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36 vacation rentals

(6) Excellent 

    32

    Tranquil Settings, Porto Cupecoy (1 Bedroom)

    Sint Maarten / Cupecoy Bay

    Cupecoy Bay apartment

    2 2 3 nights min

    • 2 bedrooms
    • sleeps 2
    • 3 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Car not necessary
    “This is the best unit we have seen in Porto Cupecoy - you will l” We are in the middle of our stay, and just love this unit. This is our 5th trip to Porto Cupecoy, and each time we have stayed in a different unit. If available we will always come back
    …see more

    Price per night from

    $315

    Price per night from

    $315

      13

      Dawn Beach Club, St.Maarten - Ocean Front

      Sint Maarten / Philipsburg

      Philipsburg apartment

      3 9 7 nights min

      • 3 bedrooms
      • sleeps 9
      • 7 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly

      Price per night from

      $690

      Price per night from

      $690

      (4) Excellent 

        21

        Sint Maarten Utopian Retreat

        Sint Maarten / Philipsburg

        Philipsburg villa

        2 4 7 nights min

        • 2 bedrooms
        • sleeps 4
        • 7 nights min
        • Beach / lakeside relaxation
        • Nearest beach 0.5 mi
        • Swimming pool

        Price per night from

        $288

        Price per night from

        $288

        (5) Excellent 

          29

          Oasis at The Cliff in Cupecoy -Oceanfront Luxury

          Sint Maarten / Cupecoy Bay

          Cupecoy Bay condo

          2 4 min stay varies

          • 2 bedrooms
          • sleeps 4
          • min stay varies
          • Beach / lakeside relaxation
          • Nearest beach 0 mi
          • Swimming pool

          Price per night from

          $266

          Responds fast!
          avg. 3 hours 38 minutes

          Price per night from

          $266

          (1) Very Good 

            20

            Spacious 1 BR Condo, Ocean Views, Maho, St Maarten

            Sint Maarten / Maho

            Maho apartment

            1 4 3 nights min

            • 1 bedroom
            • sleeps 4
            • 3 nights min
            • Swimming pool
            • Child Friendly
            • Car not necessary

            Price per night from

            $170

            Price per night from

            $170

            (4) Excellent 

              33

              La Terrasse Maho

              Sint Maarten / Maho

              Maho apartment

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Nearest beach 0.1 mi
              • Swimming pool
              • Child Friendly

              Price per night from

              $161

              Price per night from

              $161

                22

                Beach Front Property - Spectacular Sunset

                Sint Maarten / Simpson Bay

                Simpson Bay villa

                5 16 min stay varies

                • 5 bedrooms
                • sleeps 16
                • min stay varies
                • Beach / lakeside relaxation
                • Swimming pool
                • Child Friendly

                Price per night from

                $974

                Price per night from

                $974

                (1) Excellent 

                  26

                  Vacation Villa at Simpson's bay and Marina

                  Simpson Bay / Simpson Bay Beach

                  Simpson Bay villa

                  1 4 7 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 0.2 mi
                  • Swimming pool

                  Price per night from

                  $157

                  Responds fast!
                  avg. 2 hours 6 minutes

                  Price per night from

                  $157

                  (1) Excellent 

                    38

                    Villa Seaclusion Ocean View Pool 8 bedrooms

                    Sint Maarten / Cole Bay

                    Cole Bay villa

                    8 16 1 night min

                    • 8 bedrooms
                    • sleeps 16
                    • 1 night min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $1,374

                    Responds fast!
                    avg. 1 hour 30 minutes

                    Price per night from

                    $1,374

                    (1) Excellent 

                      42

                      Porto Cupecoy Luxury Penthouse Pool Jacuzzi Ocean & Lagoon Views 3 bdrm

                      Sint Maarten / Cupecoy Bay

                      Cupecoy Bay penthouse

                      3 6 1 night min

                      • 3 bedrooms
                      • sleeps 6
                      • 1 night min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $3,447

                      Responds fast!
                      avg. 1 hour 30 minutes

                      Price per night from

                      $3,447

                      (5) Excellent 

                        93

                        BEAUTIFUL OCEAN AND TROPICAL GARDEN & POOL VIEWS!!

                        Sint Maarten / Maho

                        Maho studio

                        Studio 2 min stay varies

                        • Studio
                        • sleeps 2
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Swimming pool
                        • Child Friendly

                        Price per night from

                        $138

                        Price per night from

                        $138

                        (1) Excellent 

                          39

                          Porto Cupecoy Penthouse pool hotub outside fireplace ocean & lagoon Views 4 bdrm

                          Sint Maarten / Cupecoy Bay

                          Cupecoy Bay house

                          4 8 1 night min

                          • 4 bedrooms
                          • sleeps 8
                          • 1 night min
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child Friendly

                          Price per night from

                          $1,145

                          Responds fast!
                          avg. 1 hour 30 minutes

                          Price per night from

                          $1,145

                            23

                            Summerwinds Villa

                            Sint Maarten / Oyster Pond

                            Oyster Pond villa

                            4 11 min stay varies

                            • 4 bedrooms
                            • sleeps 11
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Car not necessary

                            Price per night from

                            $569

                            Price per night from

                            $569

                              48

                              Villa Marrakesh

                              St. Martin Sint Maarten

                              St Martin / St Maarten villa

                              5 10 min stay varies

                              • 5 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Swimming pool
                              • Child Friendly
                              • Car not necessary

                              Price per night from

                              $813

                              Price per night from

                              $813

                                34

                                Newly Remodeled 2 Bdr Suite, Sleeps 6, Wifi, Pool

                                Sint Maarten / Maho

                                Maho condo

                                2 6 3 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 3 nights min
                                • Nearest beach 0.1 mi
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $173

                                Price per night from

                                $173

                                  23

                                  Villa Suzanne

                                  Sint Maarten / Oyster Pond

                                  Oyster Pond villa

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Swimming pool
                                  • Child Friendly
                                  • Car not necessary

                                  Price per night from

                                  $691

                                  Price per night from

                                  $691

                                  (1) Excellent 

                                    42

                                    ST MARTIN LUXURY 4 BEDROOM VILLA MINUTES TO BEACH

                                    Saint-Martin / Terres Basses

                                    Terres Basses villa

                                    4 8 7 nights min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 7 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 2 mi
                                    • Swimming pool

                                    Price per night from

                                    $1,129

                                    Price per night from

                                    $1,129

                                      14

                                      Sapphire Suite - Indulgent retreat!

                                      Sint Maarten / Simpson Bay

                                      Simpson Bay condo

                                      1 4 3 nights min

                                      • 1 bedroom
                                      • sleeps 4
                                      • 3 nights min
                                      • Nearest beach 0 mi
                                      • Child Friendly
                                      • Car not necessary

                                      Price per night from

                                      $220

                                      Price per night from

                                      $220

                                        24

                                        On Island Time

                                        Sint Maarten / Oyster Pond

                                        Oyster Pond villa

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Car not necessary

                                        Price per night from

                                        $561

                                        Price per night from

                                        $561

                                          35

                                          Villa Dolphin

                                          Sint Maarten / Oyster Pond

                                          Oyster Pond villa

                                          3 6 min stay varies

                                          • 3 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Car not necessary

                                          Price per night from

                                          $637

                                          Price per night from

                                          $637

                                          (3) Excellent 

                                            23

                                            **FANTASTIC SPECIAL OFFERS PLEASE ASK** The Retreat - Cupecoy 2,3 or 4 Bedrooms

                                            Sint Maarten / Cupecoy Bay

                                            Cupecoy Bay villa

                                            4 8 7 nights min

                                            • 4 bedrooms
                                            • sleeps 8
                                            • 7 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0.2 mi
                                            • Swimming pool

                                            Price per night from

                                            $933

                                            Price per night from

                                            $933

                                            (2) Excellent 

                                              28

                                              Amazing Runway Villas on the lagoon

                                              Sint Maarten / Dutch Lowlands

                                              Dutch Lowlands villa

                                              2 2 3 nights min

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

                                              Price per night from

                                              $114

                                              Responds fast!
                                              avg. 2 hours 46 minutes

                                              Price per night from

                                              $114

                                              (1) Very Good 

                                                17

                                                Villa Jasmin

                                                Saint-Martin / Terres Basses

                                                Terres Basses villa

                                                5 10 7 nights min

                                                • 5 bedrooms
                                                • sleeps 10
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0.15 mi
                                                • Swimming pool

                                                Price per night from

                                                $1,294

                                                Price per night from

                                                $1,294

                                                  24

                                                  **PLEASE ASK ABOUT OUR SPECIAL OFFERS** Casa Cervo - Baie Rouge 4 Bedrooms

                                                  Sint Maarten / Cupecoy Bay

                                                  Cupecoy Bay villa

                                                  4 8 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $1,434

                                                  Price per night from

                                                  $1,434

                                                    24

                                                    **AMAZING SPECIAL OFFERS ** Villa Ambiance - Terres Basses - 4 Bedroom

                                                    Sint Maarten / Cupecoy Bay

                                                    Cupecoy Bay villa

                                                    4 8 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 1 mi
                                                    • Swimming pool

                                                    Price per night from

                                                    $1,004

                                                    Price per night from

                                                    $1,004

                                                      24

                                                      "PLEASE ENQUIRE ABOUT OUR SPECIALS" Encore - Stunning Villa Rental - 5 Bedrooms

                                                      Sint Maarten / Beacon Hill, Sint Maarten

                                                      Beacon Hill, Sint Maarten villa

                                                      5 10 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 10
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $1,269

                                                      Price per night from

                                                      $1,269

                                                        25

                                                        *PLEASE ASK ABOUT OUR SPECIAL OFFERS* La Perla Classic - Beach Front - 1 Bedroom

                                                        Sint Maarten / Beacon Hill, Sint Maarten

                                                        Beacon Hill, Sint Maarten villa

                                                        1 2 7 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0 mi
                                                        • Swimming pool

                                                        Price per night from

                                                        $6,429

                                                        Price per night from

                                                        $6,429

                                                          76

                                                          "FANTASTIC OFFERS PLEASE ENQUIRE FOR MORE" Baie Longue Beach House - 3 Bedrooms

                                                          Sint Maarten / Maho

                                                          Maho villa

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 0 mi
                                                          • Swimming pool

                                                          Price per night from

                                                          $860

                                                          Price per night from

                                                          $860

                                                            46

                                                            Spacious villa with swimming-pool

                                                            Saint-Martin / Terres Basses

                                                            Terres Basses villa

                                                            4 8 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $1,118

                                                            Responds fast!
                                                            avg. 2 hours 33 minutes

                                                            Price per night from

                                                            $1,118

                                                              51

                                                              Spacious villa with swimming-pool

                                                              Saint-Martin / Terres Basses

                                                              Terres Basses villa

                                                              5 11 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 11
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $1,270

                                                              Responds fast!
                                                              avg. 2 hours 58 minutes

                                                              Price per night from

                                                              $1,270

                                                                26

                                                                Spacious villa with swimming-pool

                                                                Sint Maarten / Maho

                                                                Maho villa

                                                                3 6 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $575

                                                                Responds fast!
                                                                avg. 2 hours 33 minutes

                                                                Price per night from

                                                                $575

                                                                  42

                                                                  Amazing villa with swimming-pool

                                                                  Saint-Martin / Terres Basses

                                                                  Terres Basses villa

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $984

                                                                  Responds fast!
                                                                  avg. 2 hours 33 minutes

                                                                  Price per night from

                                                                  $984

                                                                  Great rentals within 20 miles that match your search

                                                                  Distance approx 9.35 km from St. Martin Sint Maarten Show on Map

                                                                  (3) Excellent 

                                                                    22

                                                                    Anguilla Bow Green Villa on Rendezvous Bay Beach

                                                                    Anguilla / West End Village

                                                                    West End Village villa

                                                                    3 6 7 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $1,286

                                                                    Price per night from

                                                                    $1,286

                                                                    Distance approx 9.62 km from St. Martin Sint Maarten Show on Map

                                                                    (2) Excellent 

                                                                      20

                                                                      Bow Green Rendezvous Anguilla

                                                                      West End Village / Meads Bay Pond

                                                                      Meads Bay Pond villa

                                                                      3 6 7 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $973

                                                                      Price per night from

                                                                      $973

                                                                      Distance approx 17.29 km from St. Martin Sint Maarten

                                                                        22

                                                                        Mirador - Wonderful Views - 4 Bedrooms

                                                                        St. Barthelemy / Anse des Cayes

                                                                        Anse des Cayes villa

                                                                        3 8 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Nearest beach 1 mi
                                                                        • Child Friendly
                                                                        • Car not necessary

                                                                        Price per night from

                                                                        $1,257

                                                                        Price per night from

                                                                        $1,257

                                                                        Distance approx 17.02 km from St. Martin Sint Maarten

                                                                          79

                                                                          Amazing villa with swimming-pool

                                                                          St. Barthelemy / Anse des Cayes

                                                                          Anse des Cayes villa

                                                                          2 4 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $841

                                                                          Responds fast!
                                                                          avg. 2 hours 33 minutes

                                                                          Price per night from

                                                                          $841