Villas in Leeward and Houses – Holiday Lettings - Holiday Rentals Leeward

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395 Holiday homes

(1) Excellent 

    14

    Holiday cottage in Leeward

    Providenciales / Leeward

    1 2 2 nights min

    • 1 bedroom
    • sleeps 2
    • 2 nights min
    • Child friendly
    • Air conditioning

    from £126 / night

    £880 / week

    Book View

    Responds fast!
    avg. 3 hours 54 minutes

    from £126 / night

    (1) Excellent 

      21

      Holiday home in Leeward

      Providenciales / Leeward

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Air conditioning

      from £271 / night

      £1,893 - £5,300 / week

      Enquire View

      from £271 / night

      (1) Excellent 

        29

        Leeward holiday villa rental

        Providenciales / Leeward

        6 12 min stay varies

        • 6 bedrooms
        • sleeps 12
        • min stay varies
        • Swimming pool
        • Child friendly
        • Air conditioning

        from £4,543 / night

        £31,795 - £74,188 / week

        Book View

        from £4,543 / night

          41

          Leeward holiday villa rental

          Providenciales / Leeward

          1 12 min stay varies

          • 1 bedroom
          • sleeps 12
          • min stay varies
          • Ask owner if suitable for children
          • Ask about pets

          from £4,543 / night

          £31,795 / week

          Book View

          Responds fast!
          avg. 1 hour 49 minutes

          from £4,543 / night

            25

            Holiday villa with swimming pool in Leeward

            Providenciales / Leeward

            4 8 min stay varies

            • 4 bedrooms
            • sleeps 8
            • min stay varies
            • Swimming pool
            • Ask owner if suitable for children
            • Ask about pets

            from £985 / night

            £6,889 / week

            Book View

            from £985 / night

            (2) Excellent 

              17

              Leeward holiday villa rental

              Providenciales / Leeward

              2 6 min stay varies

              • 2 bedrooms
              • sleeps 6
              • min stay varies
              • Swimming pool
              • Air conditioning
              • Private garden

              from £434 / night

              £3,034 / week

              Book View

              Responds fast!
              avg. 1 hour 53 minutes

              from £434 / night

                35

                Holiday villa in Leeward

                Providenciales / Leeward

                4 8 min stay varies

                • 4 bedrooms
                • sleeps 8
                • min stay varies
                • Ask owner if suitable for children
                • Ask about pets

                from £1,121 / night

                £7,843 / week

                Book View

                Responds fast!
                avg. 1 hour 49 minutes

                from £1,121 / night

                  61

                  Villa rental in Leeward

                  Providenciales / Leeward

                  6 12 min stay varies

                  • 6 bedrooms
                  • sleeps 12
                  • min stay varies
                  • Ask owner if suitable for children
                  • Ask about pets

                  from £1,287 / night

                  £9,009 / week

                  Book View

                  Responds fast!
                  avg. 1 hour 49 minutes

                  from £1,287 / night

                    11

                    Leeward holiday villa rental

                    Providenciales / Leeward

                    2 4 min stay varies

                    • 2 bedrooms
                    • sleeps 4
                    • min stay varies
                    • Swimming pool
                    • Child friendly
                    • Air conditioning

                    from £1,439 / night

                    £10,069 / week

                    Enquire View

                    from £1,439 / night

                      31

                      Holiday villa in Leeward

                      Providenciales / Leeward

                      7 14 min stay varies

                      • 7 bedrooms
                      • sleeps 14
                      • min stay varies
                      • Ask owner if suitable for children
                      • Ask about pets

                      from £6,814 / night

                      £47,693 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 49 minutes

                      from £6,814 / night

                        36

                        Leeward holiday villa rental

                        Providenciales / Leeward

                        8 16 min stay varies

                        • 8 bedrooms
                        • sleeps 16
                        • min stay varies
                        • Swimming pool
                        • Child friendly
                        • Air conditioning

                        from £12,154 / night

                        £85,078 / week

                        Enquire View

                        from £12,154 / night

                          37

                          Leeward holiday villa rental

                          Providenciales / Leeward

                          8 12 min stay varies

                          • 8 bedrooms
                          • sleeps 12
                          • min stay varies
                          • Ask owner if suitable for children
                          • Ask about pets

                          from £6,587 / night

                          £46,103 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 49 minutes

                          from £6,587 / night

                            28

                            Holiday villa rental

                            Providenciales / Leeward

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Ask owner if suitable for children
                            • Ask about pets

                            from £985 / night

                            £6,889 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 49 minutes

                            from £985 / night

                              37

                              Holiday villa in Leeward

                              Providenciales / Leeward

                              8 16 min stay varies

                              • 8 bedrooms
                              • sleeps 16
                              • min stay varies
                              • Ask owner if suitable for children
                              • Ask about pets

                              from £8,214 / night

                              £57,497 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 49 minutes

                              from £8,214 / night

                                37

                                Holiday villa in Leeward

                                Providenciales / Leeward

                                8 10 min stay varies

                                • 8 bedrooms
                                • sleeps 10
                                • min stay varies
                                • Ask owner if suitable for children
                                • Ask about pets

                                from £5,375 / night

                                £37,625 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 49 minutes

                                from £5,375 / night

                                  23

                                  Holiday villa in Leeward

                                  Providenciales / Leeward

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Ask owner if suitable for children
                                  • Ask about pets

                                  from £644 / night

                                  £4,505 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 49 minutes

                                  from £644 / night

                                    36

                                    Leeward holiday villa rental

                                    Providenciales / Leeward

                                    5 10 min stay varies

                                    • 5 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning

                                    from £7,804 / night

                                    £54,624 / week

                                    Enquire View

                                    from £7,804 / night

                                      7

                                      Holiday home in Leeward

                                      Providenciales / Leeward

                                      2 4 2 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 2 nights min
                                      • Child friendly

                                      from £104 / night

                                      £720 / week

                                      Book View

                                      from £104 / night

                                        36

                                        Leeward holiday villa rental

                                        Providenciales / Leeward

                                        6 12 min stay varies

                                        • 6 bedrooms
                                        • sleeps 12
                                        • min stay varies
                                        • Swimming pool
                                        • Child friendly
                                        • Air conditioning

                                        from £10,428 / night

                                        £72,996 / week

                                        Enquire View

                                        from £10,428 / night

                                          14

                                          Villa accommodation in Leeward with swimming pool

                                          Providenciales / Leeward

                                          1 6 min stay varies

                                          • 1 bedroom
                                          • sleeps 6
                                          • min stay varies
                                          • Swimming pool
                                          • Child friendly
                                          • Air conditioning

                                          from £1,619 / night

                                          £11,330 / week

                                          Enquire View

                                          from £1,619 / night

                                            4

                                            Apartment rental in Leeward

                                            Providenciales / Leeward

                                            2 6 7 nights min

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

                                            from £650 / night

                                            £4,551 / week

                                            Book View

                                            from £650 / night

                                              25

                                              Holiday villa with swimming pool in Leeward

                                              Providenciales / Leeward

                                              1 8 min stay varies

                                              • 1 bedroom
                                              • sleeps 8
                                              • min stay varies
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £1,402 / night

                                              £9,814 / week

                                              Enquire View

                                              from £1,402 / night

                                                37

                                                Villa rental in Leeward

                                                Providenciales / Leeward

                                                1 20 min stay varies

                                                • 1 bedroom
                                                • sleeps 20
                                                • min stay varies
                                                • Ask owner if suitable for children
                                                • Ask about pets

                                                from £9,388 / night

                                                £65,710 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 49 minutes

                                                from £9,388 / night

                                                  44

                                                  Holiday home with shared pool in Leeward

                                                  Providenciales / Leeward

                                                  6 14 5 nights min

                                                  • 6 bedrooms
                                                  • sleeps 14
                                                  • 5 nights min
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £9,535 / night

                                                  £66,743 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 minutes

                                                  from £9,535 / night

                                                    19

                                                    Leeward holiday villa rental

                                                    Providenciales / Leeward

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Air conditioning

                                                    from £2,697 / night

                                                    £18,876 / week

                                                    Enquire View

                                                    from £2,697 / night

                                                    Great rentals within 20 miles that match your search

                                                    Distance approx 10.94 miles from Leeward

                                                      5

                                                      Grace Bay holiday home rental

                                                      Providenciales / Grace Bay

                                                      2 6 4 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 4 nights min
                                                      • Child friendly
                                                      • Air conditioning
                                                      • Private garden

                                                      from £196 / night

                                                      £1,372 / week

                                                      Book View

                                                      from £196 / night

                                                      Distance approx 1.76 miles from Leeward Show on Map

                                                      (1)  

                                                        13

                                                        Holiday apartment with shared pool in Grace Bay

                                                        Providenciales / Grace Bay

                                                        2 4 2 nights min

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • 2 nights min
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £323 / night

                                                        £2,258 / week

                                                        Book View

                                                        from £323 / night

                                                        Distance approx 7.68 miles from Leeward Show on Map

                                                          18

                                                          Holiday guest house with shared pool in Providenciales

                                                          Turks and Caicos Islands / Providenciales

                                                          1 2 1 night min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 1 night min
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £160 / night

                                                          £1,118 / week

                                                          Book View

                                                          from £160 / night

                                                          Distance approx 4.96 miles from Leeward Show on Map

                                                          (2) Excellent 

                                                            19

                                                            Holiday villa with shared pool in Turtle Cove

                                                            Providenciales / Turtle Cove

                                                            1 6 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £170 / night

                                                            £1,188 / week

                                                            Book View

                                                            from £170 / night

                                                            Distance approx 1.36 miles from Leeward Show on Map

                                                            (8) Excellent 

                                                              16

                                                              Holiday cottage with swimming pool in Providenciales

                                                              Turks and Caicos Islands / Providenciales

                                                              3 5 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 5
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child friendly

                                                              from £310 / night

                                                              £2,165 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 39 minutes

                                                              from £310 / night

                                                              Distance approx 11.01 miles from Leeward

                                                              (8) Excellent 

                                                              Certificate of Excellence

                                                                55

                                                                Providenciales holiday condo rental

                                                                Turks and Caicos Islands / Providenciales

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Nearest beach 0 km
                                                                • Swimming pool
                                                                • Child friendly

                                                                Certificate of Excellence

                                                                from £253 / night

                                                                £1,768 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 26 minutes

                                                                from £253 / night

                                                                Distance approx 5.21 miles from Leeward Show on Map

                                                                  23

                                                                  Providenciales holiday condo rental

                                                                  Turks and Caicos Islands / Providenciales

                                                                  2 5 4 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • 4 nights min
                                                                  • Child friendly

                                                                  from £244 / night

                                                                  £1,707 / week

                                                                  Book View

                                                                  from £244 / night

                                                                  Distance approx 4.5 miles from Leeward Show on Map

                                                                  (2) Very Good 

                                                                    32

                                                                    Holiday villa in Providenciales

                                                                    Turks and Caicos Islands / Providenciales

                                                                    1 2 2 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 2 nights min
                                                                    • Nearest beach 0.5 km
                                                                    • Air conditioning

                                                                    from £140 / night

                                                                    £914 / week

                                                                    Book View

                                                                    from £140 / night

                                                                    Distance approx 2.06 miles from Leeward Show on Map

                                                                    (3) Excellent 

                                                                      23

                                                                      Long Bay Beach holiday villa rental

                                                                      Providenciales / Long Bay Beach

                                                                      3 10 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 10
                                                                      • min stay varies
                                                                      • Nearest beach 0.4 km
                                                                      • Swimming pool
                                                                      • Child friendly

                                                                      from £621 / night

                                                                      £4,342 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 12 minutes

                                                                      from £621 / night

                                                                      Distance approx 7.68 miles from Leeward Show on Map

                                                                        14

                                                                        Guest house rental in Providenciales with shared pool

                                                                        Turks and Caicos Islands / Providenciales

                                                                        1 2 1 night min

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • 1 night min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £187 / night

                                                                        £1,303 / week

                                                                        Book View

                                                                        from £187 / night

                                                                        Distance approx 15.53 miles from Leeward

                                                                        (1) Very Good 

                                                                          10

                                                                          Whitby holiday home rental

                                                                          North Caicos / Whitby

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Child friendly

                                                                          from £348 / night

                                                                          £2,433 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 51 minutes

                                                                          from £348 / night

                                                                          Distance approx 6.98 miles from Leeward Show on Map

                                                                          (14) Excellent 

                                                                            24

                                                                            Holiday apartment in Providenciales

                                                                            Turks and Caicos Islands / Providenciales

                                                                            1 2 3 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 3 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 0 km
                                                                            • Child friendly

                                                                            from £153 / night

                                                                            £1,067 / week

                                                                            Book View

                                                                            from £153 / night

                                                                            Distance approx 2.85 miles from Leeward Show on Map

                                                                              10

                                                                              Holiday condo in Grace Bay

                                                                              Providenciales / Grace Bay

                                                                              1 2 5 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 5 nights min
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £218 / night

                                                                              £1,525 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 33 minutes

                                                                              from £218 / night

                                                                              Distance approx 1.9 miles from Leeward Show on Map

                                                                                30

                                                                                Long Bay Beach holiday apartment let

                                                                                Providenciales / Long Bay Beach

                                                                                1 3 3 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 3
                                                                                • 3 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Air conditioning

                                                                                from £156 / night

                                                                                £1,088 - £3,480 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 48 minutes

                                                                                from £156 / night

                                                                                Distance approx 1.88 miles from Leeward Show on Map

                                                                                  35

                                                                                  Holiday penthouse with shared pool in Long Bay Beach

                                                                                  Providenciales / Long Bay Beach

                                                                                  1 3 min stay varies

                                                                                  • 1 bedroom
                                                                                  • sleeps 3
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £337 / night

                                                                                  £2,352 - £6,402 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 48 minutes

                                                                                  from £337 / night

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