Vacation Rentals with Pool in Key Colony Beach

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Filtering by: Swimming pool

275 vacation rentals

(2) Average 

    49

    Lovely Key Colony Beach 3/2 SFH, pool, 80" deep water dockage

    Florida Keys / Key Colony Beach

    Key Colony Beach house

    3 8 7 nights min

    • 3 bedrooms
    • sleeps 8
    • 7 nights min
    • Swimming pool
    • Ask about children
    • Air conditioning

    Price per night from

    $344

    Responds fast!
    avg. 3 hours 40 minutes

    Price per night from

    $344

      8

      Million $$ Pool Home

      Florida Keys / Key Colony Beach

      Key Colony Beach house

      3 8 7 nights min

      • 3 bedrooms
      • sleeps 8
      • 7 nights min
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $408

      Price per night from

      $408

        24

        Key Colony Beach Home

        Florida Keys / Key Colony Beach

        Key Colony Beach house

        2 6 7 nights min

        • 2 bedrooms
        • sleeps 6
        • 7 nights min
        • Nearest beach 1 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $205

        Price per night from

        $205

        (24) Excellent 

          33

          You Should Have Seen the One That Got Away!

          Florida Keys / Key Colony Beach

          Key Colony Beach house

          2 6 7 nights min

          • 2 bedrooms
          • sleeps 6
          • 7 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly
          “Perfect keys hideaway” This is an amazing house, it comes with a dock, kayaks, bicycles, a fully stocked kitchen with spices and dry goods, access to the community pool and beach and great local restaurants. The owners are vey responsive and strive to
          …see more

          Price per night from

          $211

          Responds fast!
          avg. 2 hours 29 minutes

          Price per night from

          $211

          (5) Very Good 

            24

            Available JAN 1-27 and last two weeks of March 2018.TROPICAL KEYS PARADISE

            Florida Keys / Key Colony Beach

            Key Colony Beach house

            2 4 7 nights min

            • 2 bedrooms
            • sleeps 4
            • 7 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child Friendly

            Price per night from

            $227

            Price per night from

            $227

              108

              Breezy half-duplex w/35 ft dock. Includes Cabana Club access w/ pool & beach

              Florida Keys / Key Colony Beach

              Key Colony Beach house

              4 9 7 nights min

              • 4 bedrooms
              • sleeps 9
              • 7 nights min
              • Swimming pool
              • Child Friendly
              • Car not necessary

              Price per night from

              $182

              Responds fast!
              avg. 1 hour 44 minutes

              Price per night from

              $182

                24

                Canal-Side 4BR Home w/ Large Private Dock, Covered Patio & Waterfront Pool

                Florida Keys / Key Colony Beach

                Key Colony Beach house

                4 10 7 nights min

                • 4 bedrooms
                • sleeps 10
                • 7 nights min
                • Swimming pool
                • Ask about children
                • Air conditioning

                Price per night from

                $344

                Price per night from

                $344

                (3) Excellent 

                Certificate of Excellence

                  23

                  Private Heated Pool, New Boat Dock and Ready Enjoyment!

                  Florida Keys / Key Colony Beach

                  Key Colony Beach house

                  2 4 7 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 7 nights min
                  • Nearest beach 0 mi
                  • Swimming pool
                  • Child Friendly
                  “Keys” This house was awesome!! My family really enjoyed staying here! We plan on booking this house for next year already. It has everything you need! And it is fully renovated all throughout! We are happy we were able to find this!!
                  …see more

                  Certificate of Excellence

                  Price per night from

                  $245

                  Responds fast!
                  avg. 3 hours 24 minutes

                  Price per night from

                  $245

                    47

                    371 Pool for You Home

                    Florida Keys / Key Colony Beach

                    Key Colony Beach house

                    3 8 7 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 7 nights min
                    • Swimming pool
                    • Child Friendly
                    • Car not necessary

                    Price per night from

                    $386

                    Price per night from

                    $386

                      0

                      Waterfront duplex w/ shared pool & beach access, 35-ft dock!

                      Florida Keys / Key Colony Beach

                      Key Colony Beach house

                      7 17 7 nights min

                      • 7 bedrooms
                      • sleeps 17
                      • 7 nights min
                      • Swimming pool
                      • Child Friendly
                      • Car not necessary

                      Price per night from

                      $290

                      Responds fast!
                      avg. 1 hour 44 minutes

                      Price per night from

                      $290

                        30

                        P26 Dolphin Harbor

                        Florida Keys / Key Colony Beach

                        Key Colony Beach house

                        3 8 7 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 7 nights min
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $271

                        Price per night from

                        $271

                        (1) Excellent 

                          0

                          Waterfront w/30-ft dock w/ access to Cabana Club shared pool!

                          Florida Keys / Key Colony Beach

                          Key Colony Beach house

                          2 4 7 nights min

                          • 2 bedrooms
                          • sleeps 4
                          • 7 nights min
                          • Swimming pool
                          • Child Friendly
                          • Car not necessary

                          Price per night from

                          $134

                          Responds fast!
                          avg. 1 hour 58 minutes

                          Price per night from

                          $134

                          (1) Very Good 

                            25

                            House on 7th ST in KEY Colony Beach W/CABANA CLUB

                            Florida Keys / Key Colony Beach

                            Key Colony Beach house

                            2 6 7 nights min

                            • 2 bedrooms
                            • sleeps 6
                            • 7 nights min
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $213

                            Responds fast!
                            avg. 1 hour 19 minutes

                            Price per night from

                            $213

                              16

                              Key Colony Beach FL - Cay Condo

                              Florida Keys / Key Colony Beach

                              Key Colony Beach condo

                              2 6 14 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 14 nights min
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $229

                              Price per night from

                              $229

                                0

                                Spacious, waterfront home w/ 33-ft dock, shared pool, & Cabana Club access!

                                Florida Keys / Key Colony Beach

                                Key Colony Beach house

                                3 6 7 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 7 nights min
                                • Swimming pool
                                • Child Friendly
                                • Car not necessary

                                Price per night from

                                $173

                                Responds fast!
                                avg. 1 hour 58 minutes

                                Price per night from

                                $173

                                  0

                                  Dog-friendly waterfront home w/37.5-ft dock - shared pool & 2 private beaches!

                                  Florida Keys / Key Colony Beach

                                  Key Colony Beach house

                                  2 6 7 nights min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 7 nights min
                                  • Swimming pool
                                  • Child Friendly
                                  • Car not necessary

                                  Price per night from

                                  $185

                                  Responds fast!
                                  avg. 1 hour 58 minutes

                                  Price per night from

                                  $185

                                  (1) Excellent 

                                    34

                                    P72/73 ~ Coral Cove Key Colony Beach ~ 10th St 8 Bedrooms

                                    Florida Keys / Key Colony Beach

                                    Key Colony Beach house

                                    8 16 7 nights min

                                    • 8 bedrooms
                                    • sleeps 16
                                    • 7 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $366

                                    Price per night from

                                    $366

                                    (2) Excellent 

                                      25

                                      P27 Sunsplash Paradise - Pool home with private beach access!

                                      Florida Keys / Key Colony Beach

                                      Key Colony Beach house

                                      3 8 7 nights min

                                      • 3 bedrooms
                                      • sleeps 8
                                      • 7 nights min
                                      • Nearest beach 0.1 mi
                                      • Swimming pool
                                      • Child Friendly

                                      Price per night from

                                      $263

                                      Price per night from

                                      $263

                                        15

                                        M123

                                        Florida Keys / Key Colony Beach

                                        Key Colony Beach house

                                        2 5 7 nights min

                                        • 2 bedrooms
                                        • sleeps 5
                                        • 7 nights min
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $143

                                        Price per night from

                                        $143

                                          24

                                          P17 Cozy Canal Front

                                          Florida Keys / Key Colony Beach

                                          Key Colony Beach house

                                          3 6 7 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Nearest beach 0.1 mi
                                          • Swimming pool
                                          • Child Friendly

                                          Price per night from

                                          $184

                                          Price per night from

                                          $184

                                          (1) Very Good 

                                            27

                                            Tropical condo with spectacular ocean view

                                            Florida Keys / Key Colony Beach

                                            Key Colony Beach apartment

                                            2 4 14 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 14 nights min
                                            • Swimming pool
                                            • Ask about children
                                            • Air conditioning

                                            Price per night from

                                            $196

                                            Responds fast!
                                            avg. 3 hours 40 minutes

                                            Price per night from

                                            $196

                                              26

                                              Waterfront Key Colony Beach Home w/Heated Pool & Dock

                                              Florida Keys / Key Colony Beach

                                              Key Colony Beach apartment

                                              3 10 7 nights min

                                              • 3 bedrooms
                                              • sleeps 10
                                              • 7 nights min
                                              • Swimming pool
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $319

                                              Responds fast!
                                              avg. 58 minutes

                                              Price per night from

                                              $319

                                                0

                                                Waterfront, dog-friendly home w/60-ft dock, shared pool, & Cabana Club access!

                                                Florida Keys / Key Colony Beach

                                                Key Colony Beach house

                                                2 6 7 nights min

                                                • 2 bedrooms
                                                • sleeps 6
                                                • 7 nights min
                                                • Swimming pool
                                                • Child Friendly
                                                • Car not necessary

                                                Price per night from

                                                $210

                                                Responds fast!
                                                avg. 1 hour 58 minutes

                                                Price per night from

                                                $210

                                                  0

                                                  Lovely canal-front home w/ shared pool, hot tub - ocean nearby

                                                  Florida Keys / Key Colony Beach

                                                  Key Colony Beach house

                                                  4 10 7 nights min

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • 7 nights min
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Car not necessary

                                                  Price per night from

                                                  $492

                                                  Responds fast!
                                                  avg. 1 hour 58 minutes

                                                  Price per night from

                                                  $492

                                                    72

                                                    Waterfront home w/ a 37.5-ft dock including access to shared pool & beach!

                                                    Florida Keys / Key Colony Beach

                                                    Key Colony Beach house

                                                    3 8 7 nights min

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • 7 nights min
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Car not necessary

                                                    Price per night from

                                                    $272

                                                    Responds fast!
                                                    avg. 1 hour 58 minutes

                                                    Price per night from

                                                    $272

                                                      49

                                                      Waterfront home w/ a 35-foot dock & access to shared pool and beach!

                                                      Florida Keys / Key Colony Beach

                                                      Key Colony Beach house

                                                      3 8 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • 7 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Car not necessary

                                                      Price per night from

                                                      $170

                                                      Responds fast!
                                                      avg. 1 hour 44 minutes

                                                      Price per night from

                                                      $170

                                                      (1) Excellent 

                                                        104

                                                        P05 Villa Del Mare - 5 bdm Key Colony beach home

                                                        Florida Keys / Key Colony Beach

                                                        Key Colony Beach house

                                                        5 10 7 nights min

                                                        • 5 bedrooms
                                                        • sleeps 10
                                                        • 7 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $734

                                                        Price per night from

                                                        $734

                                                          31

                                                          P67 Brand new construction 3 bdm duplex!

                                                          Florida Keys / Key Colony Beach

                                                          Key Colony Beach house

                                                          3 8 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 8
                                                          • 7 nights min
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $221

                                                          Price per night from

                                                          $221

                                                          (1) Excellent 

                                                            22

                                                            Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool

                                                            Florida Keys / Key Colony Beach

                                                            Key Colony Beach house

                                                            2 6 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $172

                                                            Price per night from

                                                            $172

                                                            (1) Excellent 

                                                              17

                                                              P41 Beachin' It

                                                              Florida Keys / Key Colony Beach

                                                              Key Colony Beach condo

                                                              2 6 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $164

                                                              Price per night from

                                                              $164

                                                                22

                                                                P34 Exquisite and spacious 4 bdm private pool home

                                                                Florida Keys / Key Colony Beach

                                                                Key Colony Beach house

                                                                4 10 7 nights min

                                                                • 4 bedrooms
                                                                • sleeps 10
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $292

                                                                Price per night from

                                                                $292

                                                                (36) Excellent 

                                                                  35

                                                                  WATERFRONT /DOCK/ POOL/ WALK TO CABANA BEACH CLUB *AVAILABLE** 4/6-4/13 $1695WK

                                                                  Florida Keys / Key Colony Beach

                                                                  Key Colony Beach house

                                                                  3 8 7 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 7 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 0.02 mi
                                                                  • Swimming pool
                                                                  “Fabulous!” Beautifully decorated, very comfortable, has everything you need for a great escape. Conveniently located to the beach, great restaurants, bike rentals, etc. would stay there again in a heartbeat.
                                                                  …see more

                                                                  Price per night from

                                                                  $171

                                                                  Price per night from

                                                                  $171

                                                                    0

                                                                    Dog-friendly waterfront home w/35-ft dock, shared pool, hot tub, & Cabana Club!

                                                                    Florida Keys / Key Colony Beach

                                                                    Key Colony Beach house

                                                                    2 7 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 7
                                                                    • 7 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Car not necessary

                                                                    Price per night from

                                                                    $200

                                                                    Responds fast!
                                                                    avg. 1 hour 58 minutes

                                                                    Price per night from

                                                                    $200

                                                                      0

                                                                      Fun waterfront home w/35ft. dock & access to shared pool and private beach!

                                                                      Florida Keys / Key Colony Beach

                                                                      Key Colony Beach house

                                                                      2 6 7 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Car not necessary

                                                                      Price per night from

                                                                      $158

                                                                      Responds fast!
                                                                      avg. 1 hour 58 minutes

                                                                      Price per night from

                                                                      $158

                                                                        0

                                                                        Dog-friendly half-duplex w/ a 30-ft dock including Cabana Club pool and beach

                                                                        Florida Keys / Key Colony Beach

                                                                        Key Colony Beach house

                                                                        2 4 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Car not necessary

                                                                        Price per night from

                                                                        $165

                                                                        Responds fast!
                                                                        avg. 1 hour 58 minutes

                                                                        Price per night from

                                                                        $165

                                                                        (12) Excellent 

                                                                          70

                                                                          Grab a Summer 2019 week before they are gone! Dock, Bikes, Kayak, 2 beach clubs

                                                                          Florida Keys / Key Colony Beach

                                                                          Key Colony Beach house

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 2 mi
                                                                          • Swimming pool
                                                                          “Paradise Found” This is an adorable property. It is so "keysie"! The decor is just lovely with all the amenities you need. The kitchen is fully equipped, there was a new set of pots and pans, crockpot, blender and anything else I needed. The grill
                                                                          …see more

                                                                          Price per night from

                                                                          $196

                                                                          Responds fast!
                                                                          avg. 55 minutes

                                                                          Price per night from

                                                                          $196

                                                                            25

                                                                            Waterfront home w/ screened-in porch, private pool, & 33-foot dock!

                                                                            Florida Keys / Key Colony Beach

                                                                            Key Colony Beach house

                                                                            2 4 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • 7 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $240

                                                                            Responds fast!
                                                                            avg. 1 hour 58 minutes

                                                                            Price per night from

                                                                            $240

                                                                              0

                                                                              Waterfront home w/ 33-ft dock, Cabana Club membership - shared beach & pool

                                                                              Florida Keys / Key Colony Beach

                                                                              Key Colony Beach house

                                                                              3 10 7 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 10
                                                                              • 7 nights min
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Car not necessary

                                                                              Price per night from

                                                                              $260

                                                                              Responds fast!
                                                                              avg. 1 hour 58 minutes

                                                                              Price per night from

                                                                              $260