Featured Key West Romantic Hotels
Historic Key West hotel offers elegant rooms at the heart of Old TownThe historic Chelsea House Pool and Gardens sits at the heart of Old Town Key West. Offering rooms in grand Victorian mansions, which date from 1888 and 1906, Chelsea House Pool and Gardens has classic accommodations with modern... More
great location and great services
Great Place to Stay
La Mer Hotel and Dewey House, Key Wests award-winning oceanfront bed and breakfast, complement our collection of dynamic hotels in historic old town. These intimate bed and breakfasts have a unique, turn-of-the-century feel, 19 spacious rooms and are connected by lush tropical gardens, towering... More
An Island Oasis Tropical Inn, Charming, friendly tropical bed and breakfast with only 6 rooms in great Old Town location just 1.5 blocks to the beach and 1.5 block to Duval Street. Surrounded by lush, tropical gardens, this intimate Bed and Breakfast is an original 1939 stately mansion built to... More
HONEYMOON IN PARADISE
Historic guest rooms, lush courtyard gardens at the heart of Old TownThe Duval House provides a romantic, quiet getaway for honeymooners and couples (no children 16 or younger allowed). Located on Duval Street just a short walk from both the southern beaches and Mallory Square, the Duval House... More
Nice but not exactly what is advertised
Affordable elegance for a luxury vacation or weekend getawayThe Silver Palms Inn Key West is located in Historic Old Town. This Florida hotel offers guests a contemporary appearance, with aquamarine accents set against a background of earth-tone accents. Regardless if guests are here on business,... More
room equipped of all stuff
1500 Reynolds Street Map
Best of Waldorf - Includes hotel credit
Historic beachfront luxury resort on the south side of Key WestBuilt in 1920, the Casa Marina Resort holds a spot on the National Register of Historic Places. The iconic hotel offers an ideal mix of laid-back elegance, old-Key West ambiance and modern luxury. Nestled on the island's southern... More
This place is paradise!
Close to the beach and to the party street
1435 Simonton Street Map
Best of Waldorf - Includes hotel credit
Luxury resort, on-site water sports along Key West's only natural beachThe Reach Resort underwent a major renovation and now features sumptuous accommodations and abundant amenities on the island's only natural beach. Located at the end of Simonton Street just east of the Southernmost Point... More
husband and wife birthday and anniversary
A romantic Getaway
Newly expanded hotel with beach and oceanfront guestroomsThe newly expanded, updated Southernmost on the Beach hotel stretches along a secluded section of Key West coastline, far enough to provide respite from downtown craziness, but close enough to hit the scene any time. Guests can catch some... More
Best Place We've Ever Stayed!
Historic Key West hotel offers elegant rooms two blocks from Duval St. As a historic Key West hotel, the Key Lime Inn holds a place on the National Historic Register. Constructed in 1854, the hotel underwent an award-winning restoration in 1999, and today, the Key Lime Inn offers classic... More
Little Gem in Paradise
601 Front St Map
Receive every 4th consecutive night free
Downtown luxury hotel with spa, water sports and event spaceThe Hyatt Key West Resort and Spa underwent a $10-million-dollar renovation, which included updates to all 118 guestrooms. The resort reflects old-world flair combined with modern amenities, along with impeccable service and a premier... More
Quiet, beachfront hotel offers abundant amenities on Key WestThe Southernmost Hotel sits at the south end of Duval Street near Key West's famous Southernmost Point of the United States. And while Southernmost Hotel is slightly removed from the hustle of the main tourist strip, it is still close... More
Great Hotel & Wonderful Staff
Waterfront luxury just steps from Duval Street and Mallory SquareLocated at the northern end of Duval Street, the Pier House Resort and Caribbean Spa treats guests to Gulf of Mexico views and a location in the island's lively tourist district near Mallory Square. A waterfront fixture for nearly... More
3990 S. Roosevelt Blvd Map
Includes breakfast for two adults & two children
Mid-range rooms and suites with free shuttle service and pet policy The Green Lodging-certified Doubletree Grand Key Resort hotel sits near the airport on the eastern side of Key West, and while it's set apart from the main action on Duval Street and Mallory Square, the Doubletree Grand Key... More
Incredible hotel and staff!
What a joke
Experience Key West style with an ocean front pool and treatment spa Located on Duval Street close to Mallory Square, Old Town and Key West Harbor, the Ocean Key Resort and Spa – A Noble House Hotel - is the ideal place to soak up the Key West style and breathtaking sunsets. Rooms and suites... More
Best vacation in a long time!
Great Escape getaway!
Downtown Key West Inn offers guestrooms overlooking the lighthouse The historic Lighthouse Court Hotel sits at the heart of downtown Key West, next door to the Key West Lighthouse Museum and across the street from the Ernest Hemingway Home and Museum. Located just one block from Duval... More