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

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401 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 £129 / night

    £900 / week

    Book View

    Responds fast!
    avg. 3 hours 54 minutes

    from £129 / 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 £4,646 / night

      £32,516 - £75,871 / week

      Book View

      from £4,646 / night

      (1) Excellent 

        20

        Holiday home in Leeward

        Providenciales / Leeward

        3 6 min stay varies

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

        from £277 / night

        £1,936 - £5,420 / week

        Enquire View

        from £277 / 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 £4,646 / night

          £32,516 / week

          Book View

          Responds fast!
          avg. 1 hour 5 minutes

          from £4,646 / 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 £1,007 / night

            £7,046 / week

            Book View

            from £1,007 / 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 £1,549 / night

              £10,839 / week

              Enquire View

              from £1,549 / 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 £444 / night

                £3,103 / week

                Book View

                Responds fast!
                avg. 2 hours 1 minutes

                from £444 / 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 £1,007 / night

                  £7,046 / week

                  Book View

                  Responds fast!
                  avg. 1 hour 5 minutes

                  from £1,007 / 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 £13,084 / night

                    £91,587 / week

                    Enquire View

                    from £13,084 / 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 £1,146 / night

                      £8,021 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 5 minutes

                      from £1,146 / 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 £6,968 / night

                        £48,774 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 5 minutes

                        from £6,968 / 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 £5,265 / night

                          £36,852 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 5 minutes

                          from £5,265 / 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 £1,317 / night

                            £9,213 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 5 minutes

                            from £1,317 / 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 £8,013 / night

                              £56,091 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 5 minutes

                              from £8,013 / 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 £6,426 / night

                                £44,981 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 5 minutes

                                from £6,426 / 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 £8,400 / night

                                  £58,800 / week

                                  Enquire View

                                  from £8,400 / night

                                    7

                                    Holiday home in Leeward

                                    Providenciales / Leeward

                                    2 4 2 nights min

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

                                    from £107 / night

                                    £736 / week

                                    Book View

                                    from £107 / 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 £11,226 / night

                                      £78,581 / week

                                      Enquire View

                                      from £11,226 / 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 £9,600 / night

                                        £67,200 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 5 minutes

                                        from £9,600 / 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 £9,751 / night

                                          £68,257 / week

                                          Book View

                                          Responds fast!
                                          avg. 6 minutes

                                          from £9,751 / 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 £658 / night

                                            £4,607 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 5 minutes

                                            from £658 / 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 £1,510 / night

                                              £10,568 / week

                                              Enquire View

                                              from £1,510 / night

                                                24

                                                Holiday villa in Leeward

                                                Providenciales / Leeward

                                                5 10 5 nights min

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

                                                from £710 / night

                                                £4,433 / week

                                                Book View

                                                from £710 / 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 £2,904 / night

                                                  £20,323 / week

                                                  Enquire View

                                                  from £2,904 / night

                                                  Great rentals within 20 miles that match your search

                                                  Distance approx 6.04 miles from Leeward Show on Map

                                                    17

                                                    Villa rental in Providenciales

                                                    Turks and Caicos Islands / Providenciales

                                                    5 14 min stay varies

                                                    • 5 bedrooms
                                                    • sleeps 14
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Air conditioning

                                                    from £1,457 / night

                                                    £10,195 - £24,378 / week

                                                    Book View

                                                    from £1,457 / night

                                                    Distance approx 0.1 miles from Leeward Show on Map

                                                    (38) Excellent 

                                                      33

                                                      Holiday studio with swimming pool in Providenciales

                                                      Turks and Caicos Islands / Providenciales

                                                      Studio 2 min stay varies

                                                      • Studio
                                                      • sleeps 2
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0 km
                                                      • Swimming pool

                                                      from £200 / night

                                                      £1,552 / week

                                                      Book View

                                                      from £200 / night

                                                      Distance approx 11.1 miles from Leeward

                                                      (1) Excellent 

                                                        35

                                                        Holiday condo rental

                                                        Turks and Caicos Islands / Providenciales

                                                        2 4 4 nights min

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

                                                        from £265 / night

                                                        £1,856 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 36 minutes

                                                        from £265 / night

                                                        Distance approx 15.49 miles from Leeward

                                                          15

                                                          Holiday villa in Whitby

                                                          North Caicos / Whitby

                                                          4 4 4 nights min

                                                          • 4 bedrooms
                                                          • sleeps 4
                                                          • 4 nights min
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £222 / night

                                                          £1,241 / week

                                                          Book View

                                                          from £222 / night

                                                          Distance approx 1.68 miles from Leeward Show on Map

                                                            26

                                                            Holiday home with golf nearby in Providenciales

                                                            Turks and Caicos Islands / Providenciales

                                                            1 4 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Child friendly
                                                            • Car not necessary

                                                            from £142 / night

                                                            £2,039 - £2,412 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 9 minutes

                                                            from £142 / night

                                                            Distance approx 2.31 miles from Leeward Show on Map

                                                            (3) Average 

                                                              19

                                                              Villa rental in Grace Bay

                                                              Providenciales / Grace Bay

                                                              2 6 3 nights min

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

                                                              from £337 / night

                                                              £2,296 / week

                                                              Book View

                                                              from £337 / night

                                                              Distance approx 7.68 miles from Leeward Show on Map

                                                                14

                                                                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 £138 / night

                                                                £962 / week

                                                                Book View

                                                                from £138 / night

                                                                Distance approx 5.23 miles from Leeward Show on Map

                                                                  6

                                                                  Holiday condo in Turtle Cove

                                                                  Providenciales / Turtle Cove

                                                                  1 3 3 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • 3 nights min
                                                                  • Child friendly

                                                                  from £222 / night

                                                                  £1,330 / week

                                                                  Book View

                                                                  from £222 / night

                                                                  Distance approx 4.02 miles from Leeward Show on Map

                                                                    16

                                                                    Turtle Cove holiday studio rental

                                                                    Providenciales / Turtle Cove

                                                                    Studio 4 4 nights min

                                                                    • Studio
                                                                    • sleeps 4
                                                                    • 4 nights min
                                                                    • Child friendly
                                                                    • Pet friendly

                                                                    from £221 / night

                                                                    £1,545 / week

                                                                    Book View

                                                                    from £221 / night

                                                                    Distance approx 4.96 miles from Leeward Show on Map

                                                                      15

                                                                      Holiday villa rental

                                                                      Providenciales / Turtle Cove

                                                                      2 8 min stay varies

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

                                                                      from £305 / night

                                                                      £2,135 / week

                                                                      Book View

                                                                      from £305 / night

                                                                      Distance approx 2.89 miles from Leeward Show on Map

                                                                      (1) Excellent 

                                                                        17

                                                                        Grace Bay holiday condo rental

                                                                        Providenciales / Grace Bay

                                                                        2 4 4 nights min

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

                                                                        from £421 / night

                                                                        £2,948 / week

                                                                        Book View

                                                                        from £421 / night

                                                                        Distance approx 1.83 miles from Leeward Show on Map

                                                                        (1) Excellent 

                                                                          38

                                                                          Holiday villa with swimming pool in Long Bay Beach

                                                                          Providenciales / Long Bay Beach

                                                                          3 7 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 7
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.1 km
                                                                          • Swimming pool

                                                                          from £653 / night

                                                                          £4,566 - £12,189 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 25 minutes

                                                                          from £653 / night

                                                                          Distance approx 2.77 miles from Leeward Show on Map

                                                                            18

                                                                            Home letting in Long Bay Beach

                                                                            Providenciales / Long Bay Beach

                                                                            4 12 3 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 12
                                                                            • 3 nights min
                                                                            • Child friendly
                                                                            • Air conditioning
                                                                            • Private garden

                                                                            from £330 / night

                                                                            £2,309 / week

                                                                            Book View

                                                                            from £330 / night

                                                                            Distance approx 7.42 miles from Leeward Show on Map

                                                                              10

                                                                              Holiday villa in Providenciales

                                                                              Turks and Caicos Islands / Providenciales

                                                                              1 2 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • min stay varies

                                                                              from £2,757 / night

                                                                              £19,298 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 6 minutes

                                                                              from £2,757 / night

                                                                              Distance approx 2.8 miles from Leeward Show on Map

                                                                                15

                                                                                Holiday cottage letting

                                                                                Providenciales / Long Bay Beach

                                                                                2 5 3 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 5
                                                                                • 3 nights min
                                                                                • Beach / lakeside relaxation
                                                                                • Nearest beach 4 km
                                                                                • Child friendly

                                                                                from £156 / night

                                                                                £1,086 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 51 minutes

                                                                                from £156 / night

                                                                                Distance approx 14.79 miles from Leeward

                                                                                (1) Excellent 

                                                                                  47

                                                                                  Holiday villa with swimming pool in Whitby

                                                                                  North Caicos / Whitby

                                                                                  2 6 3 nights min

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

                                                                                  from £200 / night

                                                                                  £1,397 / week

                                                                                  Book View

                                                                                  from £200 / night

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