Book Now: Search the best hotels in the vicinity » Best Key West Hotels
— OR —

Chase Away Winter Blues in the Best Hotels in the Florida Keys

Sunset falling on a luxury resort off the Florida Keys

Best Hotels in the Florida Keys

Key West hotels vary dramatically in size and appeal. For the ultimate in luxurious treatment, consider the Cheeca Lodge & Spa on the coast of Florida Bay in Islamorada, which offers guests 1000 feet of private beach with a private fishing pier.  The Santa Maria Suites Resort has received wide accolades for its pristine grounds and modern tropical ambience. The all-suite hotel is only a block away from the Atlantic Ocean, and each room comes complete with a full-kitchen. Gourmet dining is available at the hotel’s Ambrosia restaurant. For those who prefer a bit lower key of an experience, you may want to experience the Truman Hotel, a super trendy boutique hotel in Key West with modern rooms and Smathers Beach just 2 miles away. The earlier you book, the greater your chances for locking in  the best rates at the hotel of your choosing.

The 800 islands extending from the southern tip of Florida draws thousands of tourists from across North America and around the world every year into the best hotels in the Florida Keys. While spring is a popular time for college students to visit, fall and winter are the peak tourist seasons. Hurricane season in Florida lasts from September to November, leaving the winter months idyllic weather for an escape from the cold northern states. Florida Keys hotels fill up quickly during this time of year, so be sure to book in advance.

The Region

The Florida Keys are divided into three sections: upper, middle and lower. Even though there are more than 800 islands, only a few are frequented by tourists and offer four-star Florida Keys hotels. Key Largo and Islamorada are two islands that form part of the upper keys. Key Largo has fantastic snorkeling, even during the winter. You may need a wetsuit depending on how deep into winter you’re visiting, but the fish and underwater scenery will still be unforgettable. Islamorada, further south, has some of the best fishing in the Keys.

The main island in the Middle Keys is Marathon Island. This island is a hub because of its location right in the middle of the Keys, making it more accessible for day trips to other islands.

Big Pine Key and Key West are the furthest to the south. Big Pine Key has lots of outdoor activities for the nature enthusiast. This island is also known for unforgettable snorkeling and pristine beaches. If you’re looking for a party island, this is not the one for you; however, if you’re looking for a tranquil tropical getaway, Big Pine Key is the place.

Key West offers something for everyone. There are storied bars where grizzled locals might regale you with tales of rubbing shoulders with Ernest Hemingway, but the island also offers rural bungalows and guesthouses for vacationers seeking peace and quiet.

The Florida Keys endure as a popular getaway because they offer Americans the feeling of visiting a tropical island, minus the hassle of overseas travel. There’s no passport needed, just room reservations, which should be made well in advance if you plan on booking at Florida Keys hotels during the winter.

You just learned about: Best Hotels in the Florida Keys

Book A Room At One of These Great Hotels

Doubletree Grand Key Resort located in Key West (Florida) Doubletree Grand Key ResortKey West (Florida)"This Key West, Florida resort offers in-room massages. Guest rooms include free Wi-Fi. The resort offers free shuttle service to and from the Key West International Airport."
Sheraton Suites Key West located in Key West (Florida ) Sheraton Suites Key WestKey West (Florida )"Moments away from the pristine beaches of sunny Key West, Florida, this all-suite hotel features a variety of modern amenities and facilities, in a tropical and relaxing atmosphere."
Duval Gardens located in Key West (Florida) Duval GardensKey West (Florida)"This Key West bed and breakfast is just three blocks from the Butterfly and Nature Conservatory. This inn features an outdoor heated pool, continental buffet breakfast and free Wi-Fi."