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Florida Keys Flight + Hotel packages

Florida Keys Hotels

See all 856 Hotels in Florida Keys
Havana Cabana at Key West

Havana Cabana at Key West

3420 N. Roosevelt Blvd, Key West
    3.5 out of 5.0
     
     
    3.7 out of 5 (6 reviews)

    Situated in Key West, this hotel is close to Key West Golf Club, Key West Art and Historical Society, and Smathers Beach. Also nearby are Fort East Martello ...

    Havana Cabana at Key West$135

    Havana Cabana at Key West$135
    Bayside Inn Key Largo

    Bayside Inn Key Largo

    99490 Overseas Hwy, Key Largo
      2.5 out of 5.0
       
       
      2.9 out of 5 (124 reviews)

      This beachfront Florida Bay hotel is in the center of Key Largo, within walking distance to numerous restaurants and coffee shops. John Pennekamp Coral Reef ...

      Bayside Inn Key Largo$82

      Bayside Inn Key Largo$82
      The Perry Hotel Key West

      The Perry Hotel Key West

      7001 Shrimp Road, Key West
        4.0 out of 5.0
         
         
        4.6 out of 5 (19 reviews)

        Situated on the waterfront, this resort is 1.3 mi (2.2 km) from Key West Harbour and 1.8 mi (2.8 km) from Key West Golf Club. Smathers Beach and Ernest Hemingway ...

        The Perry Hotel Key West$157

        The Perry Hotel Key West$157
        Ibis Bay Beach Resort

        Ibis Bay Beach Resort

        3101 N. Roosevelt Blvd, Key West
          2.5 out of 5.0
           
           
          3.5 out of 5 (96 reviews)

          The white-sand beach of Ibis Bay Beach Resort is a 5-minute drive from downtown Key West. Both the Ernest Hemingway Home & Museum and Southernmost Point are ...

          Ibis Bay Beach Resort$147

          Ibis Bay Beach Resort$147
          Southernmost Beach Resort

          Southernmost Beach Resort

          1319 Duval Street, Key West
            4.0 out of 5.0
             
             
            4.5 out of 5 (214 reviews)

            This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters ...

            Southernmost Beach Resort$209

            Southernmost Beach Resort$209
            Oceans Edge Key West Resort, Hotel & Marina

            Oceans Edge Key West Resort, Hotel & Marina

            5950 Peninsular Avenue, Key West
              4.0 out of 5.0
               
               
              4.5 out of 5 (34 reviews)

              Situated on the boardwalk, this hotel is 0.2 mi (0.4 km) from Key West Harbour and within 3 mi (5 km) of Robbie's and Key West Golf Club. Ernest Hemingway Home ...

              Oceans Edge Key West Resort, Hotel & Marina$118

              Oceans Edge Key West Resort, Hotel & Marina$118
              The Gates Hotel Key West

              The Gates Hotel Key West

              3824 N Roosevelt Blvd, Key West
                4.0 out of 5.0
                 
                 
                3.5 out of 5 (76 reviews)

                Situated at the northern tip of Key West, this hotel is within 2 miles (3.2 kilometers) of Smathers Beach and the airport and is minutes away from Earnest Hemingway ...

                The Gates Hotel Key West$135

                The Gates Hotel Key West$135
                Best Western Key Ambassador Resort Inn

                Best Western Key Ambassador Resort Inn

                3755 S Roosevelt Blvd, Key West
                  2.5 out of 5.0
                   
                   
                  4.1 out of 5 (23 reviews)

                  Located on the Atlantic side of Island and just minutes from the Key West Art Society and Historical Downtown. Nearby points of interest include Smathers Beach, ...

                  Best Western Key Ambassador Resort Inn$152

                  Best Western Key Ambassador Resort Inn$152
                  Key Largo Bay Marriott Beach Resort

                  Key Largo Bay Marriott Beach Resort

                  103800 Overseas Hwy, Key Largo
                    3.5 out of 5.0
                     
                     
                    4.0 out of 5 (115 reviews)

                    Located on the west coast of Key Largo near a coral-reef state park, this family-friendly resort includes 17 acres of bayside property, thatched cabanas, and ...

                    Key Largo Bay Marriott Beach Resort$143

                    Key Largo Bay Marriott Beach Resort$143
                    Heron House - Adult Only

                    Heron House - Adult Only

                    512 Simonton St, Key West
                      3.5 out of 5.0
                       
                       
                      4.5 out of 5 (30 reviews)

                      Heron House is surrounded by the 187 historic buildings of old Key West, and a 10-minute walk from the Ernest Hemingway Home and Museum and the waterfront at ...

                      Heron House - Adult Only$129

                      Heron House - Adult Only$129
                      Map

                      Experience Your Best Florida Keys Vacation

                      Cross the Overseas Highway to the distant Florida Keys and the symbolism is hard to miss: you're not leaving the country, but then again, you are. From top to bottom, the Keys offer something magically removed and unlike any other US beach vacation.

                      With everything from sunken treasures in Key Largo and family-friendly exploration in Marathon to trophy fishing in Islamorado and pub-studded Key West, this is a place of must-see and must-do.

                      Ready to design your own Florida Keys vacation? Start with this Orbitz insider guide for our favorite things to do, best times to go and insider gems.

                      Best time to take a vacation to Florida Keys

                      Spring break, pleasant weather, festivals or cheap rates -- your Florida Keys vacation is as easy as good timing.

                      For a perfectly balmy winter or spring break vacation, visit the Keys from December to May for temperatures in the low 80s. It's popular time to visit but the swelling, energetic scene is exactly the draw, especially for those heading to wild Key West.

                      Visit June through October for the lowest rates and fewer crowds when humidity and regular rainfall are the norm. Celebrate Key West's annual Hemingway Festival in July with readings, a fishing tournament and a look-a-like contest.

                      Insider tips for Florida Keys travel

                      Beach at Fort Zachary Taylor Historic State Park (Key West)

                      Follow locals to this pristine beach with Australian pines and vibrant reefs.

                      Jetpack water sports

                      Strap on a jet pack and unleash your inner James Bond. Tethered to an unmanned water craft, this thrilling new water sport sets you into flight to turn, hover and cruise 30 feet over the water.

                      Scooner Wharf Bar (Key West)

                      Hang with boaters and locals, catch live acts from magicians to musicians and feast on fresh seafood.

                      Mrs. Mac's Kitchen (Key Largo)

                      Belly up to this quirky roadside diner for delish homemade grub. Swing by for champagne breakfast, or join the lunch/dinner crowd for hogfish and the famed Key Lime Freeze.

                      Full Moon Party at Pierre's Restaurant (Islamorada)

                      Every time there's a full moon, this seaside restaurant throws a huge beach party, complete with fireworks, tiki bars, a Reggae band, stilt walkers, fireblowers, acrobats, face painters and more.

                      *Savings based on all holiday package bookings with Flight + Hotel on Orbitz.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      * Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.