Cottages in Sugarloaf and Condos - Holiday Lettings - Holiday Rentals Sugarloaf

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562 Holiday homes

    11

    Holiday home in Sugarloaf

    Florida Keys / Sugarloaf

    5 9 28 nights min

    • 5 bedrooms
    • sleeps 9
    • 28 nights min
    • Child friendly
    • Pet friendly

    from £250 / night

    £1,750 / week

    Book View

    from £250 / night

      8

      Holiday home in Sugarloaf

      Florida Keys / Sugarloaf

      3 6 30 nights min

      • 3 bedrooms
      • sleeps 6
      • 30 nights min
      • Ask owner if suitable for children
      • Air conditioning
      • Pet friendly

      from £111 / night

      £777 / week

      Enquire View

      from £111 / night

        12

        Holiday home in Sugarloaf

        Florida Keys / Sugarloaf

        3 6 30 nights min

        • 3 bedrooms
        • sleeps 6
        • 30 nights min
        • Ask owner if suitable for children
        • Air conditioning
        • Pet friendly

        from £109 / night

        £759 / week

        Enquire View

        from £109 / night

          19

          Holiday home in Sugarloaf

          Florida Keys / Sugarloaf

          3 6 30 nights min

          • 3 bedrooms
          • sleeps 6
          • 30 nights min
          • Ask owner if suitable for children
          • Air conditioning
          • Ask about pets

          from £146 / night

          £1,021 / week

          Enquire View

          from £146 / night

            17

            Holiday home in Sugarloaf

            Florida Keys / Sugarloaf

            3 6 30 nights min

            • 3 bedrooms
            • sleeps 6
            • 30 nights min
            • Ask owner if suitable for children
            • Air conditioning
            • Ask about pets

            from £132 / night

            £922 / week

            Enquire View

            from £132 / night

            Great rentals within 20 miles that match your search

            Distance approx 11.43 miles from Sugarloaf

            (1) Excellent 

              20

              Big Pine Key holiday home rental

              Florida Keys / Big Pine Key

              3 6 30 nights min

              • 3 bedrooms
              • sleeps 6
              • 30 nights min
              • Child friendly

              from £88 / night

              £615 / week

              Book View

              Responds fast!
              avg. 2 hours 20 minutes

              from £88 / night

              Distance approx 15.33 miles from Sugarloaf

              (11) Excellent 

                17

                Holiday apartment in Key West

                Florida Keys / Key West

                2 6 5 nights min

                • 2 bedrooms
                • sleeps 6
                • 5 nights min
                • Beach / lakeside relaxation
                • Nearest beach 0 km
                • Swimming pool

                from £248 / night

                £1,729 / week

                Book View

                Responds fast!
                avg. 1 hour 54 minutes

                from £248 / night

                Distance approx 16.81 miles from Sugarloaf

                  19

                  Key West holiday condo rental

                  Florida Keys / Key West

                  2 4 7 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 7 nights min
                  • Nearest beach 0.5 km
                  • Swimming pool
                  • Child friendly

                  from £273 / night

                  £1,905 / week

                  Book View

                  Responds fast!
                  avg. 3 hours 31 minutes

                  from £273 / night

                  Distance approx 16.24 miles from Sugarloaf

                    18

                    Holiday home in Key West

                    Florida Keys / Key West

                    2 4 7 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 7 nights min
                    • Child friendly
                    • Air conditioning
                    • Private garden

                    from £380 / night

                    £2,660 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 25 minutes

                    from £380 / night

                    Distance approx 16.91 miles from Sugarloaf

                    (1) Excellent 

                      6

                      Holiday apartment rental

                      Florida Keys / Key West

                      2 6 7 nights min

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

                      from £203 / night

                      £1,419 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 11 minutes

                      from £203 / night

                      Distance approx 6.74 miles from Sugarloaf

                        19

                        Holiday home in Summerland Key

                        Lower Keys / Summerland Key

                        3 6 28 nights min

                        • 3 bedrooms
                        • sleeps 6
                        • 28 nights min
                        • Swimming pool
                        • Child friendly
                        • Air conditioning

                        from £164 / night

                        £1,144 / week

                        Enquire View

                        from £164 / night

                        Distance approx 12.57 miles from Sugarloaf

                        (8) Excellent 

                          32

                          Key West holiday townhouse rental

                          Florida Keys / Key West

                          3 6 3 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 3 nights min
                          • Child friendly
                          • Air conditioning
                          • Pet friendly

                          from £284 / night

                          £1,986 / week

                          Book View

                          Responds fast!
                          avg. 28 minutes

                          from £284 / night

                          Distance approx 12.61 miles from Sugarloaf

                          (1) Excellent 

                            12

                            Holiday townhouse in Key West

                            Florida Keys / Key West

                            3 6 3 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 3 nights min
                            • Swimming pool
                            • Child friendly
                            • Air conditioning

                            from £248 / night

                            £1,732 / week

                            Book View

                            Responds fast!
                            avg. 28 minutes

                            from £248 / night

                            Distance approx 16.83 miles from Sugarloaf

                              24

                              Home rental in Key West

                              Florida Keys / Key West

                              3 8 30 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 30 nights min
                              • Child friendly
                              • Air conditioning
                              • Pet friendly

                              from £381 / night

                              £2,662 / week

                              Book View

                              from £381 / night

                              Distance approx 12.59 miles from Sugarloaf

                              (67) Very Good 

                                30

                                Key West holiday apartment rental

                                Florida Keys / Key West

                                2 6 min stay varies

                                • 2 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Nearest beach 3 km
                                • Swimming pool

                                from £213 / night

                                £1,312 - £2,527 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 33 minutes

                                from £213 / night

                                Distance approx 16.94 miles from Sugarloaf

                                (4) Excellent 

                                  21

                                  Holiday home in Key West

                                  Florida Keys / Key West

                                  2 5 min stay varies

                                  • 2 bedrooms
                                  • sleeps 5
                                  • min stay varies
                                  • Nearest beach 0.8 km
                                  • Swimming pool
                                  • Child friendly

                                  from £354 / night

                                  £2,476 / week

                                  Book View

                                  from £354 / night

                                  Distance approx 16.66 miles from Sugarloaf

                                    34

                                    Ski home to rent in Key West

                                    Florida Keys / Key West

                                    2 6 min stay varies

                                    • 2 bedrooms
                                    • sleeps 6
                                    • min stay varies
                                    • Swimming pool
                                    • Ski
                                    • Child friendly

                                    from £554 / night

                                    £3,879 / week

                                    Book View

                                    from £554 / night

                                    Distance approx 8.99 miles from Sugarloaf

                                      15

                                      Holiday home in Ramrod Key

                                      Florida Keys / Ramrod Key

                                      3 6 30 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 30 nights min
                                      • Ask owner if suitable for children
                                      • Air conditioning
                                      • Pet friendly

                                      from £93 / night

                                      £651 / week

                                      Enquire View

                                      from £93 / night

                                      Distance approx 13.2 miles from Sugarloaf

                                        15

                                        Holiday home in Big Pine Key

                                        Florida Keys / Big Pine Key

                                        2 4 30 nights min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 30 nights min
                                        • Ask owner if suitable for children
                                        • Air conditioning
                                        • Pet friendly

                                        from £73 / night

                                        £506 / week

                                        Enquire View

                                        from £73 / night

                                        Distance approx 16.77 miles from Sugarloaf

                                          6

                                          Holiday apartment in Key West

                                          Florida Keys / Key West

                                          2 6 28 nights min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 28 nights min
                                          • Child friendly
                                          • Air conditioning
                                          • Pet friendly

                                          from £178 / night

                                          £1,330 / week

                                          Book View

                                          from £178 / night

                                          Distance approx 11.58 miles from Sugarloaf

                                            16

                                            Little Torch Key holiday home rental

                                            Lower Keys / Little Torch Key

                                            2 4 30 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 30 nights min
                                            • Ask owner if suitable for children
                                            • Air conditioning
                                            • Pet friendly

                                            from £83 / night

                                            £578 / week

                                            Enquire View

                                            from £83 / night

                                            Distance approx 16.98 miles from Sugarloaf

                                              26

                                              Key West holiday condo rental

                                              Florida Keys / Key West

                                              1 3 28 nights min

                                              • 1 bedroom
                                              • sleeps 3
                                              • 28 nights min
                                              • Car not necessary

                                              from £235 / night

                                              £1,645 / week

                                              Book View

                                              from £235 / night

                                              Distance approx 16.4 miles from Sugarloaf

                                                25

                                                Home rental in Key West

                                                Florida Keys / Key West

                                                4 8 30 nights min

                                                • 4 bedrooms
                                                • sleeps 8
                                                • 30 nights min
                                                • Child friendly

                                                from £222 / night

                                                £1,552 / week

                                                Book View

                                                from £222 / night

                                                Distance approx 3.85 miles from Sugarloaf Show on Map

                                                  18

                                                  Home rental in Cudjoe Key

                                                  Florida Keys / Cudjoe Key

                                                  3 6 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 7 nights min
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £304 / night

                                                  £2,128 / week

                                                  Book View

                                                  from £304 / night

                                                  Distance approx 4.71 miles from Sugarloaf

                                                    11

                                                    Holiday home in Cudjoe Key

                                                    Florida Keys / Cudjoe Key

                                                    3 6 30 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 30 nights min
                                                    • Ask owner if suitable for children
                                                    • Air conditioning
                                                    • Ask about pets

                                                    from £104 / night

                                                    £723 / week

                                                    Enquire View

                                                    from £104 / night

                                                    Distance approx 5.01 miles from Sugarloaf

                                                      12

                                                      Holiday home in Cudjoe Key

                                                      Florida Keys / Cudjoe Key

                                                      3 6 30 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 30 nights min
                                                      • Ask owner if suitable for children
                                                      • Air conditioning
                                                      • Ask about pets

                                                      from £75 / night

                                                      £524 / week

                                                      Enquire View

                                                      from £75 / night

                                                      Distance approx 13.33 miles from Sugarloaf

                                                      (1)  

                                                        16

                                                        Holiday home in Big Pine Key

                                                        Florida Keys / Big Pine Key

                                                        4 8 30 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 30 nights min
                                                        • Ask owner if suitable for children
                                                        • Air conditioning
                                                        • Ask about pets

                                                        from £155 / night

                                                        £1,084 / week

                                                        Enquire View

                                                        from £155 / night

                                                        Distance approx 13.2 miles from Sugarloaf

                                                          16

                                                          Holiday home in Big Pine Key

                                                          Florida Keys / Big Pine Key

                                                          3 6 30 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 30 nights min
                                                          • Ask owner if suitable for children
                                                          • Air conditioning
                                                          • Pet friendly

                                                          from £78 / night

                                                          £542 / week

                                                          Enquire View

                                                          from £78 / night

                                                          Distance approx 12.17 miles from Sugarloaf

                                                            10

                                                            Key West holiday home rental

                                                            Florida Keys / Key West

                                                            3 8 30 nights min

                                                            • 3 bedrooms
                                                            • sleeps 8
                                                            • 30 nights min
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £252 / night

                                                            £1,759 / week

                                                            Book View

                                                            from £252 / night

                                                            Distance approx 11.62 miles from Sugarloaf

                                                            (10) Excellent 

                                                              17

                                                              Holiday home in Big Pine Key

                                                              Florida Keys / Big Pine Key

                                                              3 6 30 nights min

                                                              • 3 bedrooms
                                                              • sleeps 6
                                                              • 30 nights min
                                                              • Beach / lakeside relaxation
                                                              • Child friendly
                                                              • Car not necessary

                                                              from £125 / night

                                                              £869 / week

                                                              Book View

                                                              from £125 / night

                                                              Distance approx 6.8 miles from Sugarloaf

                                                                13

                                                                Holiday home in Summerland Key

                                                                Lower Keys / Summerland Key

                                                                3 6 30 nights min

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • 30 nights min
                                                                • Ask owner if suitable for children
                                                                • Air conditioning
                                                                • Pet friendly

                                                                from £83 / night

                                                                £578 / week

                                                                Enquire View

                                                                from £83 / night

                                                                Distance approx 3.52 miles from Sugarloaf Show on Map

                                                                  18

                                                                  Holiday home in Cudjoe Key

                                                                  Florida Keys / Cudjoe Key

                                                                  3 6 30 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 30 nights min
                                                                  • Ask owner if suitable for children
                                                                  • Air conditioning
                                                                  • Ask about pets

                                                                  from £145 / night

                                                                  £1,012 / week

                                                                  Enquire View

                                                                  from £145 / night

                                                                  Distance approx 11.41 miles from Sugarloaf

                                                                    18

                                                                    Holiday home in Little Torch Key

                                                                    Lower Keys / Little Torch Key

                                                                    3 6 30 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 30 nights min
                                                                    • Ask owner if suitable for children
                                                                    • Air conditioning
                                                                    • Pet friendly

                                                                    from £80 / night

                                                                    £560 / week

                                                                    Enquire View

                                                                    from £80 / night

                                                                    Distance approx 15.42 miles from Sugarloaf

                                                                    (8) Very Good 

                                                                      14

                                                                      Holiday apartment in Key West

                                                                      Florida Keys / Key West

                                                                      3 6 30 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 30 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child friendly

                                                                      from £355 / night

                                                                      £2,482 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 32 minutes

                                                                      from £355 / night

                                                                      Distance approx 4.63 miles from Sugarloaf

                                                                        19

                                                                        Cudjoe Key holiday home rental

                                                                        Florida Keys / Cudjoe Key

                                                                        3 6 30 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 30 nights min
                                                                        • Ask owner if suitable for children
                                                                        • Air conditioning
                                                                        • Pet friendly

                                                                        from £104 / night

                                                                        £723 / week

                                                                        Enquire View

                                                                        from £104 / night

                                                                        Distance approx 10.37 miles from Sugarloaf

                                                                          17

                                                                          Little Torch Key holiday home rental

                                                                          Lower Keys / Little Torch Key

                                                                          2 6 30 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 30 nights min
                                                                          • Child friendly

                                                                          from £88 / night

                                                                          £615 / week

                                                                          Enquire View

                                                                          from £88 / night

                                                                          Distance approx 10.47 miles from Sugarloaf

                                                                            15

                                                                            Holiday home in Little Torch Key

                                                                            Lower Keys / Little Torch Key

                                                                            3 6 30 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 30 nights min
                                                                            • Ask owner if suitable for children
                                                                            • Air conditioning
                                                                            • Pet friendly

                                                                            from £93 / night

                                                                            £651 / week

                                                                            Enquire View

                                                                            from £93 / night

                                                                            Distance approx 10.38 miles from Sugarloaf

                                                                              23

                                                                              Holiday home in Little Torch Key

                                                                              Lower Keys / Little Torch Key

                                                                              3 6 30 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 30 nights min
                                                                              • Ask owner if suitable for children
                                                                              • Air conditioning
                                                                              • Ask about pets

                                                                              from £147 / night

                                                                              £1,030 / week

                                                                              Enquire View

                                                                              from £147 / night

                                                                              Distance approx 9.1 miles from Sugarloaf

                                                                                14

                                                                                Holiday home in Ramrod Key

                                                                                Florida Keys / Ramrod Key

                                                                                3 6 30 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • 30 nights min
                                                                                • Ask owner if suitable for children
                                                                                • Air conditioning
                                                                                • Pet friendly

                                                                                from £80 / night

                                                                                £560 / week

                                                                                Enquire View

                                                                                from £80 / night

                                                                                Distance approx 16.18 miles from Sugarloaf

                                                                                  6

                                                                                  Holiday home in Key West

                                                                                  Florida Keys / Key West

                                                                                  5 10 30 nights min

                                                                                  • 5 bedrooms
                                                                                  • sleeps 10
                                                                                  • 30 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £311 / night

                                                                                  £2,172 / week

                                                                                  Book View

                                                                                  from £311 / night

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