Compare Hotels with Pools in Key West, FL

Just steps from South Beach and the Southernmost Point in Key West's city center, this adult-exclusive hotel offers an unbeatable location near the Ernest Hemingway Home and Museum (2297 feet) and Duval Street (less than 0.6 miles).
Enjoy a tranquil escape at this 4-star hotel featuring a stunning infinity swimming pool with a terrace, an on-site restaurant, and complimentary WiFi in air-conditioned rooms.

Centrally located in Key West, this hotel is just a 15-minute walk to Simonton Street Beach and 0.8 miles from Duval Street, offering easy access to attractions like the Ernest Hemingway Home and Museum, 1 mile away, and the Southernmost Point, 1.4 miles away.
Enjoy relaxation at this hotel with a pool, featuring a saltwater swimming pool, a lush garden, and a balcony with pool views, along with complimentary American breakfast and spa baths for a comfortable stay.

Prime Old Town Key West location, this hotel is steps from Duval Street and within a 3-minute walk of the Key West Butterfly and Nature Conservatory, with South Beach just 0.25 miles away.
This adults-only hotel offers an outdoor swimming pool and fitness center, along with personalized room decor, balconies, free Wi-Fi, and an on-site bar.

Enjoy an outdoor swimming pool with a rock waterfall at Havana Cabana At Key West, a 4-star hotel in Key West, located just 5 miles from Key West International Airport and a short drive to Mallory Square and Duval Street.
This pet-friendly hotel offers complimentary hourly shuttle service to Downtown Key West, a hot tub, poolside smoothies, and 24-hour concierge service, ensuring a comfortable stay with a pool.

Coconut Mallory Resort And Marina is a hotel in Key West located two miles from Duval Street and one mile from Key West International Airport.
This resort offers apartments with full kitchens and private balconies, two outdoor swimming pools, a hot tub, and direct marina access, perfect for travelers seeking a getaway with a pool.

Enjoy a Key West getaway at The Capitana Key West, a 4-star hotel located just 0.6 miles from Key West International Airport and 1.3 miles from Smathers Beach.
This hotel offers a relaxing escape with a private beach area and an outdoor swimming pool, perfect for travelers seeking accommodations with a pool and easy access to the coast.

Just 0.9 miles from Higgs Beach, Margaritaville Beach House Key West offers a convenient location with easy access to Duval Street and Southernmost Point, complemented by complimentary shuttle service to downtown and Key West International Airport.
This hotel features a swimming pool and welcomes pets, providing daily poolside refreshments and lobby treats, along with a hot tub for relaxation and on-site parking.

Book a room. Your accommodation will be based in Key West.
Facilities and services: a garden, a fridge and air conditioning. Enjoy free parking with this accommodation in Key West!

Book this room in a 4 star hotel. You will stay in Key West.
Facilities and services: free parking, a bar and a dish washer. Take advantage of the terrace in this hotel!

Located in Key West, Hyatt Vacation Club At Windward Pointe is 0.6 miles from Key West International Airport and 3.1 miles from Southernmost Point and Duval Street.
This hotel offers a year-round outdoor swimming pool and hot tub, fully equipped kitchens, and private balconies, with bicycle hire and on-site barbecue facilities perfect for exploring the island with a pool.

Just 0.47 miles from Duval Street and 0.62 miles from the Southernmost Point, Hôtel Winslow's Bungalows offers a 4-star hotel experience in Key West, Florida, with easy access to local attractions.
This hotel boasts three swimming pools, complimentary continental breakfast, and free WiFi, providing a relaxing getaway with a pool for guests.

Just 1,584 feet from Simonton Street Beach and a 6-minute walk to Duval Street, this adult-only hotel in Key West offers a prime location for exploring the city center.
Enjoy a refreshing dip in the swimming pool at this hotel, which also provides an on-site restaurant, bar, fitness center, and complimentary bicycle use for exploring the island.

Located in Old Town Key West, Ella's Cottages is just a 2-minute walk to Duval Street and within a 0.3-mile walk of the Ernest Hemingway Home and Museum.
This hotel offers a heated outdoor swimming pool, complimentary poolside continental breakfast, and a tropical garden, providing a relaxing escape with a pool.

Prime Old Town Key West location, this beach hotel is just a short walk from Southernmost Point and Duval Street, placing you steps from South Beach and within a 0.5 mile walk of the Key West Butterfly and Nature Conservatory and Ernest Hemingway Home and Museum.
This adult-exclusive hotel offers a relaxing outdoor swimming pool, on-site dining at its restaurant and bar, and complimentary continental breakfast, all within easy reach of Key West's popular attractions.

Just a 2-minute drive from Duval Street and 3 minutes from The Ernest Hemingway Home and Museum, Simonton Court Historic Inn & Cottages offers an adults-only retreat in Key West with excellent ratings for location and cleanliness. Guests can enjoy four on-site outdoor swimming pools, complimentary light continental breakfast, and free Wi-Fi, with bicycle hire and private parking available.

Conveniently located in Key West, The Saint Hotel Key West, Autograph Collection, Adult Only is just 1.5 miles from the iconic Mallory Square.
This adults-only hotel offers a swimming pool, on-site parking, and complimentary homemade breakfast, ensuring a sophisticated and comfortable stay with a pool.

Hotel listing in a 3* hotel with an excellent rating of 89% based on 28 reviews. You will stay in Key West.
Services and facilities: a swimming pool, a restaurant and a food shop. Take advantage of the air conditioning in this hotel in Key West.

Waterfront, The Perry Hotel & Marina Key West on Stock Island offers direct access to marina activities and is within a 5-minute drive of Stock Island Marina and Key West Golf Club.
This 4-star hotel features two outdoor swimming pools, a 24-hour fitness center, on-site dining, and complimentary Wi-Fi, perfect for travelers seeking a getaway with a pool.

Discover The Palms Hotel, a 3-star hotel in Key West, conveniently located just over 1 mile from Duval Street and 1.1 miles from the Southernmost Point, offering a fantastic getaway with a pool.
This pet-friendly hotel features a heated swimming pool, complimentary continental breakfast, free WiFi, and bicycle rentals, perfect for exploring the area.

This hotel is located in Key West's Old Town, just a two-minute walk from the sea port and within a 12-minute walk of the Key West Aquarium and Sunrise Pier.
Enjoy a relaxing stay at this hotel with a pool, offering Victorian-inspired rooms with kitchens, a lush garden, and terrace areas for your comfort.

Conveniently located off US-1, this hotel is just over a mile from Key West International Airport and a short drive to popular attractions like Duval Street and the Hemingway House.
Enjoy a refreshing dip in the outdoor swimming pool at this hotel, which also offers complimentary WiFi, a fitness center, and a shuttle service to Old Town.

Just a 2-minute drive from Key West International Airport, this hotel offers convenient access to Duval Street, located 10 minutes away by car.
This hotel features an outdoor swimming pool with a hot tub, free WiFi, an on-site restaurant, and a poolside tiki bar, making it an ideal choice for travelers seeking a relaxing getaway with a pool.

This 3-star hotel in Key West offers a heated swimming pool with an ocean view, ideal for enjoying the coastline.
Located 4 miles from Duval Street and a 13-minute drive from the Hemingway House, this hotel provides complimentary buffet breakfast, free WiFi, and a shuttle service to Key West Airport.

Book this room in a 4 star hotel with an excellent rating of 91% based on 62 reviews. You will be in Key West.
Facilities and services include air conditioning, a terrace and a restaurant.

Just 500 feet from Duval Street and a 5-minute walk to the Atlantic Ocean, this adults-only hotel in Key West offers a prime location with a swimming pool.
This 3-star hotel features two heated outdoor swimming pools, a hot tub, complimentary continental breakfast, and uniquely themed tropical rooms, all equipped with free WiFi and air conditioning.

Just 500 feet from Duval Street, The Cabana Inn Key West offers an adults-only escape conveniently located 0.3 miles from the Ernest Hemingway Home and Museum and a 13-minute walk to the Southernmost Point.
This hotel features a swimming pool, a hot tub, and complimentary WiFi, making it an ideal choice for travelers seeking a relaxing getaway with a pool.

Located in the center of Old Town Key West, this art deco hotel is just a short walk from Duval Street.
This historic Key West hotel offers a swimming pool and is a great choice for travelers looking for a getaway with a pool.

Directly on the Gulf of Mexico, this Key West hotel is 2.9 miles from Key West Waterfront and 3.3 miles from Fort Zachary Taylor.
Enjoy a relaxing stay with an outdoor heated swimming pool and hot tub, plus complimentary WiFi and an on-site fitness center.

Just 2 minutes on foot from the Ernest Hemingway Home and Museum, this adult-only hotel offers a prime Key West location.
Enjoy relaxation at this hotel with a pool, featuring complimentary Wi-Fi, air conditioning, a garden, and select pet-friendly rooms available upon request.

Just a minute's walk from Duval Street, this adult-only hotel in Key West, Florida, is also a short 3-minute drive from the Key West Butterfly and Nature Conservatory.
Enjoy a relaxing stay with access to a swimming pool, Jacuzzi, and spa, alongside amenities like free Wi-Fi, bicycle hires, and massage services.

Just 5 minutes by car from Higgs Beach and the Key West Aquarium, this adult-exclusive hotel in Key West offers a tranquil escape with beautifully landscaped grounds and a lotus pond.
Enjoy the outdoor swimming pool with a fountain feature and an outdoor hot tub, alongside complimentary continental breakfast and a daily wine and cheese hour, all within a 15-minute walk to the Key West Museum-Art & History.