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

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474 Holiday homes

(4) Excellent 

    5

    Villa rental in Middleton

    Saint Andrew Parish / Middleton

    4 8 3 nights min

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

    from £438 / night

    £3,067 / week

    Book View

    Responds fast!
    avg. 2 hours 51 minutes

    from £438 / night

      10

      Holiday home in Middleton

      Saint Andrew Parish / Middleton

      1 4 2 nights min

      • 1 bedroom
      • sleeps 4
      • 2 nights min
      • Child friendly
      • Private garden

      from £56 / night

      £389 / week

      Book View

      from £56 / night

        10

        Holiday home in Middleton

        Saint Andrew Parish / Middleton

        1 2 2 nights min

        • 1 bedroom
        • sleeps 2
        • 2 nights min
        • Child friendly
        • Private garden

        from £74 / night

        £512 / week

        Book View

        from £74 / night

          10

          Guest house rental in Middleton

          Saint Andrew Parish / Middleton

          2 4 2 nights min

          • 2 bedrooms
          • sleeps 4
          • 2 nights min
          • Child friendly
          • Pet friendly
          • Private garden

          from £124 / night

          £864 / week

          Book View

          from £124 / night

          Great rentals within 20 miles that match your search

          Distance approx 10.7 miles from Middleton

            4

            Holiday chalet with swimming pool in Port Royal

            Kingston / Port Royal

            6 9 7 nights min

            • 6 bedrooms
            • sleeps 9
            • 7 nights min
            • Swimming pool
            • Child friendly
            • Air conditioning

            from £197 / night

            £1,374 / week

            Book View

            from £197 / night

            Distance approx 3.37 miles from Middleton Show on Map

            (1) Excellent 

              8

              Apartment rental in Kingston

              Kingston Parish / Kingston

              1 2 3 nights min

              • 1 bedroom
              • sleeps 2
              • 3 nights min
              • Nearest beach 32 km
              • Child friendly
              • Car not necessary

              from £40 / night

              £237 / week

              Book View

              from £40 / night

              Distance approx 15.76 miles from Middleton

                10

                Port Antonio holiday hotel apartment rental

                Portland Parish / Port Antonio

                7 14 1 night min

                • 7 bedrooms
                • sleeps 14
                • 1 night min
                • Child friendly

                from £1,624 / night

                £11,366 / week

                Book View

                Responds fast!
                avg. 40 minutes

                from £1,624 / night

                Distance approx 3.36 miles from Middleton Show on Map

                  6

                  Holiday studio in Kingston

                  Kingston Parish / Kingston

                  Studio 2 2 nights min

                  • Studio
                  • sleeps 2
                  • 2 nights min
                  • Child friendly
                  • Pet friendly
                  • Private garden

                  from £75 / night

                  £523 / week

                  Book View

                  from £75 / night

                  Distance approx 17.92 miles from Middleton

                  (1) Excellent 

                    15

                    Holiday log cabin in Port Antonio

                    Portland Parish / Port Antonio

                    1 2 1 night min

                    • 1 bedroom
                    • sleeps 2
                    • 1 night min
                    • Nearest beach 16 km
                    • Swimming pool
                    • Child friendly

                    from £27 / night

                    £176 / week

                    Book View

                    from £27 / night

                    Distance approx 5.26 miles from Middleton Show on Map

                      4

                      Holiday apartment in Kingston

                      Kingston Parish / Kingston

                      1 2 3 nights min

                      • 1 bedroom
                      • sleeps 2
                      • 3 nights min
                      • Air conditioning

                      from £88 / night

                      £615 / week

                      Book View

                      from £88 / night

                      Distance approx 5.26 miles from Middleton Show on Map

                        4

                        Holiday apartment in Kingston

                        Kingston Parish / Kingston

                        1 2 3 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 3 nights min
                        • Air conditioning

                        from £88 / night

                        £616 / week

                        Book View

                        from £88 / night

                        Distance approx 15.86 miles from Middleton

                          12

                          Portmore holiday private room rental

                          Saint Catherine Parish / Portmore

                          1 2 3 nights min

                          • 1 bedroom
                          • sleeps 2
                          • 3 nights min
                          • Nearest beach 0.1 km
                          • Car not necessary
                          • Air conditioning

                          from £49 / night

                          £308 / week

                          Book View

                          from £49 / night

                          Distance approx 12.2 miles from Middleton

                            75

                            Holiday apartment letting

                            Saint Catherine Parish / Portmore

                            1 4 2 nights min

                            • 1 bedroom
                            • sleeps 4
                            • 2 nights min
                            • Child friendly

                            from £44 / night

                            £291 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 8 minutes

                            from £44 / night

                            Distance approx 2.94 miles from Middleton Show on Map

                              12

                              Holiday cottage in Blue Mountains National Park

                              Jamaica / Blue Mountains National Park

                              1 2 1 night min

                              • 1 bedroom
                              • sleeps 2
                              • 1 night min
                              • Nearest beach 46 km
                              • Child friendly
                              • Car not necessary

                              from £128 / night

                              £893 / week

                              Book View

                              from £128 / night

                              Distance approx 3.83 miles from Middleton Show on Map

                              (3) Excellent 

                                15

                                Holiday apartment in Kingston

                                Kingston Parish / Kingston

                                2 4 5 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 5 nights min
                                • Air conditioning

                                from £93 / night

                                £572 - £634 / week

                                Book View

                                Responds fast!
                                avg. 22 minutes

                                from £93 / night

                                Distance approx 3.17 miles from Middleton Show on Map

                                  6

                                  Holiday apartment in Kingston

                                  Kingston Parish / Kingston

                                  1 2 3 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 3 nights min
                                  • Child friendly
                                  • Car not necessary
                                  • Air conditioning

                                  from £88 / night

                                  £555 / week

                                  Book View

                                  from £88 / night

                                  Distance approx 15.74 miles from Middleton

                                    5

                                    Holiday hotel apartment in Port Antonio

                                    Portland Parish / Port Antonio

                                    2 4 1 night min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 1 night min
                                    • Child friendly

                                    from £612 / night

                                    £4,281 / week

                                    Book View

                                    Responds fast!
                                    avg. 40 minutes

                                    from £612 / night

                                    Distance approx 14.17 miles from Middleton

                                      15

                                      Holiday studio in Portmore

                                      Saint Catherine Parish / Portmore

                                      Studio 2 1 night min

                                      • Studio
                                      • sleeps 2
                                      • 1 night min
                                      • Child friendly
                                      • Private garden

                                      from £17 / night

                                      £117 / week

                                      Book View

                                      Responds fast!
                                      avg. 3 hours 49 minutes

                                      from £17 / night

                                      Distance approx 4.76 miles from Middleton Show on Map

                                        14

                                        Private room accommodation in Kingston with shared pool

                                        Kingston Parish / Kingston

                                        1 2 3 nights min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 3 nights min
                                        • Nearest beach 25 km
                                        • Swimming pool
                                        • Air conditioning

                                        from £39 / night

                                        £260 - £340 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 39 minutes

                                        from £39 / night

                                        Distance approx 14.16 miles from Middleton

                                        (2) Very Good 

                                          18

                                          Holiday home in Portmore

                                          Saint Catherine Parish / Portmore

                                          1 4 min stay varies

                                          • 1 bedroom
                                          • sleeps 4
                                          • min stay varies
                                          • Nearest beach 2 km
                                          • Child friendly
                                          • Car not necessary

                                          from £77 / night

                                          £546 - £646 / week

                                          Book View

                                          Responds fast!
                                          avg. 1 hour 57 minutes

                                          from £77 / night

                                          Distance approx 3.56 miles from Middleton Show on Map

                                            18

                                            Holiday home in Kingston

                                            Kingston Parish / Kingston

                                            1 2 2 nights min

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

                                            from £58 / night

                                            £401 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 58 minutes

                                            from £58 / night

                                            Distance approx 13.89 miles from Middleton

                                              20

                                              Holiday b&b rental

                                              Saint Thomas Parish / Yallahs

                                              1 2 2 nights min

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

                                              from £27 / night

                                              £185 / week

                                              Book View

                                              from £27 / night

                                              Distance approx 5.28 miles from Middleton Show on Map

                                              (3) Very Good 

                                                9

                                                Kingston holiday apartment rental

                                                Kingston Parish / Kingston

                                                1 3 3 nights min

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

                                                from £71 / night

                                                £493 / week

                                                Book View

                                                Responds fast!
                                                avg. 54 minutes

                                                from £71 / night

                                                Distance approx 2.71 miles from Middleton Show on Map

                                                  8

                                                  Home rental in Kingston

                                                  Kingston Parish / Kingston

                                                  2 4 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 3 nights min
                                                  • Child friendly
                                                  • Private garden

                                                  from £62 / night

                                                  £432 / week

                                                  Book View

                                                  from £62 / night

                                                  Distance approx 9.11 miles from Middleton Show on Map

                                                  (1) Very Good 

                                                    5

                                                    Blue Mountains National Park holiday home rental

                                                    Jamaica / Blue Mountains National Park

                                                    2 4 1 night min

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • 1 night min
                                                    • Child friendly
                                                    • Private garden

                                                    from £53 / night

                                                    £370 / week

                                                    Book View

                                                    from £53 / night

                                                    Distance approx 5.28 miles from Middleton Show on Map

                                                    (1) Very Good 

                                                      12

                                                      Kingston holiday apartment rental

                                                      Kingston Parish / Kingston

                                                      1 2 1 night min

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

                                                      from £58 / night

                                                      £401 / week

                                                      Book View

                                                      from £58 / night

                                                      Distance approx 6.04 miles from Middleton Show on Map

                                                        12

                                                        Kingston holiday apartment rental

                                                        Kingston Parish / Kingston

                                                        2 5 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • 1 night min
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £92 / night

                                                        £642 / week

                                                        Book View

                                                        from £92 / night

                                                        Distance approx 8.76 miles from Middleton

                                                        (1) Excellent 

                                                          9

                                                          Holiday b&b rental

                                                          Jamaica / Blue Mountains National Park

                                                          1 2 1 night min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 1 night min
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Private garden

                                                          from £53 / night

                                                          £370 / week

                                                          Book View

                                                          from £53 / night

                                                          Distance approx 3.75 miles from Middleton Show on Map

                                                            25

                                                            Holiday apartment in Kingston

                                                            Kingston Parish / Kingston

                                                            2 4 1 night min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 1 night min
                                                            • Child friendly
                                                            • Air conditioning
                                                            • Private garden

                                                            from £110 / night

                                                            £770 / week

                                                            Book View

                                                            from £110 / night

                                                            Distance approx 7.82 miles from Middleton Show on Map

                                                              14

                                                              Bull Bay holiday home accommodation

                                                              Saint Andrew Parish / Bull Bay

                                                              11 34 1 night min

                                                              • 11 bedrooms
                                                              • sleeps 34
                                                              • 1 night min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £75 / night

                                                              £524 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 46 minutes

                                                              from £75 / night

                                                              Distance approx 5.36 miles from Middleton Show on Map

                                                                5

                                                                Apartment rental in Kingston

                                                                Kingston Parish / Kingston

                                                                1 2 2 nights min

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

                                                                from £80 / night

                                                                £555 / week

                                                                Book View

                                                                from £80 / night

                                                                Distance approx 4.49 miles from Middleton Show on Map

                                                                  19

                                                                  Kingston holiday apartment rental

                                                                  Kingston Parish / Kingston

                                                                  2 4 3 nights min

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

                                                                  from £88 / night

                                                                  £617 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 1 hour 20 minutes

                                                                  from £88 / night

                                                                  Distance approx 15.97 miles from Middleton

                                                                    10

                                                                    Spanish Town holiday b&b rental

                                                                    Saint Catherine Parish / Spanish Town

                                                                    1 5 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 5
                                                                    • 1 night min
                                                                    • Child friendly
                                                                    • Air conditioning

                                                                    from £49 / night

                                                                    £340 / week

                                                                    Book View

                                                                    from £49 / night

                                                                    Distance approx 3.13 miles from Middleton Show on Map

                                                                      8

                                                                      Holiday townhouse in Kingston

                                                                      Kingston Parish / Kingston

                                                                      1 2 2 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 2 nights min
                                                                      • Child friendly
                                                                      • Car not necessary
                                                                      • Air conditioning

                                                                      from £58 / night

                                                                      £370 - £494 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 1 hour 27 minutes

                                                                      from £58 / night

                                                                      Distance approx 8.76 miles from Middleton

                                                                        9

                                                                        Holiday b&b in Blue Mountains National Park

                                                                        Jamaica / Blue Mountains National Park

                                                                        1 4 1 night min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 1 night min
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £115 / night

                                                                        £802 / week

                                                                        Book View

                                                                        from £115 / night

                                                                        Distance approx 15.62 miles from Middleton

                                                                        (2) Very Good 

                                                                          12

                                                                          Holiday home in Spanish Town

                                                                          Saint Catherine Parish / Spanish Town

                                                                          2 5 2 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • 2 nights min
                                                                          • Nearest beach 40 km
                                                                          • Child friendly
                                                                          • Car not necessary

                                                                          from £31 / night

                                                                          £185 / week

                                                                          Book View

                                                                          from £31 / night

                                                                          Distance approx 4.55 miles from Middleton Show on Map

                                                                          (2) Very Good 

                                                                            9

                                                                            Holiday b&b with shared pool in Kingston

                                                                            Kingston Parish / Kingston

                                                                            1 2 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 2 nights min
                                                                            • Swimming pool
                                                                            • Ask owner if suitable for children

                                                                            from £88 / night

                                                                            £573 / week

                                                                            Book View

                                                                            from £88 / night

                                                                            Distance approx 15.72 miles from Middleton

                                                                              16

                                                                              Holiday hotel apartment rental

                                                                              Portland Parish / Port Antonio

                                                                              1 2 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 1 night min
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              from £87 / night

                                                                              £605 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 40 minutes

                                                                              from £87 / night

                                                                              Distance approx 3.56 miles from Middleton Show on Map

                                                                                21

                                                                                Kingston holiday home rental

                                                                                Kingston Parish / Kingston

                                                                                1 2 2 nights min

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

                                                                                from £71 / night

                                                                                £494 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 58 minutes

                                                                                from £71 / night

                                                                                Distance approx 9.01 miles from Middleton Show on Map

                                                                                  59

                                                                                  Irish Town holiday villa rental

                                                                                  Saint Andrew Parish / Irish Town

                                                                                  3 7 1 night min

                                                                                  • 3 bedrooms
                                                                                  • sleeps 7
                                                                                  • 1 night min
                                                                                  • Child friendly
                                                                                  • Private garden

                                                                                  from £97 / night

                                                                                  £679 / week

                                                                                  Book View

                                                                                  from £97 / night

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