Luxury Hotels in Monroe County, United States of America

With a stay at this condo resort in Tavernier, you'll be on the boardwalk, just a 1-minute walk from Baker's Cay Resort Beach and 14 minutes by foot from Harry Harris Park. This 5-star condominium resort is 10.9 mi (17.6 km) from John Pennekamp Coral Reef State Park and 7.5 mi (12 km) from Jimmy Johnson's Big Chill.

When you stay at this vacation home in Islamorada, you'll be in a shopping district, within a 10-minute walk of Founders Park and Islamorada County Park. This vacation home is 1.9 mi (3.1 km) from Windley Key Fossil Reef Geological State Park and 3.7 mi (5.9 km) from History of Diving Museum.

With a stay at this cottage in Key West (Old Town Key West), you'll be within a 10-minute walk of Duval Street and USCGC Ingham Maritime Museum. This 5-star cottage is 0.4 mi (0.7 km) from Fort Zachary Taylor Historic State Park and 0.7 mi (1.1 km) from Mallory Square.

When you stay at Little Palm Island Resort & Spa - A Noble House Resort in Little Torch Key, you'll be by the ocean, within a 5-minute drive of National Key Deer Refuge Visitor Center and Big Pine Key Flea Market. This 4.5-star resort is 6.9 mi (11.1 km) from Florida Keys Beaches and 9.4 mi (15.1 km) from Bahia Honda State Park.

Located in Key West (Key West Historic District), this cottage is within a 5-minute walk of Duval Street and Key West Cemetery. This 4.5-star cottage is 1.2 mi (1.9 km) from Mallory Square and 1.9 mi (3 km) from Smathers Beach.

Located in Key Largo, Playa Largo Resort & Spa, Autograph Collection is by the sea, a 4-minute drive from Jimmy Johnson's Big Chill and 10 minutes from Florida Keys Dive Center. This 4.5-star resort is 5.8 mi (9.4 km) from John Pennekamp Coral Reef State Park and 9 mi (14.5 km) from Florida Keys Visitor Center.

With a stay at Isla Bella Beach Resort & Spa in Marathon, you'll be on the beach, just steps from Vaca Key and a 3-minute drive from Seven Mile Bridge. This 4.5-star hotel is 3.4 mi (5.5 km) from Florida Keys Country Club and 4.7 mi (7.6 km) from Sombrero Beach.

In the heart of Marathon, Faro Blanco Resort & Yacht Club is within a 5-minute drive of Pigeon Key Foundation and Crane Point Museum and Nature Center. This 4-star hotel is 3.3 mi (5.3 km) from Seven Mile Bridge and 3.8 mi (6.2 km) from Sombrero Beach.

When you stay at La Siesta Resort & Villas in Islamorada, you'll be on the waterfront, within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center. This beach resort is 1 mi (1.7 km) from Hurricane Monument and 1.3 mi (2.1 km) from Florida Keys Brewing Co..

With a stay at The Porch on Frances Inn in Key West (Key West Historic District), you'll be within a 15-minute walk of Duval Street and Key West Burlesque Theater. This 4-star inn is 1.1 mi (1.8 km) from Mallory Square and 1.9 mi (3.1 km) from Smathers Beach.

With a stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, within a 15-minute drive of Duval Street and Stock Island Yacht Club & Marina. This 4-star hotel is 4.3 mi (6.9 km) from Smathers Beach and 5.9 mi (9.4 km) from Southernmost Point.

Treat yourself to The Reach Key West, and discover our prime location in the southernmost city in the United States. Our recently remodeled Key West, Florida resort is one block from famed Duval Street, just minutes from the best attractions in the area - from the Ernest Hemingway Home & Museum to the Key West Aquarium. Sample unique local dining, chic boutiques, and historic architecture, near our alluring Old Town hotel. Delight in the premier features that uniquely cater to all discriminating travelers at this beachfront Key West, Florida hotel, providing hallmark service in an incomparable setting: - Located in the heart of Old Town, in Key West, Florida - Showcasing Key West's only private natural sand beach as our backyard - One block from the vibrant attractions and pulsing of Duval Street - Minutes from world-class deep-sea fishing, scuba diving, snorkeling, and parasailing - Just 2.5 miles from Key West International Airport (EYW), and 150 miles from Miami International Airport (MIA), and less than 200 miles from Fort Lauderdale International Airport (FLL).

With a stay at The Gardens Hotel, you'll be centrally located in Key West, steps from Duval Street and within a 5-minute walk of St. Paul's Episcopal Church. This 4-star bed & breakfast is 0.3 mi (0.4 km) from Ernest Hemingway Home and Museum and 0.3 mi (0.5 km) from Tennessee Williams Key West Exhibit.

Located in Key West, Margaritaville Beach House Key West is by the ocean, within a 5-minute drive of Smathers Beach and Higgs Beach. This 4-star hotel is 2.2 mi (3.5 km) from South Beach and 2.3 mi (3.6 km) from Duval Street.

When you stay at The Islands of Islamorada in Islamorada, you'll be on the beach, within a 5-minute drive of History of Diving Museum and Matecumbe United Methodist Church. This 4-star villa is 1.4 mi (2.3 km) from Florida Keys Brewing Co. and 1.5 mi (2.3 km) from Hurricane Monument.

With a stay at this vacation home in Key West (Meadows), you'll be within a 5-minute drive of Duval Street and The Unitarian Universalist Fellowship of Key West. This 4-star vacation home is 1.3 mi (2.1 km) from Smathers Beach and 1.5 mi (2.4 km) from Mallory Square.

A stay at The Gates Hotel Key West places you in the heart of Key West, a 2-minute drive from Key West Tropical Forest and Botanical Garden and 6 minutes from Stock Island Yacht Club & Marina. This 4-star hotel is 3.4 mi (5.5 km) from Key West Lighthouse and Keeper's Quarters Museum and 3.5 mi (5.7 km) from Key West Butterfly and Nature Conservatory.

Located in Marathon, Hawks Cay Resort is by the ocean, a 4-minute drive from Curry Hammock State Park and 8 minutes from Long Key State Park. This 4-star hotel is 13.5 mi (21.7 km) from Sombrero Beach and 25.8 mi (41.5 km) from Bahia Honda State Park.

With a stay at Santa Maria Suites in Key West (Old Town Key West), you'll be steps from Duval Street and 3 minutes by foot from South Beach. This 4-star resort is 0.2 mi (0.3 km) from Southernmost Point and 0.6 mi (0.9 km) from Higgs Beach.

With a stay at Havana Cabana at Key West in Key West (New Town), you'll be within a 10-minute drive of Duval Street and Key West Tropical Forest and Botanical Garden. This 4-star hotel is 3 mi (4.8 km) from Smathers Beach and 3.4 mi (5.5 km) from Mallory Square.

With a stay at this vacation home in Key West (Meadows), you'll be within a 5-minute drive of Duval Street and The Unitarian Universalist Fellowship of Key West. This 4-star vacation home is 1.3 mi (2.1 km) from Smathers Beach and 1.5 mi (2.4 km) from Mallory Square.

With a stay at this condo in Key West (Meadows), you'll be within a 5-minute drive of Duval Street and The Unitarian Universalist Fellowship of Key West. This 4-star condo is 1.3 mi (2.1 km) from Smathers Beach and 1.5 mi (2.4 km) from Mallory Square.

A stay at 24 North Hotel Key West places you in the heart of Key West, within a 10-minute drive of Stock Island Yacht Club & Marina and Key West Lighthouse and Keeper's Quarters Museum. This 4-star hotel is 3.5 mi (5.6 km) from Key West Butterfly and Nature Conservatory and 3.6 mi (5.8 km) from Southernmost Point.

With a stay at Cheeca Lodge & Spa in Islamorada, you'll be a 4-minute walk from Matecumbe United Methodist Church and 6 minutes by foot from Florida Keys Brewing Co.. This 4-star resort is 0.4 mi (0.6 km) from Hurricane Monument and 1.2 mi (1.9 km) from Indian Key Historic State Park.

With a stay at Amara Cay Resort in Islamorada, you'll be by the ocean, just a 4-minute walk from Bud n' Mary's Dive Center and 13 minutes by foot from Indian Key Historic State Park. This 4-star resort is 1.4 mi (2.3 km) from Hurricane Monument and 1.6 mi (2.6 km) from Florida Keys Brewing Co..

With a stay at Southernmost Beach Resort, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point. This 4-star hotel is 1.1 mi (1.7 km) from Fort Zachary Taylor Historic State Park.

Situated on the peaceful side of the island, Doubletree by Hilton Grand Key Resort features 216 beautifully appointed guestrooms designed to accommodate families, couples and active seniors. The guestrooms feature modern style decor, paddle fans, internet access, hairdryers, mini-fridges, iron/board and in-room coffee service. Open for breakfast, lunch and dinner, the resort's Palm Haven restaurant is known for fine local cuisine. Specialty drinks, snacks and appetizers are also available at the Gumbo Limbo Tiki Bar. We offer concierge services and handicapped facilities. A zero-entry pool and deck with outdoor Jacuzzi and an exercise/weight room provides guests an opportunity to relax and stay fit. Just a short walk or bike ride away, guests can enjoy a wide variety of beach activities at the DoubleTree Beach Club located at Smathers Beach. Golf is available nearby at the masterfully designed Key West Golf Club.

Located in Marathon, Tranquility Bay Beachfront Hotel and Resort is by the ocean, within a 5-minute drive of Fishermen's Community Hospital and Vaca Key. This 4-star hotel is 3.5 mi (5.6 km) from Sombrero Beach and 12.6 mi (20.3 km) from Bahia Honda State Park.

With a stay at The Guesthouses at Southernmost Beach Resort - Adults only, you'll be centrally located in Key West, steps from Key West Butterfly and Nature Conservatory and Duval Street. This 4-star bed & breakfast is 0.1 mi (0.1 km) from South Beach and 0.1 mi (0.2 km) from Southernmost Point.

Conveniently located on the northernmost island in the Florida Keys, the resort is just minutes by car from the mainland of Florida and 1-2 hours from 3 major airports (one hour South of Miami International Airport, 1.5 hours South of Fort Lauderdale International Airport and 2 hours North of Key West International Airport). Located on 13 acres of private beachfront, the resort is located on The Florida Bay at Mile Market 97.

With a stay at Kimpton Winslow's Bungalows, an IHG Hotel, you'll be centrally located in Key West, within a 5-minute walk of Duval Street and Saint Mary Star of the Sea. This 4-star hotel is 1.1 mi (1.8 km) from Mallory Square and 1.8 mi (2.9 km) from Smathers Beach.

With a stay at this condo in Key West (Meadows), you'll be within a 5-minute drive of Duval Street and The Unitarian Universalist Fellowship of Key West. This 4-star condo is 1.5 mi (2.4 km) from Smathers Beach and 1.5 mi (2.5 km) from Mallory Square.

When you stay at this vacation home in Islamorada, you'll be in a shopping district, within a 15-minute walk of Matecumbe United Methodist Church and Florida Keys Brewing Co.. This 4-star vacation home is 0.8 mi (1.2 km) from Hurricane Monument and 1.5 mi (2.4 km) from History of Diving Museum.