Best Hotels in Monroe County for 2026

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 that they can't get enough of the pool at Hawks Cay Resort. During your stay, you'll be close to Little Conch Key. Enjoy features like free WiFi in public areas, plus 5 outdoor pools and 4 restaurants.

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.

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.

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 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 they can't get enough of Havana Cabana at Key West 's great location. During your stay, you're just a quick walk from Regal Key West. You'll find features such as free WiFi in public areas and free self-parking, plus an outdoor pool. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us they can't get enough of Hyatt Centric Key West Resort and Spa's great location. During your stay, you're just a quick walk from Duval Street. You'll find features such as free WiFi in public areas, plus a full-service spa and an outdoor pool. This property offers pet-friendly amenities, such as food and water bowls.

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

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 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.

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 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. 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 Hyatt Vacation Club at Beach House, Key West. During your stay, you're just a quick walk from Key West Tropical Forest and Botanical Garden. Enjoy features like free WiFi in public areas, plus an outdoor pool and a bar.