Vacation Rentals with Hot Tub in Montego Bay

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98 vacation rentals
    14

    Karma Bay - Tryall Club

    Montego Bay / Hopewell

    Hopewell villa

    6 12 min stay varies

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

    Price per night from

    $2,214

    Price per night from

    $2,214

      17

      Infinity - Tryall Club

      Montego Bay / Hopewell

      Hopewell villa

      5 10 min stay varies

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

      Price per night from

      $2,091

      Price per night from

      $2,091

      (3) Excellent 

        34

        Topaz Dream Palace - live-in hosts - can book separate rooms

        St. James Parish / Montego Bay

        Montego Bay b and b

        4 16 1 night min

        • 4 bedrooms
        • sleeps 16
        • 1 night min
        • Child Friendly
        • Car not necessary
        • Private garden

        Price per night from

        $40

        Price per night from

        $40

          20

          Twin Palms - Tryall Club

          Montego Bay / Hopewell

          Hopewell villa

          7 14 7 nights min

          • 7 bedrooms
          • sleeps 14
          • 7 nights min
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $3,507

          Price per night from

          $3,507

            26

            Allamanda

            St. James Parish / Montego Bay

            Montego Bay villa

            5 12 5 nights min

            • 5 bedrooms
            • sleeps 12
            • 5 nights min
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $1,286

            Price per night from

            $1,286

            (2) Excellent 

              15

              Waters Edge - The Caribbean sea at your feet

              St. James Parish / Montego Bay

              Montego Bay house

              4 10 3 nights min

              • 4 bedrooms
              • sleeps 10
              • 3 nights min
              • Beach / lakeside relaxation
              • Nearest beach 5 mi
              • Child Friendly

              Price per night from

              $1,489

              Price per night from

              $1,489

              (11) Very Good 

                41

                Flower Hill

                Montego Bay / Ironshore

                Ironshore villa

                6 17 min stay varies

                • 6 bedrooms
                • sleeps 17
                • min stay varies
                • Ask about children
                • Ask about pets
                “Our Stay at Flower Hill” Amazing all around!
                …see more

                Price per night from

                $3,000

                Responds fast!
                avg. 1 hour 5 minutes

                Price per night from

                $3,000

                  36

                  Mirador at the Tryall Club ~ A Great House Villa Suite

                  St. James Parish / Montego Bay

                  Montego Bay villa

                  1 4 5 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 5 nights min
                  • Child Friendly
                  • Air conditioning
                  • Ask about pets

                  Price per night from

                  $358

                  Price per night from

                  $358

                  (1) Excellent 

                    22

                    Basileia Palace - Catering and Accommodations

                    Montego Bay / Ironshore

                    Ironshore villa

                    10 30 2 nights min

                    • 10 bedrooms
                    • sleeps 30
                    • 2 nights min
                    • Nearest beach 2 mi
                    • Child Friendly
                    • Car not necessary

                    Price per night from

                    $58

                    Responds fast!
                    avg. 41 minutes

                    Price per night from

                    $58

                      24

                      Haystack at Tryall

                      Montego Bay / Hopewell

                      Hopewell villa

                      10 16 min stay varies

                      • 10 bedrooms
                      • sleeps 16
                      • min stay varies
                      • Child Friendly

                      Price per night from

                      $3,896

                      Price per night from

                      $3,896

                        18

                        Sunset

                        Montego Bay / Hopewell

                        Hopewell villa

                        5 10 min stay varies

                        • 5 bedrooms
                        • sleeps 10
                        • min stay varies
                        • Ask about children
                        • Ask about pets

                        Price per night from

                        $2,143

                        Responds fast!
                        avg. 1 hour 5 minutes

                        Price per night from

                        $2,143

                        (10) Very Good 

                          42

                          Caribbean Soul your island home

                          Montego Bay / St James, Montego Bay

                          St James, Montego Bay condo

                          1 3 3 nights min

                          • 1 bedroom
                          • sleeps 3
                          • 3 nights min
                          • Swimming pool
                          • Air conditioning
                          • Private garden

                          Price per night from

                          $144

                          Responds fast!
                          avg. 2 hours 34 minutes

                          Price per night from

                          $144

                            18

                            Bumpers Nest at Tryall

                            Montego Bay / Hopewell

                            Hopewell villa

                            6 12 min stay varies

                            • 6 bedrooms
                            • sleeps 12
                            • min stay varies
                            • Child Friendly

                            Price per night from

                            $2,273

                            Price per night from

                            $2,273

                              35

                              Infinity at Tryall

                              Montego Bay / Hopewell

                              Hopewell villa

                              5 10 min stay varies

                              • 5 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Child Friendly

                              Price per night from

                              $2,091

                              Price per night from

                              $2,091

                                20

                                Round House at the Tryall Club

                                St. James Parish / Montego Bay

                                Montego Bay villa

                                8 16 5 nights min

                                • 8 bedrooms
                                • sleeps 16
                                • 5 nights min
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $1,340

                                Price per night from

                                $1,340

                                (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

                                  (14) Very Good 

                                  Certificate of Excellence

                                    44

                                    Celebrity Villa Jamaica

                                    St. James Parish / Montego Bay

                                    Montego Bay villa

                                    7 18 min stay varies

                                    • 7 bedrooms
                                    • sleeps 18
                                    • min stay varies
                                    • Nearest beach 5 mi
                                    • Swimming pool
                                    • Child Friendly

                                    Certificate of Excellence

                                    Price per night from

                                    $1,317

                                    Responds fast!
                                    avg. 50 minutes

                                    Price per night from

                                    $1,317

                                      25

                                      Casa Bella Villa

                                      Montego Bay / Rose Hall

                                      Rose Hall villa

                                      4 8 5 nights min

                                      • 4 bedrooms
                                      • sleeps 8
                                      • 5 nights min
                                      • Beach / lakeside relaxation
                                      • Swimming pool
                                      • Child Friendly

                                      Price per night from

                                      $802

                                      Price per night from

                                      $802

                                        41

                                        Flower Hill

                                        St. James Parish / Montego Bay

                                        Montego Bay villa

                                        5 10 min stay varies

                                        • 5 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Ask about children
                                        • Ask about pets

                                        Price per night from

                                        $2,286

                                        Responds fast!
                                        avg. 1 hour 5 minutes

                                        Price per night from

                                        $2,286

                                          30

                                          Nautical Homes Miramar 2 Bedroom

                                          St. James Parish / Montego Bay

                                          Montego Bay townhouse

                                          2 4 3 nights min

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

                                          Price per night from

                                          $287

                                          Responds fast!
                                          avg. 30 minutes

                                          Price per night from

                                          $287

                                          (1) Excellent 

                                            34

                                            Fairway Manor

                                            St. James Parish / Montego Bay

                                            Montego Bay villa

                                            7 16 5 nights min

                                            • 7 bedrooms
                                            • sleeps 16
                                            • 5 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $1,470

                                            Price per night from

                                            $1,470

                                              26

                                              Camelot at the Tryall Club ~ A Two-Bedroom Great House Villa

                                              St. James Parish / Montego Bay

                                              Montego Bay villa

                                              2 4 5 nights min

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

                                              Price per night from

                                              $520

                                              Price per night from

                                              $520

                                                18

                                                Rose Cottage at Tryall

                                                Montego Bay / Hopewell

                                                Hopewell villa

                                                6 14 min stay varies

                                                • 6 bedrooms
                                                • sleeps 14
                                                • min stay varies
                                                • Child Friendly

                                                Price per night from

                                                $2,338

                                                Price per night from

                                                $2,338

                                                  12

                                                  Sunrise Villa - Tryall Club 4 Bedroom Oceanfront

                                                  St. James Parish / Montego Bay

                                                  Montego Bay house

                                                  4 8 4 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 4 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Ask about children

                                                  Price per night from

                                                  $643

                                                  Price per night from

                                                  $643

                                                    21

                                                    Phoenix at Tryall

                                                    Montego Bay / Hopewell

                                                    Hopewell villa

                                                    7 14 5 nights min

                                                    • 7 bedrooms
                                                    • sleeps 14
                                                    • 5 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $1,298

                                                    Price per night from

                                                    $1,298

                                                    (1) Excellent 

                                                      54

                                                      Endless Summer

                                                      St. James Parish / Montego Bay

                                                      Montego Bay villa

                                                      6 16 5 nights min

                                                      • 6 bedrooms
                                                      • sleeps 16
                                                      • 5 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $1,215

                                                      Price per night from

                                                      $1,215

                                                      (19) Very Good 

                                                        28

                                                        Luxurious 1 BdRm Ocean Front Condo in Montego Bay

                                                        St. James Parish / Montego Bay

                                                        Montego Bay apartment

                                                        1 3 1 night min

                                                        • 1 bedroom
                                                        • sleeps 3
                                                        • 1 night min
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child Friendly
                                                        “WONDERFUL TIME!” Property is beautiful....This is my second stay at the Palmyra and once again we had a wonderful time. This is a condo that is built on the most beautiful beach there is in Montego Bay, between the former Ritz Carlton and Hilton Rose
                                                        …see more

                                                        Price per night from

                                                        $184

                                                        Price per night from

                                                        $184

                                                          19

                                                          Drambuie - Montego Bay 5 Bedroom

                                                          St. James Parish / Montego Bay

                                                          Montego Bay house

                                                          5 10 min stay varies

                                                          • 5 bedrooms
                                                          • sleeps 10
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Ask about children
                                                          • Air conditioning

                                                          Price per night from

                                                          $1,000

                                                          Price per night from

                                                          $1,000

                                                            36

                                                            Greatview

                                                            Montego Bay / Rose Hall

                                                            Rose Hall villa

                                                            6 14 min stay varies

                                                            • 6 bedrooms
                                                            • sleeps 14
                                                            • min stay varies
                                                            • Ask about children
                                                            • Ask about pets

                                                            Price per night from

                                                            $2,371

                                                            Responds fast!
                                                            avg. 1 hour 5 minutes

                                                            Price per night from

                                                            $2,371

                                                            (4) Excellent 

                                                              23

                                                              Lolita at Tryall

                                                              Montego Bay / Hopewell

                                                              Hopewell villa

                                                              5 10 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 10
                                                              • min stay varies
                                                              • Child Friendly

                                                              Price per night from

                                                              $1,949

                                                              Price per night from

                                                              $1,949

                                                              (1) Excellent 

                                                                49

                                                                Bombay Blvd@Mango Walk Country Club

                                                                St. James Parish / Montego Bay

                                                                Montego Bay house

                                                                2 6 90 nights min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 90 nights min
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $172

                                                                Responds fast!
                                                                avg. 1 hour 28 minutes

                                                                Price per night from

                                                                $172

                                                                  36

                                                                  Greatview - Spring Farm, Montego Bay 6 Bedrooms

                                                                  St. James Parish / Montego Bay

                                                                  Montego Bay house

                                                                  6 12 min stay varies

                                                                  • 6 bedrooms
                                                                  • sleeps 12
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Ask about children
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $2,086

                                                                  Price per night from

                                                                  $2,086

                                                                    36

                                                                    Greatview

                                                                    Montego Bay / Rose Hall

                                                                    Rose Hall villa

                                                                    4 8 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Ask about children
                                                                    • Ask about pets

                                                                    Price per night from

                                                                    $1,557

                                                                    Responds fast!
                                                                    avg. 1 hour 5 minutes

                                                                    Price per night from

                                                                    $1,557

                                                                      17

                                                                      Great River House - Montego Bay 5 Bedrooms

                                                                      St. James Parish / Montego Bay

                                                                      Montego Bay house

                                                                      5 10 min stay varies

                                                                      • 5 bedrooms
                                                                      • sleeps 10
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Ask about children
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $1,357

                                                                      Price per night from

                                                                      $1,357

                                                                        36

                                                                        Mirador at Tryall

                                                                        Montego Bay / Hopewell

                                                                        Hopewell villa

                                                                        1 4 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • min stay varies
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $357

                                                                        Price per night from

                                                                        $357

                                                                          29

                                                                          Milbrooks Resort Montego Bay

                                                                          St. James Parish / Montego Bay

                                                                          Montego Bay villa

                                                                          14 40 min stay varies

                                                                          • 14 bedrooms
                                                                          • sleeps 40
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $4,008

                                                                          Price per night from

                                                                          $4,008

                                                                          (1) Excellent 

                                                                            14

                                                                            Annabella - Tryall Club

                                                                            Montego Bay / Hopewell

                                                                            Hopewell villa

                                                                            6 12 min stay varies

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

                                                                            Price per night from

                                                                            $1,714

                                                                            Price per night from

                                                                            $1,714

                                                                              39

                                                                              SPECTACULAR VIEWS! FULLY STAFFED! POOL! BEACH MEMBERSHIP!Goat Hill 2BR

                                                                              Montego Bay / Hopewell

                                                                              Hopewell house

                                                                              2 4 min stay varies

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

                                                                              Price per night from

                                                                              $944

                                                                              Price per night from

                                                                              $944