Oyster Pond Rentals

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3,111 Houses

(5) Excellent 

    27

    LEONES.... Private love nest high on a hill with outstanding views of the ocean

    Sint Maarten / Oyster Pond

    Oyster Pond villa

    1 2 min stay varies

    • 1 bedroom
    • sleeps 2
    • min stay varies
    • Swimming pool
    • Child Friendly
    • Air conditioning

    Price per night from

    $357

    Price per night from

    $357

    (4) Excellent 

      16

      Dawn Beach Westin, Very spacious RE-OPENED

      Sint Maarten / Oyster Pond

      Oyster Pond apartment

      3 8 7 nights min

      • 3 bedrooms
      • sleeps 8
      • 7 nights min
      • Beach / lakeside relaxation
      • Swimming pool
      • Child Friendly

      Price per night from

      $440

      Price per night from

      $440

        15

        Dawn Beach Resort, Westin Penthouse for 8 Guests!

        Sint Maarten / Oyster Pond

        Oyster Pond penthouse

        3 8 7 nights min

        • 3 bedrooms
        • sleeps 8
        • 7 nights min
        • Beach / lakeside relaxation
        • Swimming pool
        • Child Friendly

        Price per night from

        $488

        Price per night from

        $488

          16

          Westin Dawn Beach Club

          Sint Maarten / Oyster Pond

          Oyster Pond condo

          3 8 7 nights min

          • 3 bedrooms
          • sleeps 8
          • 7 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly

          Price per night from

          $489

          Price per night from

          $489

            35

            Villa Robinson. Breathtaking view!

            Sint Maarten / Oyster Pond

            Oyster Pond villa

            3 8 2 nights min

            • 3 bedrooms
            • sleeps 8
            • 2 nights min
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $1,174

            Price per night from

            $1,174

            (6) Excellent 

              50

              Spacious Private Villa, Ocean Views, Concierge

              Sint Maarten / Oyster Pond

              Oyster Pond house

              6 12 7 nights min

              • 6 bedrooms
              • sleeps 12
              • 7 nights min
              • Beach / lakeside relaxation
              • Nearest beach 0.25 mi
              • Swimming pool
              “Extremely relaxing and comfortable” The house is located within walking distance to the beach, restaurants, and entertainment. With a great view of St., and the sun rise, you can enjoy your morning coffee while deciding which beach or sights to see
              …see more

              Price per night from

              $540

              Responds fast!
              avg. 1 hour 5 minutes

              Price per night from

              $540

                20

                The ONLY 5-Star on Dutch side: 3BR, 2BA, Full ktch

                Sint Maarten / Oyster Pond

                Oyster Pond apartment

                3 8 7 nights min

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

                Price per night from

                $982

                Price per night from

                $982

                (1) Excellent 

                  15

                  Lux apart in westin dawn beach club

                  Sint Maarten / Oyster Pond

                  Oyster Pond apartment

                  3 8 7 nights min

                  • 3 bedrooms
                  • sleeps 8
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Child Friendly

                  Price per night from

                  $583

                  Price per night from

                  $583

                    32

                    Apartment Beau Soleil - Oyster Pond

                    Sint Maarten / Oyster Pond

                    Oyster Pond villa

                    2 4 4 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 4 nights min
                    • Nearest beach 1 mi
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $205

                    Price per night from

                    $205

                    (1) Excellent 

                      17

                      Spinnaker Condo - Unit 1312 *Oyster Pond*

                      Sint Maarten / Oyster Pond

                      Oyster Pond apartment

                      2 4 3 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 3 nights min
                      • Swimming pool
                      • Ask about children
                      • Ask about pets

                      Price per night from

                      $229

                      Price per night from

                      $229

                      (1) Excellent 

                        24

                        3 bedroom condo at the Westin spa and beach club

                        Sint Maarten / Oyster Pond

                        Oyster Pond villa

                        3 8 1 night min

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

                        Price per night from

                        $1,367

                        Price per night from

                        $1,367

                          37

                          Villa Leones- romantic,peaceful and quite getaway with breathtaking oceanviews

                          Sint Maarten / Oyster Pond

                          Oyster Pond house

                          1 2 7 nights min

                          • 1 bedroom
                          • sleeps 2
                          • 7 nights min
                          • Nearest beach 2 mi
                          • Swimming pool
                          • Air conditioning

                          Price per night from

                          $322

                          Price per night from

                          $322

                          (7) Excellent 

                            24

                            VICTORIA...3 BR affordable St Martin rental villa, panoramic views

                            Sint Maarten / Oyster Pond

                            Oyster Pond villa

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning
                            “Villa Victoria! is a Victory!” First time using flipkey--3rd time to St.Martin! We loved this Villa! The kitchen, bathrooms, bedrooms, pool, all very clean and in excellent condition. The views from the villa are stellar! The housegirl, Ivory was g
                            …see more

                            Price per night from

                            $850

                            Price per night from

                            $850

                            (5) Excellent 

                              28

                              Villa Angelina Amazing Panoramic Views

                              Sint Maarten / Oyster Pond

                              Oyster Pond villa

                              3 6 min stay varies

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

                              Price per night from

                              $309

                              Responds fast!
                              avg. 1 hour 56 minutes

                              Price per night from

                              $309

                                5

                                Dream for 2 or 4 at the Westin St. Martin

                                Sint Maarten / Oyster Pond

                                Oyster Pond apartment

                                1 4 7 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Car not necessary

                                Price per night from

                                $367

                                Price per night from

                                $367

                                (1) Very Good 

                                  29

                                  ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views

                                  Sint Maarten / Oyster Pond

                                  Oyster Pond house

                                  4 6 7 nights min

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

                                  Price per night from

                                  $643

                                  Price per night from

                                  $643

                                  (2) Excellent 

                                    22

                                    HOPE COTTAGE... charming, romantic hideaway w/ breathtaking views!

                                    Sint Maarten / Oyster Pond

                                    Oyster Pond villa

                                    1 2 7 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 7 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Air conditioning
                                    “Beautiful Property with an amazing View!” We had a great stay at Hope Cottage and plan to return again the future. The property is at the top of the hillside overlooking Dawn Beach. With perfect views, an amazing view and the peaceful sounds of wave
                                    …see more

                                    Price per night from

                                    $374

                                    Price per night from

                                    $374

                                    (2) Excellent 

                                      44

                                      PARADIJS...Affordable 3 BR Family Villa With Gorgeous views

                                      Sint Maarten / Oyster Pond

                                      Oyster Pond villa

                                      3 6 min stay varies

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

                                      Price per night from

                                      $400

                                      Price per night from

                                      $400

                                      (6) Excellent 

                                        35

                                        Lighthouse Condo - Unit 2B *Oyster Bay Beach Club*

                                        Sint Maarten / Oyster Pond

                                        Oyster Pond apartment

                                        3 6 7 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 7 nights min
                                        • Swimming pool
                                        • Ask about children
                                        • Air conditioning

                                        Price per night from

                                        $395

                                        Price per night from

                                        $395

                                          24

                                          3BR 2Bath Gorgeous condo, Fully Equipped

                                          Sint Maarten / Oyster Pond

                                          Oyster Pond condo

                                          3 6 7 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $492

                                          Price per night from

                                          $492

                                          (1) Excellent 

                                            22

                                            ON ISLAND TIME....Get away from it all, very private villa

                                            Sint Maarten / Oyster Pond

                                            Oyster Pond villa

                                            3 6 7 nights min

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

                                            Price per night from

                                            $679

                                            Price per night from

                                            $679

                                            (3) Excellent 

                                              13

                                              Lighthouse Condo - Unit 3A *Oyster Bay Beach Club*

                                              Sint Maarten / Oyster Pond

                                              Oyster Pond apartment

                                              3 6 3 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 3 nights min
                                              • Swimming pool
                                              • Ask about children
                                              • Air conditioning

                                              Price per night from

                                              $321

                                              Price per night from

                                              $321

                                              (1) Excellent 

                                                23

                                                CORALITA...4 BR casual villa in French St Martin on Oyster Pond

                                                Sint Maarten / Oyster Pond

                                                Oyster Pond villa

                                                4 8 min stay varies

                                                • 4 bedrooms
                                                • sleeps 8
                                                • min stay varies
                                                • Swimming pool
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $600

                                                Price per night from

                                                $600

                                                  5

                                                  Dawn Beach Club

                                                  Sint Maarten / Oyster Pond

                                                  Oyster Pond condo

                                                  3 8 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0.1 mi
                                                  • Swimming pool

                                                  Price per night from

                                                  $434

                                                  Price per night from

                                                  $434

                                                    75

                                                    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
                                                    • Air conditioning

                                                    Price per night from

                                                    $566

                                                    Price per night from

                                                    $566

                                                      13

                                                      ESPERANZA... Charming, Very Afffordable Villa w/ Ocean Views & Quality Interior

                                                      Sint Maarten / Oyster Pond

                                                      Oyster Pond house

                                                      3 6 min stay varies

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

                                                      Price per night from

                                                      $575

                                                      Price per night from

                                                      $575

                                                        23

                                                        RISING STAR... 4 BR with breathtaking ocean views, Tamarind Hills Estates

                                                        Sint Maarten / Oyster Pond

                                                        Oyster Pond house

                                                        4 8 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $643

                                                        Price per night from

                                                        $643

                                                          15

                                                          Spacious 3bdr Condo with Breathtaking Views *Great Value

                                                          Sint Maarten / Oyster Pond

                                                          Oyster Pond apartment

                                                          3 6 5 nights min

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

                                                          Price per night from

                                                          $274

                                                          Price per night from

                                                          $274

                                                            7

                                                            Oyster Bay Beach Resort

                                                            Sint Maarten / Oyster Pond

                                                            Oyster Pond studio

                                                            Studio 2 7 nights min

                                                            • Studio
                                                            • sleeps 2
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $162

                                                            Price per night from

                                                            $162

                                                              11

                                                              3 bedroom Caribbean dream Vacation

                                                              Sint Maarten / Oyster Pond

                                                              Oyster Pond apartment

                                                              3 6 5 nights min

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

                                                              Price per night from

                                                              $513

                                                              Price per night from

                                                              $513

                                                                15

                                                                Beautiful Modern Beachfront Condo

                                                                Sint Maarten / Oyster Pond

                                                                Oyster Pond condo

                                                                3 8 5 nights min

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

                                                                Price per night from

                                                                $570

                                                                Price per night from

                                                                $570

                                                                  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

                                                                  $566

                                                                  Price per night from

                                                                  $566

                                                                    25

                                                                    SEA LA VIE... Wow! Beautiful Modern 4BR Villa - gorgeous views of Guana Bay

                                                                    Sint Maarten / Oyster Pond

                                                                    Oyster Pond house

                                                                    4 8 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $1,214

                                                                    Price per night from

                                                                    $1,214

                                                                      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

                                                                      $689

                                                                      Price per night from

                                                                      $689

                                                                        20

                                                                        Coralita - STM

                                                                        Sint Maarten / Oyster Pond

                                                                        Oyster Pond villa

                                                                        4 8 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $458

                                                                        Price per night from

                                                                        $458

                                                                          26

                                                                          TWIN PALMS....3 BR villa with stunning views of the Caribbean Sea and the island

                                                                          Sint Maarten / Oyster Pond

                                                                          Oyster Pond villa

                                                                          3 6 7 nights min

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

                                                                          Price per night from

                                                                          $857

                                                                          Price per night from

                                                                          $857

                                                                            42

                                                                            ANEGADA... Beautiful villa, stunning views, affordable rates!!

                                                                            Sint Maarten / Oyster Pond

                                                                            Oyster Pond house

                                                                            4 8 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $657

                                                                            Price per night from

                                                                            $657

                                                                              32

                                                                              MOONDANCE...Affordable hillside villa with expansive views

                                                                              Sint Maarten / Oyster Pond

                                                                              Oyster Pond villa

                                                                              2 4 min stay varies

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

                                                                              Price per night from

                                                                              $393

                                                                              Price per night from

                                                                              $393