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Florida Keys with Parking Included(2,177)

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Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10
    3 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 10
$695 - $855
per night

Ocean Breeze Suites-3 Bd, 3 Bath with loft Sleeps 10

Book it Now!
2 - 4 night Minimum Stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
  1. Lower Florida Keys >
  2. Key West Condo
#367100
    (12)
    Key West Condo in Truman Annex with Whirlpool Tub, 2 Bikes, & Access to Pool!
      2 Bedrooms, Sleeps 4
    $1,300 - $1,950
    per week

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

    Book it Now!
    7 night Minimum Stay
    • 2 BR,
    • Sleeps 4
    1. Lower Florida Keys >
    2. Key West Condo
    #938538
      (18)
      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)
        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)
          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
            (8)
            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)
              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)
                STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
                  1 Bedrooms,
                • 1 Bathroom
                  • , Sleeps 4

                STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN

                • 1 BR,
                • 1 BA,
                • Sleeps 4
                1. Lower Florida Keys >
                2. Key West Condo
                #966039
                  (17)
                  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)
                      'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...
                        2 Bedrooms,
                      • 2 Bathrooms, 
                      • 1 Half Bath
                        • , Sleeps 5
                      $2,950 - $5,000
                      per week

                      'GULFSIDE VISTAS @ TRUMAN ANNEX': Lavish Oceanfront 2BR/2.5BA Penthouse Condo...

                      7 night Minimum Stay
                      • 2 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 5
                      1. Lower Florida Keys >
                      2. Key West Condo
                      #904145
                        (19)
                        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
                          (4)
                          Ocean Suite at the Galleon Resort
                            2 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 8
                          $495 - $695
                          per night

                          Ocean Suite at the Galleon Resort

                          Book it Now!
                          2 - 4 night Minimum Stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 8
                          1. Lower Florida Keys >
                          2. Key West Condo
                          #929000
                            (4)
                            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)
                              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)
                                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)
                                  Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower
                                    2 Bedrooms,
                                  • 2 Bathrooms
                                    • , Sleeps 8
                                  $950 - $2,095
                                  per week

                                  Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower

                                  7 night Minimum Stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 8
                                  1. Upper Florida Keys >
                                  2. Key Largo Condo
                                  #233900
                                    (32)
                                    'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...
                                      2 Bedrooms,
                                    • 2 Bathrooms
                                      • , Sleeps 6
                                    $2,100 - $3,800
                                    per week

                                    'OLD TOWN OASIS @ TRUMAN ANNEX': Luxurious 2BR/2BA Condo + Oceanside Pool...

                                    7 night Minimum Stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                    1. Lower Florida Keys >
                                    2. Key West Condo
                                    #390175
                                      (23)
                                      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 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)
                                          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)
                                            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)
                                              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)
                                                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)
                                                  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
                                                    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)
                                                        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
                                                          World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock
                                                            7 Bedrooms,
                                                          • 6 Bathrooms
                                                            • , Sleeps 14
                                                          $7,000
                                                          per week

                                                          World-Class Private Retreat Compound - Over 300' Waterfront- 152' Dock

                                                          Book it Now!
                                                          7 night Minimum Stay
                                                          • 7 BR,
                                                          • 6 BA,
                                                          • Sleeps 14
                                                          1. Upper Florida Keys >
                                                          2. Key Largo Estate
                                                          #3482337
                                                            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)
                                                              • 1 - 30 of 2,177
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