Best Hotels in Monroe County for 2025

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.

Our customers tell us that they can't get enough of the pool at Hilton Garden Inn Key West / The Keys Collection. During your stay, you're just a quick walk from Key West Tropical Forest and Botanical Garden. Free WiFi in public areas, a free area shuttle and 2 restaurants are available.

Our customers tell us that they can't get enough of the pool at Beachside Resort & Residences. During your stay, you're just a quick walk from Key West Tropical Forest and Botanical Garden. Free WiFi in public areas, a free area shuttle and 2 restaurants are available.

Our customers tell us that they can't get enough of the pool at Oceans Edge Key West Resort, Hotel & 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.

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 Margaritaville Beach House Key West's great beach location. During your stay, you'll be within walking distance of Clarence S. Higgs Memorial Beach Park. An outdoor pool, a restaurant and a 24-hour gym are available. This property offers pet-friendly amenities, such as food and water bowls.

The free breakfast at Chesapeake Beach Resort gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Enjoy features like free WiFi in public areas, plus 2 outdoor pools and a marina.

La Concha Key West, Autograph Collection's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Free WiFi in public areas, 3 restaurants and 2 bars are available.

Our customers tell us that they can't get enough of the pool at The Perry Hotel & Marina Key West. During your stay, you'll be within walking distance of Stock Island Yacht Club & Marina. Enjoy features like free WiFi in public areas, plus 2 outdoor pools and 2 restaurants. Some of the pet-friendly amenities that this property offers include food and water bowls and an off-lead area.

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.

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.

Our customers tell us that they can't get enough of the pool at Hyatt Vacation Club at Windward Pointe, Key West. During your stay, you're just a quick walk from Fort East Martello Museum and Gallery. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.

During your stay at Casa Marina Key West, Curio Collection by Hilton, you're just a quick walk from Florida Keys Beaches. You'll find features such as free WiFi in public areas, plus 2 outdoor pools and a full-service spa.

Our customers tell us that they can't get enough of the free breakfast at Winslow's Bungalows - Key West Historic Inns. 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.

Our customers tell us that they can't get enough of the helpful staff at Cheeca Lodge & Spa. During your stay, you're just a quick walk from Matecumbe United Methodist Church. Free valet parking, 3 outdoor pools and 3 restaurants are available.