Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Cow Key Flight + Hotel packages

Top Hotel Deals

See all 453 Properties in Cow Key
Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd, Key West
    2.5 out of 5.0
     
     

    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$152

    Ibis Bay Beach Resort$152
    The Gates Hotel Key West

    The Gates Hotel Key West

    3824 N Roosevelt Blvd, Key West
      4.0 out of 5.0
       
       

      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$140

      The Gates Hotel Key West$140
      Southernmost Beach Resort

      Southernmost Beach Resort

      1319 Duval Street, Key West
        4.0 out of 5.0
         
         

        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$194

        Southernmost Beach Resort$194
        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
           
           

          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$139

          Oceans Edge Key West Resort, Hotel & Marina$139
          Best Western Key Ambassador Resort Inn

          Best Western Key Ambassador Resort Inn

          3755 S Roosevelt Blvd, Key West
            2.5 out of 5.0
             
             

            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, ...

            Heron House - Adult Only

            Heron House - Adult Only

            512 Simonton St, Key West
              3.5 out of 5.0
               
               

              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$119

              Heron House - Adult Only$119
              Albury Court Hotel - Key West

              Albury Court Hotel - Key West

              1030 Eaton St, Key West
                3.0 out of 5.0
                 
                 

                Albury Court is a 15-minute walk from the bars and restaurants of Duval Street, the island's popular nightlife destination. The beach and waterfront are 3 blocks ...

                Albury Court Hotel - Key West$159

                Albury Court Hotel - Key West$159
                DoubleTree Resort by Hilton Grand Key - Key West

                DoubleTree Resort by Hilton Grand Key - Key West

                3990 S Roosevelt Blvd, Key West
                  3.5 out of 5.0
                   
                   

                  Located on the quieter side of Key West, this tropical-style resort offers complimentary scheduled shuttle service to Duval Street as well as shuttle service ...

                  DoubleTree Resort by Hilton Grand Key - Key West$149

                  DoubleTree Resort by Hilton Grand Key - Key West$149
                  The Marker Waterfront Resort Key West

                  The Marker Waterfront Resort Key West

                  200 William Street, Key West
                    4.0 out of 5.0
                     
                     

                    Located in Key West Historic District, this hotel is within 1 mi (2 km) of Mallory Square and Florida Keys National Marine Sanctuary. Southernmost Point is 1.5 ...

                    The Marker Waterfront Resort Key West$178

                    The Marker Waterfront Resort Key West$178
                    Margaritaville Key West Resort & Marina

                    Margaritaville Key West Resort & Marina

                    245 Front Street, Key West
                      4.0 out of 5.0
                       
                       

                      Situated in Key West, this hotel is steps from Custom House Museum, Audubon House and Tropical Gardens, and Mallory Square. Ernest Hemingway Home and Museum ...

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.