Compare Hotels with Pools in Key West, FL

Located in Key West's Old Town, this hotel is within a 10-minute walk of Duval Street, the Ernest Hemingway Home and Museum, and Fort Zachary Taylor Historic State Park, offering prime access to local attractions.
Enjoy a relaxing stay at this 2-star hotel with a swimming pool, air conditioning, and a garden, just 15 minutes on foot from Southernmost Point and the Florida Keys beaches.

Offering a year-round outdoor swimming pool, The Laureate Key West is located in Key West, 2.5 miles from Key West International Airport and a short drive from attractions like the Ernest Hemingway Home and Museum (3.2 miles) and Duval Street (3.3 miles).
This 3-star hotel provides rooms with air conditioning, balconies, and sea views, and is pet-friendly, welcoming up to two dogs per room for an additional fee.

Located in central Key West, this hotel is just a short walk from Mallory Square, Duval Street, and the Ernest Hemingway Home and Museum.
This hotel offers a King Suite Balcony with 280 square feet of space, accommodating up to 4 guests, and features a swimming pool with city views, air conditioning, and free WiFi.

Just 2,640 feet from Duval Street, this hotel is a 6-minute walk from the Ernest Hemingway Home and Museum and 0.5 miles from South Beach - Key West.
Enjoy a refreshing swim in the hotel's outdoor swimming pool with poolside seating, complemented by free Wi-Fi and modern rooms featuring iPod docking stations and flat-screen TVs.

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.

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.

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.

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.

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.

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.

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 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.

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 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 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 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.

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.

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 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 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.

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.

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.

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.

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.

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.

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.