km from The Laureate Key West, while Southernmost Point is 5.6 km away. The nearest airport is Key West International Airport, 4 km from the hotel. Show full description

Resort with outdoor pool. Beautiful. Tranquility Bay Resort offers beachfront accommodation in Marathon, FL. Three pools are located on site, including an adult-only pool and a heated pool for children. Every charming guestroom includes a flat-screen TV, small refrigerator, and coffee-making facilities. Beach homes feature an en suite kitchen, 42-inch flat-screen TV, and private laundry facilities. Relax with in-room spaservices or workout in the on-site fitness room. Water sports, such as kayaking and paddle boarding, are available. Open for dinner, Butterfly Café serves fresh seafood and offers indoor and outdoor dining. T.J.’s Tiki Bar features salads, paninis, and a selection of appetizers and cocktails. Crane Point Museums & Nature Center is 3 minutes’ drive. Explore the swamps, beaches, and hiking trails of Curry Hammock State Park, 13 minutes’ drive away. Show full description

Resort with outdoor pool. Great value. 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 8.3 km from Upper Matecumbe Key, the resort with free WiFi is also 14 km away from Pigeon Key. Some units at the property have a balcony with a sea view. Selected rooms also feature a kitchen with a fridge, an oven and a microwave. The resort offers a barbecue. Guests at Ragged Edge Resort & Marina will be able to enjoy activities in and around Islamorada, like fishing and cycling. John Pennekamp State Park is 27 km from the accommodation, while Windley Key Fossil Reef Geological State Park is 4.4 km from the property. The nearest airport is Miami International Airport, 113 km from Ragged Edge Resort & Marina. Show full description

Boutique hotel with outdoor pool. Very stylish. Opened December 2020. Facing the beachfront, The Capitana Key West offers 4-star accommodation in Key West and has an outdoor swimming pool, fitness centre and terrace. Featuring a restaurant, the property also has a bar, as well as a hot tub. The property is non-smoking and is situated 2.1 km from Smathers Beach. The rooms are fitted with air conditioning, a fridge, a microwave, a coffee machine, a shower, free toiletries and a desk. Rooms include a private bathroom with a hairdryer, while certain rooms have a patio and others also boast sea views. At the hotel all rooms include bed linen and towels. Staff at The Capitana Key West are available to provide advice at the 24-hour front desk. Rest Beach is 2.2 km from the accommodation, while Higgs Beach is 2.5 km from the property. The nearest airport is Key West International Airport, 1 km from The Capitana Key West. Show full description

Small hotel with outdoor pool. Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property. The daily continental breakfast is served poolside and includes pastries, juices, and fresh fruit. A flat-screen TV with cable channels are available in each room at The Palms Hotel. A ceiling fan and telephone are included. Select rooms offer a seating area and kichenette. A picnic area and barbecue are accessible as well. Bicycle rentals are offered. The Southernmost Point is just 1.1 miles from this hotel. Guests will be 9 minutes’ drive from Key West International Airport. Show full description

Resort with outdoor pool. Hip. This Marathon, Florida waterfront resort offers boat rentals, an outdoor swimming pool, and free WiFi access. Sombrero Beach is 6.9 km from the property. A flat-screen TV, microwave, and small refrigerator are provided in every room at this Marathon Captain Pip's Marina and Hideaway. Extras include a toaster and coffee machine. Kayak, paddle board, and jet ski rentals are available on site at Captain Pip's Marina and Hideaway. Guests can also go fishing, snorkelling. Porky's Bayside Restaurant serves barbecue and fresh seafood for lunch and dinner. Live music and a water view enhance guests' dining experiences. The Seven Mile Bridge is 1.4 km from the Marina and Hideaway resort. Fisherman's Hospital is 2 minutes' drive away. The Marathon Airport is 6.8 km from the property. Show full description

Resort with outdoor pool. Charming. This Islamorada resort in the Florida Keys is located near Alligator Reef. It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodation includes a full kitchen. A living area with a cable TV is included in all units at Pines & Palms Resort. The traditionally styled units feature light colours and island decor. Most offer a private terrace with ocean views. Guests at Resort Palms & Pines have access to kayak and bike rentals, private boat docks and premium sport fishing areas. A covered cabana with a barbecue grill, fridge and sink is available for guest use. This resort is less than 1.6 km from Miss Islamorada Fishing Charters. The entrance to John Pennekamp Coral Reef State Park is less than 30 minutes’ drive away. Show full description

Resort with outdoor pool. Great views. This resort is situated on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available. Colorfully decorated rooms include flat-screen cable TVs. WiFi, a microwave and refrigerator are included in guestrooms. Guests can dock their boats (up to 21 feet) for free at the Lime Tree Bay Resort. A tennis court and a fishing dock are on site. Use of the sea kayaks, paddle boards, and barbecue facilities are offered. A sandy sunning beach with hammocks and loungers is available for guests' enjoyment. Pier 68 Boat Rentals is a 5-minute walk from the Resort Lime Tree Bay. Located on site, The Florida Boy Bar and Grill is open for breakfast, lunch, and dinner. Guests can relax in one of the many hammocks located on the property. Palm thatched huts are also on site. Show full description