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Florida Keys(1,761)

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Kawama Yacht Club- Oceanfront Private Beach - Sunsets!
    2 Bedrooms,
  • 2 Bathrooms
    • , Sleeps 8
$200 - $300
per night

Kawama Yacht Club- Oceanfront Private Beach - Sunsets!

Book it Now!
3 night Minimum Stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
  1. Upper Florida Keys >
  2. Key Largo Condo
#404942vb
    (17)
    Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West
      2 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6
    $975 - $1,550
    per week

    Ocean Perch , Dock 80'Heated Pool Deep Channel Tennis 15 min Key West

    7 night Minimum Stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
    1. Lower Florida Keys >
    2. Key West House
    #315267
      (45)
      Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean
        1 Bedrooms,
      • 1 Bathroom
        • , Sleeps 2
      $149 - $189
      per night

      Charming, Romantic, Funky, Cozy, Unique, Beautiful, Island Charm, Beach, Ocean

      Book it Now!
      2 - 3 night Minimum Stay
      • 1 BR,
      • 1 BA,
      • Sleeps 2
      1. Lower Florida Keys >
      2. Key West Bungalow
      #972748
        (7)
        Private Luxury in Prestigious Casa Marina Neighborhood
          3 Bedrooms,
        • 3 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 7
        $3,500 - $8,800
        per month

        Private Luxury in Prestigious Casa Marina Neighborhood

        28 night Minimum Stay
        • 3 BR,
        • 3 BA,
        • 1 HF BA,
        • Sleeps 7
        1. Lower Florida Keys >
        2. Key West House
        #298674
          (14)
          Waterfront, Boat Ramp, Pool, Tennis, Golf, Fishing, Diving
            1 Bedrooms,
          • 1 Bathroom
            • , Sleeps 4
          $125 - $135
          per night

          Waterfront, Boat Ramp, Pool, Tennis, Golf, Fishing, Diving

          Book it Now!
          3 night Minimum Stay
          • 1 BR,
          • 1 BA,
          • Sleeps 4
          1. Central Florida Keys >
          2. Marathon Condo
          #910616
            (5)
            Full Month Discounts Now Available in Truman Annex, Key West
              2 Bedrooms,
            • 2 Bathrooms, 
            • 1 Half Bath
              • , Sleeps 5
            $1,750 - $2,751
            per week

            Full Month Discounts Now Available in Truman Annex, Key West

            7 night Minimum Stay
            • 2 BR,
            • 2 BA,
            • 1 HF BA,
            • Sleeps 5
            1. Lower Florida Keys >
            2. Key West Condo
            #982960
              (12)
              Private Yacht 3 blocks from Duval Street & Sloppy Joe's
                3 Bedrooms, Sleeps 6
              $575 - $650
              per night

              Private Yacht 3 blocks from Duval Street & Sloppy Joe's

              2 - 5 night Minimum Stay
              • 3 BR,
              • Sleeps 6
              1. Lower Florida Keys >
              2. Key West Yacht
              #390580vb
                (21)
                Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West
                  3 Bedrooms,
                • 2 Bathrooms
                  • , Sleeps 10
                $1,800 - $2,900
                per week

                Oceanfront Acre Heated Private Pool Sandy Area Dock 15 Min Key West

                7 night Minimum Stay
                • 3 BR,
                • 2 BA,
                • Sleeps 10
                1. Lower Florida Keys >
                2. Key West House
                #317093
                  (51)
                  Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi
                    4 Bedrooms,
                  • 3 Bathrooms
                    • , Sleeps 8
                  $2,400 - $2,550
                  per week

                  Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi

                  7 night Minimum Stay
                  • 4 BR,
                  • 3 BA,
                  • Sleeps 8
                  1. Upper Florida Keys >
                  2. Key Largo House
                  #332253
                    (26)
                    Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes
                      1 Bedrooms,
                    • 1 Bathroom
                      • , Sleeps 4
                    $185 - $328
                    per night

                    Luxury Spacious Townhouse overlooking Pool w/ water view & 2 Bikes

                    3 - 5 night Minimum Stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 4
                    1. Lower Florida Keys >
                    2. Key West Townhome
                    #3472045
                      (8)
                      New Home in Gated Community with Oceanview, Pool & Dock! MM21!
                        2 Bedrooms,
                      • 3 Bathrooms
                        • , Sleeps 6

                      New Home in Gated Community with Oceanview, Pool & Dock! MM21!

                      • 2 BR,
                      • 3 BA,
                      • Sleeps 6
                      1. Lower Florida Keys >
                      2. Cudjoe Key House
                      #356519vb
                        (14)
                        Oceanfront Condominium - Key West Oceanfront at the Coral Reef
                          2 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 6
                        $265 - $495
                        per night

                        Oceanfront Condominium - Key West Oceanfront at the Coral Reef

                        4 - 5 night Minimum Stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                        1. Lower Florida Keys >
                        2. Key West Condo
                        #154612
                          (34)
                          Special Offer **SAVE** $350.00 OFF WEEKLY RATES (June 15 - June 22)
                          Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI
                            2 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 6
                          $1,080 - $1,380
                          per week

                          Oceanfront resort condo beautifully renovated. Ocean & Marina views Free WI-FI

                          7 night Minimum Stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                          1. Upper Florida Keys >
                          2. Key Largo Condo
                          #172415
                            (25)
                            Walk to the beach!
                              1 Bedrooms,
                            • 1 Bathroom
                              • , Sleeps 2
                            $2,146 - $2,884
                            per month

                            Walk to the beach!

                            Book it Now!
                            28 night Minimum Stay
                            • 1 BR,
                            • 1 BA,
                            • Sleeps 2
                            1. Lower Florida Keys >
                            2. Key West Studio
                            #392129
                              2 Reviews
                              Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon
                                2 Bedrooms,
                              • 2 Bathrooms
                                • , Sleeps 4
                              $320 - $375
                              per night

                              Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon

                              2 - 3 night Minimum Stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 4
                              1. Lower Florida Keys >
                              2. Key West Yacht
                              #229193
                                (19)
                                Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water
                                  3 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 7
                                $300 - $350
                                per night

                                Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water

                                3 night Minimum Stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 7
                                1. Upper Florida Keys >
                                2. Islamorada House
                                #330045
                                  (17)
                                  Beautiful Key Largo Town Home Fully Renovated Top to Bottom
                                    2 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 6
                                  $180 - $200
                                  per night

                                  Beautiful Key Largo Town Home Fully Renovated Top to Bottom

                                  3 night Minimum Stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                  1. Upper Florida Keys >
                                  2. Key Largo Townhome
                                  #450084vb
                                    (8)
                                    HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
                                      3 Bedrooms,
                                    • 2 Bathrooms
                                      • , Sleeps 6
                                    $6,409 - $7,196
                                    per month

                                    HGTV Featured Home - Boaters Paradise! Waterfront Key West Home

                                    28 night Minimum Stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                    1. Lower Florida Keys >
                                    2. Key West House
                                    #277391
                                      (32)
                                      Seaglass-20 feet from the Gulf--Special Rate Aug. thru Dec. 20 !!!!!!
                                        2 Bedrooms,
                                      • 2 Bathrooms, 
                                      • 1 Half Bath
                                        • , Sleeps 6
                                      $1,195 - $2,195
                                      per week

                                      Seaglass-20 feet from the Gulf--Special Rate Aug. thru Dec. 20 !!!!!!

                                      7 - 14 night Minimum Stay
                                      • 2 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 6
                                      1. Central Florida Keys >
                                      2. Marathon Condo
                                      #218282
                                        (46)
                                        Luxury New Home with Pool/Dock on the Atlantic Near Key West
                                          2 Bedrooms,
                                        • 3 Bathrooms
                                          • , Sleeps 6
                                        $250 - $310
                                        per night

                                        Luxury New Home with Pool/Dock on the Atlantic Near Key West

                                        3 night Minimum Stay
                                        • 2 BR,
                                        • 3 BA,
                                        • Sleeps 6
                                        1. Lower Florida Keys >
                                        2. Cudjoe Key House
                                        #3020462
                                          (20)
                                          Seas The Keys! Vacation Paradise on Deep Water Flow Through Canal
                                            3 Bedrooms,
                                          • 3 Bathrooms
                                            • , Sleeps 8
                                          $2,100 - $2,450
                                          per week

                                          Seas The Keys! Vacation Paradise on Deep Water Flow Through Canal

                                          Book it Now!
                                          7 night Minimum Stay
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                          1. Lower Florida Keys >
                                          2. Summerland Key House
                                          #436601vb
                                            2 Reviews
                                            Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets
                                              2 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 6
                                            $1,600
                                            per week

                                            Meagan's Beach House - Bayfront Home with spectacular Sunrises and Sunsets

                                            7 night Minimum Stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                            1. Upper Florida Keys >
                                            2. Key Largo House
                                            #265117
                                              (21)
                                              Oceanfront (Gulf) Condo, Fabulous Views, Heated Pool & Dock
                                                2 Bedrooms,
                                              • 2 Bathrooms, 
                                              • 1 Half Bath
                                                • , Sleeps 6
                                              $986 - $1,586
                                              per week

                                              Oceanfront (Gulf) Condo, Fabulous Views, Heated Pool & Dock

                                              7 night Minimum Stay
                                              • 2 BR,
                                              • 2 BA,
                                              • 1 HF BA,
                                              • Sleeps 6
                                              1. Central Florida Keys >
                                              2. Marathon Condo
                                              #113802
                                                (94)
                                                Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
                                                  2 Bedrooms,
                                                • 2 Bathrooms
                                                  • , Sleeps 6
                                                $520 - $525
                                                per night

                                                Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach

                                                Book it Now!
                                                3 night Minimum Stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                1. Lower Florida Keys >
                                                2. Key West House
                                                #3498085
                                                  2 Reviews
                                                  Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
                                                    2 Bedrooms, Sleeps 4

                                                  Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!

                                                  • 2 BR,
                                                  • Sleeps 4
                                                  1. Lower Florida Keys >
                                                  2. Key West Condo
                                                  #938538
                                                    (18)
                                                    Florida Keys Beach Home Heated pool Docks
                                                      2 Bedrooms,
                                                    • 2 Bathrooms
                                                      • , Sleeps 6
                                                    $113 - $350
                                                    per night

                                                    Florida Keys Beach Home Heated pool Docks

                                                    3 - 5 night Minimum Stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                    1. Central Florida Keys >
                                                    2. Marathon Townhome
                                                    #306629
                                                      (86)
                                                      Affordable Key Largo Beach Cottage! Open water location
                                                        2 Bedrooms,
                                                      • 2 Bathrooms
                                                        • , Sleeps 6
                                                      $185
                                                      per night

                                                      Affordable Key Largo Beach Cottage! Open water location

                                                      3 night Minimum Stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                      1. Upper Florida Keys >
                                                      2. Key Largo House
                                                      #107982
                                                        (6)
                                                        Waterfront Cottage - Beach and Dockage! Sunset Views!
                                                          2 Bedrooms,
                                                        • 1 Bathroom
                                                          • , Sleeps 4
                                                        $150
                                                        per night

                                                        Waterfront Cottage - Beach and Dockage! Sunset Views!

                                                        3 night Minimum Stay
                                                        • 2 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                        1. Upper Florida Keys >
                                                        2. Key Largo House
                                                        #225990
                                                          (3)
                                                          Marathon Pool Home, 135 Ft. Dock, Waterfront, Balcony Sleeps 10
                                                            4 Bedrooms,
                                                          • 5 Bathrooms
                                                            • , Sleeps 10
                                                          $2,450 - $5,250
                                                          per week

                                                          Marathon Pool Home, 135 Ft. Dock, Waterfront, Balcony Sleeps 10

                                                          7 night Minimum Stay
                                                          • 4 BR,
                                                          • 5 BA,
                                                          • Sleeps 10
                                                          1. Central Florida Keys >
                                                          2. Marathon House
                                                          #109763
                                                            (16)
                                                            *$1350 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club
                                                              3 Bedrooms,
                                                            • 2 Bathrooms, 
                                                            • 1 Half Bath
                                                              • , Sleeps 8
                                                            $1,350 - $2,095
                                                            per week

                                                            *$1350 wk 3/2.5 Lg Gulfside House with Dock & Cabana Club

                                                            7 night Minimum Stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 8
                                                            1. Central Florida Keys >
                                                            2. Marathon House
                                                            #186293
                                                              (48)
                                                              • 1 - 30 of 1,761
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