Hotels with a swimming pool near The Meadows, Key West

Relax at this beach resort with a private beach, outdoor pool, and a superb restaurant serving seafood.

Enjoy a refreshing stay with an outdoor pool and complimentary breakfast in the heart of Key West.

Enjoy a stay with an outdoor pool, fitness center, and complimentary breakfast in the heart of Key West.

Adults-only guesthouse with an outdoor pool, located steps from Duval Street and Florida Keys Beaches.

Centrally located guesthouse with outdoor pool, complimentary breakfast, and bicycle rentals near Duval Street in Key West.

Enjoy a relaxing stay with an outdoor pool, hot tub, and on-site dining in Key West's vibrant New Town.

Beach hotel in Key West with outdoor pool, restaurant, and 24-hour fitness center, just minutes from Smathers Beach.

Motel with swimming pool, room service, and concierge services in Key West, Florida.

Relax in a resort with 4 outdoor swimming pools, a poolside bar, and complimentary beach shuttle in Key West.

Enjoy an outdoor pool, hot tub, and fitness center in the heart of Key West, just minutes from local attractions.

Enjoy two outdoor swimming pools and a complimentary breakfast just steps from Duval Street in Key West.

Relax by the outdoor pool at this motel with free Wi-Fi and stunning views of Key West’s Garrison Bight.

Centrally located inn with a swimming pool, garden views, and a poolside bar serving American cuisine.

Adults-only inn with 2 outdoor swimming pools, complimentary breakfast, and steps from Duval Street and South Beach.

Adults-only guesthouse with 3 outdoor swimming pools and complimentary continental breakfast in the heart of Key West.

Experience a luxurious stay with a swimming pool, private beach, and on-site restaurant in Key West.

Relax at this resort with a full-service spa, private beach, and outdoor pool in the heart of Key West.

Relax in a guest house with a swimming pool, garden views, and complimentary breakfast in Key West's historic district.

Enjoy a relaxing stay with an outdoor pool, hot tub, and stunning views in Key West.

Adults-only bed and breakfast with a swimming pool, garden, and bicycle rentals in the heart of Key West.