Find Hotels with a Pool in Key West, FL from CA $155

The Almond Tree Inn Hotel - Adults Only is a delightful 3.5-star option in Key West that features a stunning outdoor pool surrounded by sun loungers, making it an ideal spot for relaxation. Guests rave about the friendly and helpful staff, as well as the clean and comfortable rooms. With a great review rating of 10.0, this hotel also offers a complimentary continental breakfast, which travellers find excellent.Another fantastic choice is the Orchid Key Inn - Adults Only, also rated 3.5 stars. This charming hotel boasts an inviting outdoor pool complemented by a poolside bar, creating a laid-back atmosphere for guests to unwind. Visitors appreciate the beautiful and clean rooms, along with the convenient location. With a top rating of 9.8, the exceptional service and great breakfast options only add to its appeal.For those seeking a more resort-like experience, The Marquesa Hotel, rated 3.5 stars, features a lovely outdoor pool that guests describe as amazing. This tranquil hotel offers beautifully decorated rooms and attentive staff who go above and beyond to ensure a great stay. With a review score of 9.8, its great and quiet location makes it a favorite among travellers.The Gardens Hotel, a 4-star gem, stands out with its outdoor pool surrounded by lush gardens and a poolside bar, setting the great scene for relaxation. Guests love the beautiful, clean rooms and the wonderful breakfast, all while enjoying the central location. With a strong rating of 9.8, this hotel combines luxury with a cozy atmosphere.Lastly, Simonton Court Historic Inn & Cottages, another well-rated option at 3.5 stars, features an inviting outdoor pool and is known for its friendly staff and spacious rooms. With a review score of 9.8, guests appreciate the nice amenities and the great location, making it a great base for exploring Key West.

The Gardens Hotel is a charming 4-star retreat in Key West that features a stunning private outdoor pool, superb for those seeking a tranquil escape. With a remarkable traveller review rating of 9.8, guests rave about the beautiful and clean rooms, as well as the friendly and kind staff. The serene garden setting, complemented by poolside bar service and luxurious amenities like Egyptian cotton sheets and designer toiletries, ensures a delightful stay.Another excellent option is H2O Suites - Adults Only, also boasting a private outdoor pool. This 3.5-star hotel has earned a stellar review score of 9.8, with visitors praising the first-class service and lovely courtyard. Here, you can unwind by the pool while enjoying the resort-inclusive amenities that enhance your relaxation experience.For a unique stay, consider The Conch House Heritage Inn, which not only features a private outdoor pool but also provides a free continental breakfast to start your day right. With a review rating of 9.8, guests love its superb location and wonderful service, making it a delightful choice for travellers.If you're looking for something a bit different, Tropical Inn offers a plunge pool that adds a touch of luxury to your stay. This 3.5-star hotel, rated 9.6 by travellers, is known for its modern and clean rooms, along with extremely helpful staff who go above and beyond to ensure a pleasant experience.Lastly, the Southernmost House is a 4-star hotel that features a private outdoor pool and has earned an excellent review rating of 9.4. Guests appreciate the beautiful and clean rooms, and the pool area is often highlighted as amazing, making it an ideal spot to relax after a day of exploration.

The Southernmost House is a delightful 4-star hotel that not only offers a stunning ocean view but also features an inviting outdoor pool complete with poolside bar and sun loungers. Guests rave about the attentive staff and the beautifully clean rooms, ensuring a memorable stay at this picturesque location. With a review score of 9.4, it's no wonder travellers appreciate the complimentary breakfast and the overall charming ambiance.Another excellent choice is The Perry Hotel & Marina Key West, also rated 4 stars and boasting a fantastic outdoor pool. This hotel stands out with its marina views and friendly service, highlighted by guests who describe the food as amazing. The presence of designer stores onsite adds a convenient shopping option for visitors. This property also enjoys an excellent review rating of 9.4, making it a solid option for those seeking both relaxation and adventure.Opal Key Resort & Marina, Key West offers a beautiful outdoor pool along with breathtaking marina and ocean views. Reviewers consistently mention the spacious and stunning rooms, as well as the top service that enhances their experience. With a rating of 9.2, this resort ensures that families can enjoy quality time together in a serene environment while still being close to the vibrant attractions of Key West.For a more laid-back experience, Oceans Edge Key West Resort, Hotel & Marina features a lovely outdoor pool surrounded by lush landscaping. Guests enjoy the comfort of clean and inviting rooms, complemented by the exceptional staff who are always eager to help. The hotel boasts a review score of 9.0 and is perfectly located for those wanting to explore the nearby ocean views and activities.Lastly, the Parrot Key Hotel & Villas is another fantastic option with an outdoor pool that offers both ocean and water views. The spacious rooms are complemented by friendly service and delicious food, making it a family-friendly haven in Key West. With a rating of 9.0, this hotel is sure to provide a delightful retreat filled with scenic beauty and adventure.

H2O Suites - Adults Only is a charming 3.5-star hotel that features a delightful outdoor pool, complete with sun loungers and a poolside bar, providing a friendly space for relaxation. Guests rave about the beautiful, always clean rooms and the excellent, first-class staff, giving the property an impressive traveller rating of 9.8.For those looking for a more vibrant setting, The Perry Hotel & Marina Key West, rated 9.4, offers a refreshing outdoor pool along with comfortable loungers and a poolside bar. This 4-star hotel is praised for its friendly staff, clean rooms, and amazing food, making it a favorite among visitors seeking both comfort and convenience.Southernmost House, another 4-star option, features a lovely outdoor pool with sun loungers and a poolside bar, all set in a superb location. Guests appreciate the beautiful, clean rooms and the helpful, amazing staff, earning the hotel an excellent review score of 9.4.If you're interested in extra luxury, Oceans Edge Key West Resort, Hotel & Marina boasts a stunning outdoor pool with complimentary cabanas and loungers. With a traveller rating of 9.0, this 4-star resort is known for its comfortable rooms and friendly, amazing staff, providing a wonderful experience for guests.Lastly, Pier House Resort & Spa also features an inviting outdoor pool with sun loungers, alongside a poolside bar and a stunning ocean view.

The Hyatt Vacation Club at Windward Pointe, Key West, is a fantastic choice for travellers seeking a relaxing stay just 0.2 miles from Key West International Airport. This 3.5-star hotel boasts a spacious outdoor pool, superb for unwinding after a day of adventure. Guests rave about the cleanliness of the rooms and the friendly staff, making it an ideal family-friendly destination. With amenities like suites featuring kitchen facilities and a hot tub, this hotel seamlessly combines convenience and comfort.Another excellent option is the Hampton Inn Key West FL, located slightly further at 0.4 miles from the airport. This hotel offers an inviting outdoor pool complemented by sun loungers and a poolside bar, superb for families looking to soak up the sun. Reviewers appreciate the hearty complimentary breakfast and the overall cleanliness of the rooms, making it a great value for those traveling with children.For those who prefer a more upscale experience, the DoubleTree Resort by Hilton Grand Key - Key West, only 0.6 miles from the airport, features a beautiful outdoor pool area with cabanas and a poolside bar. Guests have highlighted the exceptional service and the convenient beach shuttle, ensuring easy access to the sandy shores.The Margaritaville Beach House Key West, located just over a mile from the airport, offers a laid-back atmosphere with an outdoor pool and direct beach access. Families will enjoy the friendly service and delicious dining options available on-site, rounding out a memorable Key West experience.Lastly, the Fairfield Inn & Suites by Marriott Key West at the Keys Collection, also about 1.1 miles from the airport, features an outdoor pool along with complimentary breakfast options. Guests have praised the comfortable accommodations and the helpful staff, making it another desirable choice for families visiting this vibrant island.

The Almond Tree Inn Hotel - Adults Only is a charming 3.5-star option that not only offers a serene outdoor pool but also features a delightful poolside bar, great for enjoying refreshments in the sun. Rated an impressive 10.0 by guests, visitors rave about the friendly and helpful staff, the comfortable and clean rooms, and the excellent complimentary breakfast.Another great choice is the Orchid Key Inn - Adults Only, also rated 3.5 stars and boasting a poolside bar for leisurely afternoon drinks. With a traveller score of 9.8, guests appreciate the beautiful and clean rooms, alongside the convenient location and amazing breakfast options. The exceptional service here is a highlight, ensuring you feel pampered during your stay.For those seeking a slightly higher-rated experience, The Gardens Hotel offers a tranquil retreat with a lovely outdoor pool and a poolside bar. This 4-star hotel, rated 9.8 by travellers, is known for its beautiful garden setting and wonderful breakfast, along with friendly staff who are eager to enhance your stay.H2O Suites - Adults Only is another standout option featuring a resort-style outdoor pool with a poolside bar. Rated 9.8, this hotel is celebrated for its beautiful accommodations and first-class service, making it a great spot for a relaxing getaway.Lastly, Santa Maria Suites, a 4-star hotel rated 9.6, provides an inviting space with an outdoor pool and poolside bar as well. Guests love the spacious and beautiful rooms, alongside attentive staff ready to cater to your needs.

The Marquesa Hotel is a charming 3.5-star retreat that stands out for its inviting outdoor pool and beautifully designed rooms, earning an impressive traveller rating of 9.8. Guests rave about the friendly and attentive staff, as well as the hotel's superb and quiet location, just a short distance from Key West Historic Seaport. The pool area, complete with furnished patios and balconies, is often described as amazing, providing a serene escape after a day of exploration.Another wonderful option is H2O Suites - Adults Only, also rated at 9.8. This hotel features a stunning outdoor pool complemented by a poolside bar and sun loungers, making it ideal for relaxation. Visitors are consistently impressed by the excellent and first-class service, as well as the lovely courtyard that enhances the overall experience.For families or larger groups, the Hyatt Vacation Club at Windward Pointe offers spacious suites and an outdoor pool rated 9.6 by guests. Its convenient location near Key West International Airport, along with free amenities like WiFi and parking, adds to its appeal. Travellers appreciate the big pool and the friendly staff, making it a great choice for those seeking both comfort and convenience.Lastly, the Island City House Hotel, a 3-star option, features a beautiful outdoor pool and a charming historical ambiance. With a traveller rating of 9.6, guests highlight its excellent location and friendly, extremely helpful staff. The pool area, along with balconies and terraces, provides a lovely setting to unwind after a day of adventure.

Key West, Florida, is a vibrant island destination known for its stunning sunsets, lively option, and rich history. When it comes to accommodation, several hotels stand out for their outdoor pool activities and events, ensuring a memorable stay for guests seeking both relaxation and fun.For travellers looking for a lively poolside experience, the Blue Flamingo Resort is a fantastic option. Their Backyard Pool & Social Club offers an array of activities, including poolside cabanas, refreshing tiki cocktails, lawn games like bocce ball and cornhole, as well as workout classes and live music events. This creates a vibrant social scene superb for those who enjoy mingling and making new friends.Couples seeking a romantic getaway will appreciate the charm of Oceans Edge Key West Resort & Marina. With six saltwater swimming pools and a variety of water activities such as kayaking and paddleboarding, this resort provides a superb blend of relaxation and adventure. The serene surroundings and stunning views make it an ideal setting for couples to unwind together.Families will love the Southernmost Beach Resort, which offers an inviting pool area alongside family-friendly amenities. The spacious grounds provide ample opportunity for kids to splash about, while parents can relax with a drink in hand. The resort's proximity to the beach adds to its appeal, making it easy to enjoy both pool and ocean activities.