Key West Hotels with Pool

Our customers tell us that they can't get enough of the pool at Southernmost Beach Resort and Guesthouses. During your stay, you're just a quick walk from Duval Street. Features include 3 outdoor pools, 2 poolside bars and a full-service spa.

Our customers tell us they can't get enough of Blue Flamingo Resort Key West's great location. During your stay, you'll be within walking distance of Regal Key West. Enjoy features like free WiFi in public areas and a free area shuttle, plus 2 outdoor pools. This property offers pet-friendly amenities, such as an off-lead area.

The free breakfast at Hampton Inn Key West FL gets high marks from our customers. During your stay, you're just a quick walk from Fort East Martello Museum and Gallery. Free WiFi in public areas, an outdoor pool and a restaurant are available.

Our customers tell us they can't get enough of Parrot Key Hotel & Villas's great location. During your stay, you'll be within walking distance of Regal Key West. Enjoy features like free WiFi in public areas and a free area shuttle, plus 4 outdoor pools.

The free breakfast at Silver Palms Inn & Historic Homes gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Features include free WiFi in public areas, plus an outdoor pool and concierge services.

The free breakfast at Fairfield Inn and Suites by Marriott Key West gets high marks from our customers. During your stay, you'll be within walking distance of Florida Keys Beaches. Enjoy features like free WiFi in public areas, plus an outdoor pool and a restaurant.

The free breakfast at The Southernmost Inn - Adults Only gets good marks from our customers. During your stay, you're just a quick walk from Duval Street. Enjoy features like a free manager's reception, plus 2 outdoor pools and a coffee shop/cafe.

Our customers tell us that they can't get enough of the pool at Hilton Key West Resort & Marina. During your stay, you're just a quick walk from Stock Island Yacht Club & Marina. Enjoy features like free WiFi in public areas, plus 6 outdoor pools and a restaurant. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they enjoy the free breakfast at Fairfield by Marriott Inn & Suites Key West at The Keys Collection. During your stay, you'll be within walking distance of Key West Tropical Forest and Botanical Garden. Free WiFi in public areas, free self-parking and an outdoor pool are available.

Our customers tell us they can't get enough of DoubleTree Resort by Hilton Grand Key - Key West's great location. During your stay, you'll be within walking distance of Fort East Martello Museum and Gallery. Free WiFi in public areas, a free round-trip airport shuttle and a free beach shuttle are available.

The free breakfast at Ibis Bay Beach Resort gets good marks from our customers. During your stay, you're just a quick walk from Regal Key West. Enjoy features like free WiFi in public areas, plus an outdoor pool and a restaurant.

Our customers tell us they can't get enough of The Reach Key West, Curio Collection by Hilton's great beach location. During your stay, you're just a quick walk from Duval Street. You'll find features such as a full-service spa, an outdoor pool and a restaurant.

Our customers tell us they can't get enough of Pier House Resort & Spa's great beach location. During your stay, you're just a quick walk from Duval Street. 2 bars, a full-service spa and an outdoor pool are available.

The free breakfast at The Cabana Inn Key West - Adults Only gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. You'll find features such as an outdoor pool, a snack bar/deli and 1 hot tub.

Winslow's Bungalows - Key West Historic Inns's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. You'll find features such as free WiFi in public areas, plus 3 outdoor pools and a poolside bar. This property offers pet-friendly amenities, such as food and water bowls.