Compare Hotels with Pools in Key West, FL

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.

Located in historic Key West, the Silver Palms Inn is a 9-minute walk from the Ernest Hemingway Museum and less than one mile (approximately 5,280 feet) from the Harry S. Truman Little White House.
This 3-star hotel offers a relaxing outdoor swimming pool and rooms with private balconies, microwaves, and refrigerators, providing a great getaway with a pool.

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.

Experience a private tropical paradise on the Atlantic side of Key West, reminiscent of old island architecture with lush vegetation and quiet walkways.
This hotel offers a swimming pool, jacuzzi, and air conditioning for up to 6 guests in its uniquely laid-out 2-bedroom suites, perfect for a getaway with a pool.

Centrally located in Key West, this hotel is a 12-minute walk from Simonton Street Beach and close to Mallory Dock, Mallory Square, and the Southernmost Point.
Enjoy city views and an outdoor swimming pool with a pool at this hotel, offering air conditioning, free WiFi, and a private patio, just 2.5 miles from Key West International Airport.

Located at the entrance to Key West, this hotel provides easy shuttle access to Old Town, just 1.5 miles away.
Enjoy a tropical escape with four swimming pools, tiki cocktails, and island-inspired dining, making it an ideal choice for a getaway with a pool.

Perfectly situated in Key West, this hotel is just a 6-minute walk from Mallory Square and a 13-minute walk to the Ernest Hemingway Home and Museum, with Duval Street half a mile away.
Enjoy this hotel with a pool, offering air-conditioned rooms with patios and complimentary WiFi, plus easy access to cycling activities and Simonton Street Beach.

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.

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.

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.

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.

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.

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 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.

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.

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.

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.

Hotel room in a luxury hotel. You will be located in Key West.
Facilities and services include an access for persons with reduced mobility, a bar and an iron. Take advantage of the air conditioning in this hotel!

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.

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 0.9 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.

Just one block from the Ernest Hemingway House and Museum, this hotel is a 10-minute walk to South Beach and 5 miles from Key West International Airport.
Enjoy a refreshing swim in the hotel's swimming pool, perfect for a getaway with a pool, while also benefiting from complimentary Wi-Fi and on-site bicycle rentals.

Steps from Duval Street, this adults-only hotel offers a heated swimming pool and is a 3-minute walk from the Ernest Hemingway House and Museum and the Historic Lighthouse.
Enjoy complimentary continental breakfast, specialty cocktails at the Orchid Bar, and rooms equipped with a flat-screen TV, microwave, and small refrigerator, all perfect for your Key West getaway with a pool.

Located in a prime Key West district, this hotel offers convenient access to Old Town Bakery and Southpoint Divers, placing you within walking distance of local favorites.
Enjoy a refreshing swim in the hotel's swimming pool, and take advantage of amenities like air conditioning, a terrace/balcony, and a garden for a comfortable stay.

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.

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.

This adults-only hotel in Key West is centrally located, just a 4-minute walk from the Ernest Hemingway House and Museum and the Historic Lighthouse.
Relax and unwind at this hotel with a pool, featuring an outdoor swimming pool, hot tub, and complimentary Wi-Fi.

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.

Prime Key West district location places you within easy reach of Mallory Square, Duval Street, and the Ernest Hemingway Home and Museum, with Simonton Street Beach just 1,500 feet away.
This hotel offers air-conditioned rooms with patios and TVs, complimentary WiFi, and a refreshing outdoor swimming pool perfect for a pool getaway.