Find Hotels with Pool in Key West, FL

The Almond Tree Inn Hotel - Adults Only, with an outstanding review rating of 10.0, offers a delightful outdoor pool complete with poolside sun loungers and a bar, superb for unwinding. Guests consistently praise the staff for being friendly and helpful, and the rooms for being comfortable and clean. Plus, a complimentary continental breakfast is included, adding to the convenience.For a touch of luxury, The Gardens Hotel, a 4-star establishment with a superb rating of 9.8, boasts a stunning outdoor pool, a poolside bar, and even private pools in some accommodations. You'll find plush bathrobes, Egyptian cotton sheets, and designer toiletries, ensuring a truly indulgent stay. The hotel also features a garden-view restaurant and a winery tasting room, providing a refined experience.Orchid Key Inn - Adults Only, rated 9.8 by guests, provides a lovely outdoor pool with sun loungers and a poolside bar, making it an ideal spot for relaxation. Like the Almond Tree Inn, it includes a complimentary continental breakfast, and guests frequently praise the friendly and amazing staff, along with the beautiful and clean rooms.The Marquesa Hotel, another highly-rated option at 9.8, features outdoor pools, with some even offering a resort-inclusive experience. Many rooms come with furnished patios, balconies, or terraces, allowing you to enjoy the Key West sunshine in privacy. Guests particularly appreciate the beautiful and amazing rooms, as well as the friendly and attentive staff.Finally, Simonton Court Historic Inn & Cottages, also with a fantastic rating of 9.8, offers inviting outdoor pools and complimentary continental breakfast.

The Perry Hotel & Marina Key West, a 4-star establishment with a superb rating of 9.4, offers a fantastic outdoor pool complete with sun loungers and a poolside bar, great for a refreshing dip or a relaxing afternoon. This hotel is also wonderfully close to Key West, FL (EYW-Key West Intl.), being only 2.1 km away, and guests frequently praise the friendly staff and amazing food.For families seeking a bit more space and convenience, the Hyatt Vacation Club at Beach House, Key West, rated 9.4, provides spacious suites with kitchens, ideal for preparing snacks and meals for the little ones. Its outdoor pool is a hit with guests, and it's conveniently located just 2.0 km from Key West, FL (EYW-Key West Intl.). Similarly, the Hyatt Vacation Club at Windward Pointe, Key West, also with a 9.4 rating, boasts an amazing, large outdoor pool and suites with kitchens, plus the added bonus of a hot tub – a real treat after a day of adventures. It's incredibly close to the airport, a mere 0.4 km away, and offers free WiFi and free self-parking.If you're looking for stunning views, The Laureate Key West, rated 9.2, features an outdoor pool with sun loungers and umbrellas, offering both ocean and partial ocean views. It's just 2.1 km from Key West, FL (EYW-Key West Intl.) and includes kitchens in its accommodations, adding to the convenience for families.Finally, Havana Cabana at Key West, a 4-star hotel with a 9.0 rating, provides a great outdoor pool experience with a poolside bar and sun loungers. This hotel is also a mere 2.1 km from Key West, FL (EYW-Key West Intl.) and offers free WiFi and a complimentary airport shuttle, making arrivals and departures a breeze.

Indeed, Key West, Florida, boasts an array of hotels offering outdoor pools, with several providing engaging pool-related activities and events to elevate your stay.For those seeking a vibrant resort experience, the Hilton Key West Resort & Marina is an excellent choice. Beyond its inviting outdoor pool, guests can partake in resort activities such as rejuvenating yoga sessions, exhilarating stand-up paddleboard classes, delightful poolside movies, and classic lawn games, ensuring there's always something to do. Similarly, The Marker Key West Harbor Resort stands out with its impressive three outdoor pools, complementing a range of nearby adventures from boat tours and fishing to kayaking and ecotours.If relaxation by the water is a priority, the Fairfield by Marriott Inn & Suites Key West at The Keys Collection offers an outdoor pool complete with luxurious poolside cabanas and premium loungers, great for unwinding in style. The Hyatt Centric Key West Resort and Spa also features a refreshing outdoor pool, further enhanced by a convenient poolside bar, ensuring your refreshments are always at hand.

The Gardens Hotel, a charming 4-star establishment, offers the ultimate indulgence with private outdoor pools, allowing you to relax in seclusion. With an outstanding review rating of 9.8, guests rave about the beautiful, clean rooms, the friendly and kind staff, and the wonderful breakfast. You can also enjoy poolside sun loungers, a poolside bar, and even a winery with a tasting room. For those seeking extra luxury, expect Egyptian cotton sheets, champagne service, designer toiletries, and rainfall showerheads.For those travelling without children and seeking an exclusive retreat, H2O Suites - Adults Only, a 3.5-star hotel, also boasts private outdoor pools, earning a superb review rating of 9.8. Guests consistently praise the beautiful and always clean rooms, the excellent and first-class staff, and the wonderful amenities, including poolside sun loungers and a poolside bar.The Conch House Heritage Inn, another 3.5-star option with a 9.8 rating, provides secured private outdoor pools for a tranquil escape. This hotel is celebrated for its superb location, wonderful service, and always friendly staff, making it a delightful choice for a relaxed stay.Tropical Inn, a 3.5-star hotel with a 9.6 rating, offers private plunge pools, superb for a refreshing dip at your leisure. Guests appreciate the extremely helpful and amazing staff, the excellent hot tub, and the modern, clean rooms. The central location is also a big plus.Southernmost House - Adult Exclusive, a 4-star hotel with a review rating of 9.4, also features private outdoor pools, ideal for a peaceful adult getaway. Guests consistently highlight the helpful and amazing staff, the beautiful and clean rooms, and the delicious breakfast.

Ocean Key Resort - A Noble House Resort, a fantastic 4-star option, truly understands the art of relaxation with its complimentary pool cabanas, allowing guests to unwind in style by the outdoor pool. This resort, boasting an excellent review rating of 9.2, also features a poolside bar, great for enjoying a refreshing drink in the Key West sunshine. For those seeking ultimate indulgence, a full-service spa is on hand, offering everything from sports and prenatal massages to invigorating body wraps and aromatherapy treatments.For travellers who appreciate the comfort of sun loungers by the pool, The Perry Hotel & Marina Key West, rated 9.4, offers a wonderful outdoor pool experience with plenty of space to soak up the rays. This 4-star hotel also provides a poolside bar and is even conveniently located near the sea, offering sailing opportunities for those who enjoy being out on the water. Similarly, the 4-star Pier House Resort & Spa, with a review score of 9.0, provides inviting pool sun loungers alongside its outdoor pool and a lively poolside bar, all with the added bonus of ocean views and a private beach.Families and those who value convenience will find the Hilton Key West Resort & Marina, a 4-star hotel with a review rating of 9.0, to be an excellent choice. It not only offers complimentary pool cabanas for a touch of luxury but also provides comfortable pool sun loungers and a poolside bar, all set against a backdrop of lovely ocean views and its proximity to the sea.Finally, for those without children seeking a more serene atmosphere, H2O Suites - Adults Only, a 3.5-star hotel, is highly regarded with an exceptional review rating of 9.8. This tranquil retreat features private outdoor pools and comfortable pool sun loungers, ensuring a peaceful escape.

The Gardens Hotel is a 4-star establishment that truly embraces luxury and relaxation, featuring a delightful outdoor pool complemented by a poolside bar, great for unwinding after a day of exploration. Guests can indulge in the finer things with amenities like Egyptian cotton sheets, designer toiletries, and even Champagne service, all contributing to its outstanding 9.8 rating.For those travelling without children, the Almond Tree Inn Hotel - Adults Only, a 3.5-star hotel with a great 10.0 review rating, offers a serene outdoor pool area complete with sun loungers and a poolside bar. Similarly, the Orchid Key Inn - Adults Only, also rated 9.8, provides a lovely outdoor pool and poolside bar, making both excellent choices for a tranquil escape. These adults-only options are ideal for couples seeking a peaceful retreat.Families and those who appreciate a blend of comfort and convenience will find the 3.5-star Marquesa Hotel appealing, boasting an outdoor pool with a resort-inclusive feel, and rooms that often feature a furnished patio, balcony, or terrace for enjoying the Key West breeze. Simonton Court Historic Inn & Cottages also offers an inviting outdoor pool with sun loungers, and guests frequently praise the spacious bathrooms, which can be a real plus for families.