Compare Hotels with Pools in Key West, FL

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.

Perfectly situated in downtown Key West, this Victorian-style hotel is steps from Duval Street and a 3-minute walk to Florida Keys beaches, with South Beach just 0.16 miles and the Southernmost Point 0.25 miles away.
Guests can enjoy two outdoor swimming pools and complimentary bicycle rentals for exploring the island, alongside daily continental breakfast and a social reception.

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.

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 just 2297 feet from Mallory Square and 2625 feet from the Key West Aquarium, this hotel offers a prime Key West location.
Enjoy air-conditioned units with cable flat-screen TVs, DVD players, and optional balconies and kitchens, alongside an on-site spa center and a launderette, with a swimming pool available for guests.

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.

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.

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.

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.

Located in central Key West, Hôtel The Marker Key West Harbor Resort is just 1,968 feet from Simonton Street Beach.
This 4-star hotel offers a swimming pool, complimentary WiFi, and is pet-friendly, perfect for a 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.

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.

This spacious Old Town Key West apartment is located in the Meadows neighborhood, a short walk to Bayview Park and Fausto's grocery, offering a quiet retreat with proximity to major attractions.
Enjoy a private swimming pool and a 43-foot boat slip with direct water access, perfect for large groups of up to 12 guests, in this dog-friendly property featuring a gourmet chef's kitchen and high-speed internet.

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.

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.