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481 Houses

(4) Excellent 

    5

    Reggae Legends Villa - Skyline Drive (Villa 1)

    St. Andrew Parish / Middleton

    Middleton villa

    4 8 3 nights min

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

    Price per night from

    $568

    Responds fast!
    avg. 2 hours 51 minutes

    Price per night from

    $568

      10

      Jacks Hill Tropical Arcadia-Twin Room with Bathroom

      St. Andrew Parish / Middleton

      Middleton house

      1 4 2 nights min

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

      Price per night from

      $72

      Price per night from

      $72

        10

        Jacks Hill Tropical Arcadia-Double Room with Bathroom

        St. Andrew Parish / Middleton

        Middleton house

        1 2 2 nights min

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

        Price per night from

        $95

        Price per night from

        $95

          10

          Jacks Hill Tropical Arcadia - TWO Interconnected Bedrooms with Bathroom & Balcon

          St. Andrew Parish / Middleton

          Middleton guest house

          2 4 2 nights min

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

          Price per night from

          $160

          Price per night from

          $160

          Great rentals within 20 miles that match your search

          Distance approx 10.7 km from Middleton

            4

            TEST PROPERTY

            Kingston / Port Royal

            Port Royal chalet

            6 9 7 nights min

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

            Price per night from

            $223

            Price per night from

            $223

            Distance approx 4.92 km from Middleton Show on Map

              16

              The comfort zone

              Kingston Parish / Kingston

              Kingston apartment

              1 2 2 nights min

              • 1 bedroom
              • sleeps 2
              • 2 nights min
              • Nearest beach 25 mi
              • Child Friendly
              • Car not necessary

              Price per night from

              $63

              Responds fast!
              avg. 50 minutes

              Price per night from

              $63

              Distance approx 2.76 km from Middleton Show on Map

              (3) Very Good 

                18

                Extended Stay Affordable

                Kingston Parish / Kingston

                Kingston b and b

                1 2 3 nights min

                • 1 bedroom
                • sleeps 2
                • 3 nights min
                • Nearest beach 15 mi
                • Child Friendly
                • Car not necessary

                Price per night from

                $30

                Responds fast!
                avg. 2 hours 3 minutes

                Price per night from

                $30

                Distance approx 15.97 km from Middleton

                  23

                  3 Bedroom House Danishie's Place

                  Saint Catherine Parish / Spanish Town

                  Spanish Town room

                  3 12 1 night min

                  • 3 bedrooms
                  • sleeps 12
                  • 1 night min
                  • Ski
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $183

                  Price per night from

                  $183

                  Distance approx 6.73 km from Middleton Show on Map

                    19

                    Spacious House in Kingston Jamaica

                    Kingston Parish / Kingston

                    Kingston house

                    2 4 2 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 2 nights min
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $74

                    Price per night from

                    $74

                    Distance approx 4.8 km from Middleton Show on Map

                      29

                      Cattleya's Executive Suite-Kingsway

                      Kingston Parish / Kingston

                      Kingston apartment

                      1 3 3 nights min

                      • 1 bedroom
                      • sleeps 3
                      • 3 nights min

                      Price per night from

                      $91

                      Price per night from

                      $91

                      Distance approx 8.76 km from Middleton

                        9

                        Rafjam Bed and Breakfast - Escher

                        Jamaica / Blue Mountains National Park

                        Blue Mountains National Park b and b

                        1 4 1 night min

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

                        Price per night from

                        $148

                        Price per night from

                        $148

                        Distance approx 4.91 km from Middleton Show on Map

                          14

                          The Oasis at Oaklands

                          Kingston Parish / Kingston

                          Kingston apartment

                          1 2 2 nights min

                          • 1 bedroom
                          • sleeps 2
                          • 2 nights min
                          • Nearest beach 20 mi
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $69

                          Price per night from

                          $69

                          Distance approx 4.55 km from Middleton Show on Map

                          (2) Very Good 

                            9

                            Hill Top Kingston Jamaica

                            Kingston Parish / Kingston

                            Kingston b and b

                            1 2 2 nights min

                            • 1 bedroom
                            • sleeps 2
                            • 2 nights min
                            • Swimming pool
                            • Ask about children
                            “Awesome place” I went to Hill Top with my Family last year and it was awesome, the staff were so nice to my kids, the place was clean and nice. The view there was spectacular, especially in the nights.

                            Price per night from

                            $113

                            Price per night from

                            $113

                            Distance approx 3.56 km from Middleton Show on Map

                              21

                              The Master Suite- Karachi Manor

                              Kingston Parish / Kingston

                              Kingston house

                              1 2 2 nights min

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

                              Price per night from

                              $91

                              Responds fast!
                              avg. 3 hours 58 minutes

                              Price per night from

                              $91

                              Distance approx 7.03 km from Middleton Show on Map

                              (1) Excellent 

                                11

                                Hope On The Hill APT 2

                                St. Andrew Parish / Bull Bay

                                Bull Bay apartment

                                2 5 1 night min

                                • 2 bedrooms
                                • sleeps 5
                                • 1 night min
                                • Child Friendly

                                Price per night from

                                $117

                                Price per night from

                                $117

                                Distance approx 6.56 km from Middleton Show on Map

                                  16

                                  ASPEN LUXURY SUITES- THE RIDGE (3 BEDROOMS)

                                  Kingston Parish / Kingston

                                  Kingston house

                                  3 6 2 nights min

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

                                  Price per night from

                                  $455

                                  Price per night from

                                  $455

                                  Distance approx 15.77 km from Middleton

                                    16

                                    Villa Juanita - 3 Bedroom Apartment 1

                                    Portland Parish / Port Antonio

                                    Port Antonio hotel apartment

                                    3 6 1 night min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 1 night min
                                    • Child Friendly

                                    Price per night from

                                    $1,110

                                    Responds fast!
                                    avg. 40 minutes

                                    Price per night from

                                    $1,110

                                    Distance approx 6.36 km from Middleton Show on Map

                                    (1) Very Good 

                                      25

                                      Lovely Jamaican Get-Away

                                      Kingston Parish / Kingston

                                      Kingston apartment

                                      2 4 2 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 2 nights min
                                      • Nearest beach 20 mi
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $160

                                      Price per night from

                                      $160

                                      Distance approx 15.74 km from Middleton

                                        16

                                        Villa Juanita - Single Room 6

                                        Portland Parish / Port Antonio

                                        Port Antonio hotel apartment

                                        1 2 1 night min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 1 night min
                                        • Child Friendly

                                        Price per night from

                                        $147

                                        Responds fast!
                                        avg. 40 minutes

                                        Price per night from

                                        $147

                                        Distance approx 10.1 km from Middleton

                                        (9) Very Good 

                                          43

                                          Sea View Heights Villa Montego Bay

                                          Montego Bay / Rose Hall

                                          Rose Hall villa

                                          16 36 1 night min

                                          • 16 bedrooms
                                          • sleeps 36
                                          • 1 night min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 13 mi
                                          • Swimming pool

                                          Price per night from

                                          $92

                                          Responds fast!
                                          avg. 1 hour 18 minutes

                                          Price per night from

                                          $92

                                          Distance approx 16.29 km from Middleton

                                            6

                                            Spanish Town Guesthouse

                                            Saint Catherine Parish / Spanish Town

                                            Spanish Town b and b

                                            4 16 3 nights min

                                            • 4 bedrooms
                                            • sleeps 16
                                            • 3 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Private garden

                                            Price per night from

                                            $52

                                            Price per night from

                                            $52

                                            Distance approx 6.61 km from Middleton Show on Map

                                            (8) Very Good 

                                              15

                                              New Kingston : Clean and Contemporary

                                              Kingston Parish / Kingston

                                              Kingston apartment

                                              1 2 1 night min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 1 night min
                                              • Air conditioning
                                              • Private garden
                                              “Ideal!” Apartment was clean & safe, check in was smooth with a wonderful host, location was great. Would definitely recommend this apartment as well as return for future visits.

                                              Price per night from

                                              $63

                                              Price per night from

                                              $63

                                              Distance approx 6.35 km from Middleton Show on Map

                                              (1) Excellent 

                                                13

                                                Kenia Tours Town House

                                                Kingston Parish / Kingston

                                                Kingston house

                                                2 4 2 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 2 nights min
                                                • Nearest beach 10 mi
                                                • Child Friendly
                                                • Car not necessary

                                                Price per night from

                                                $80

                                                Price per night from

                                                $80

                                                Distance approx 4.75 km from Middleton Show on Map

                                                  49

                                                  1 bdr Luxury Condo at The Bromptons by I Heart JA!

                                                  Kingston Parish / Kingston

                                                  Kingston apartment

                                                  1 2 2 nights min

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

                                                  Price per night from

                                                  $114

                                                  Price per night from

                                                  $114

                                                  Distance approx 5.2 km from Middleton Show on Map

                                                  (1) Excellent 

                                                    18

                                                    Quiet Escape Loft

                                                    Kingston Parish / Kingston

                                                    Kingston apartment

                                                    1 3 2 nights min

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • 2 nights min
                                                    • Car not necessary
                                                    • Air conditioning
                                                    • Private garden

                                                    Price per night from

                                                    $40

                                                    Price per night from

                                                    $40

                                                    Distance approx 3.37 km from Middleton Show on Map

                                                    (1) Excellent 

                                                      8

                                                      Cozy living, Modern amenities, Central location, Kingston Vacation Rental Apt

                                                      Kingston Parish / Kingston

                                                      Kingston apartment

                                                      1 2 3 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 3 nights min
                                                      • Nearest beach 32 mi
                                                      • Child Friendly
                                                      • Car not necessary

                                                      Price per night from

                                                      $52

                                                      Price per night from

                                                      $52

                                                      Distance approx 3.56 km from Middleton Show on Map

                                                        27

                                                        Suite 3- Karachi Manor

                                                        Kingston Parish / Kingston

                                                        Kingston house

                                                        1 2 2 nights min

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

                                                        Price per night from

                                                        $74

                                                        Responds fast!
                                                        avg. 3 hours 58 minutes

                                                        Price per night from

                                                        $74

                                                        Distance approx 15.72 km from Middleton

                                                          16

                                                          Villa Juanita - Economy Room 4

                                                          Portland Parish / Port Antonio

                                                          Port Antonio hotel apartment

                                                          1 2 1 night min

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

                                                          Price per night from

                                                          $112

                                                          Responds fast!
                                                          avg. 40 minutes

                                                          Price per night from

                                                          $112

                                                          Distance approx 15.62 km from Middleton

                                                          (2) Very Good 

                                                            12

                                                            Kathy's Cool Getaway

                                                            Saint Catherine Parish / Spanish Town

                                                            Spanish Town house

                                                            2 5 2 nights min

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • 2 nights min
                                                            • Nearest beach 40 mi
                                                            • Child Friendly
                                                            • Car not necessary

                                                            Price per night from

                                                            $40

                                                            Price per night from

                                                            $40

                                                            Distance approx 7.15 km from Middleton Show on Map

                                                            (10) Excellent 

                                                              17

                                                              KIMOCHI Escape the rush! 20 min fr Kingston center

                                                              Kingston Parish / Kingston

                                                              Kingston apartment

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Child Friendly
                                                              “Paradise” I recently stayed here for 2 nights at the end of a whirlwind working holiday. Panoramic views -clean -stunning decor -friendly and helpful. The best way to wind down before a 30 hour flight back home. Perfect to relax and to be creative too

                                                              Price per night from

                                                              $149

                                                              Price per night from

                                                              $149

                                                              Distance approx 15.91 km from Middleton

                                                                37

                                                                'Heaven' Tranquility Room

                                                                Saint Catherine Parish / Portmore

                                                                Portmore b and b

                                                                1 2 3 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 3 nights min
                                                                • Nearest beach 2 mi
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $97

                                                                Responds fast!
                                                                avg. 1 hour 24 minutes

                                                                Price per night from

                                                                $97

                                                                Distance approx 8.76 km from Middleton

                                                                (1) Excellent 

                                                                  9

                                                                  Rafjam Bed and Breakfast - Birds Nest

                                                                  Jamaica / Blue Mountains National Park

                                                                  Blue Mountains National Park b and b

                                                                  1 2 1 night min

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

                                                                  Price per night from

                                                                  $69

                                                                  Price per night from

                                                                  $69

                                                                  Distance approx 9.01 km from Middleton Show on Map

                                                                    59

                                                                    The Blue Mountain Loft

                                                                    St. Andrew Parish / Irish Town

                                                                    Irish Town villa

                                                                    3 7 1 night min

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

                                                                    Price per night from

                                                                    $126

                                                                    Price per night from

                                                                    $126

                                                                    Distance approx 12.61 km from Middleton

                                                                    (3) Excellent 

                                                                      16

                                                                      The Greens at Caymanas (Modern 3 bdrm 2 bth home)

                                                                      Kingston Parish / Kingston

                                                                      Kingston house

                                                                      3 6 2 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 2 nights min
                                                                      • Nearest beach 17 mi
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      “Trip” Wonderful, property. The owner, and host very helpfully and available for all needs. Will definitely book in future.

                                                                      Price per night from

                                                                      $206

                                                                      Responds fast!
                                                                      avg. 2 hours 46 minutes

                                                                      Price per night from

                                                                      $206

                                                                      Distance approx 1.12 km from Middleton Show on Map

                                                                        17

                                                                        Riverhouse Retreat in the Blue Mountains

                                                                        Kingston Parish / Kingston

                                                                        Kingston house

                                                                        2 6 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 2 nights min
                                                                        • Child Friendly
                                                                        • Private garden

                                                                        Price per night from

                                                                        $92

                                                                        Price per night from

                                                                        $92

                                                                        Distance approx 5.44 km from Middleton Show on Map

                                                                          7

                                                                          "The One " Guest House

                                                                          Kingston Parish / Kingston

                                                                          Kingston apartment

                                                                          1 4 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $74

                                                                          Responds fast!
                                                                          avg. 9 minutes

                                                                          Price per night from

                                                                          $74

                                                                          Distance approx 4.06 km from Middleton Show on Map

                                                                          (5) Excellent 

                                                                            17

                                                                            Balcony 2 Bed Apt shared Pool, Degicel TEL:4566516

                                                                            Kingston Parish / Kingston

                                                                            Kingston apartment

                                                                            2 4 min stay varies

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

                                                                            Price per night from

                                                                            $154

                                                                            Responds fast!
                                                                            avg. 3 hours 17 minutes

                                                                            Price per night from

                                                                            $154

                                                                            Distance approx 3.56 km from Middleton Show on Map

                                                                              27

                                                                              Suite 4-The Karachi Manor

                                                                              Kingston Parish / Kingston

                                                                              Kingston house

                                                                              1 2 2 nights min

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

                                                                              Price per night from

                                                                              $74

                                                                              Responds fast!
                                                                              avg. 3 hours 58 minutes

                                                                              Price per night from

                                                                              $74