Vacation Rentals & Villas in Cupecoy Bay

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1,109 Houses

(3) Excellent 

    11

    THE CLIFF

    Sint Maarten / Cupecoy Bay

    Cupecoy Bay condo

    1 6 2 nights min

    • 1 bedroom
    • sleeps 6
    • 2 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Child Friendly

    Price per night from

    $240

    Price per night from

    $240

    (3) Excellent 

      13

      Cupecoy Beach Club Unit 208 Deluxe Hotel Room

      Sint Maarten / Cupecoy Bay

      Cupecoy Bay room

      1 4 3 nights min

      • 1 bedroom
      • sleeps 4
      • 3 nights min
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $172

      Price per night from

      $172

        7

        Ocean Club at Copecoy in St Maartens

        Sint Maarten / Cupecoy Bay

        Cupecoy Bay studio

        Studio 2 7 nights min

        • Studio
        • sleeps 2
        • 7 nights min
        • Nearest beach 0 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $139

        Price per night from

        $139

          28

          LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach

          Sint Maarten / Cupecoy Bay

          Cupecoy Bay house

          3 6 min stay varies

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

          Price per night from

          $786

          Price per night from

          $786

          (3) Excellent 

            33

            CORFU... Penthouse w/ Private Pool at Porto Cupecoy, St Maarten

            Sint Maarten / Cupecoy Bay

            Cupecoy Bay apartment

            3 6 7 nights min

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

            Price per night from

            $800

            Price per night from

            $800

            (10) Very Good 

              22

              Mumbai

              Sint Maarten / Cupecoy Bay

              Cupecoy Bay villa

              3 6 min stay varies

              • 3 bedrooms
              • sleeps 6
              • min stay varies
              • Ask about children
              • Ask about pets
              “Beautiful St Martin Villa Mumbai” Beautiful villa, in a stunning location. Gorgeous sunsets, convenience of a great beach right at your doorstep. Most amenities a short walking distance away. Villa had all extras we were looking for, a full service cl

              Price per night from

              $814

              Responds fast!
              avg. 48 minutes

              Price per night from

              $814

              (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

                $264

                Responds fast!
                avg. 3 hours 38 minutes

                Price per night from

                $264

                (1) Excellent 

                  22

                  AAZURE... 1BR love nest at Porto Cupecoy, St Maarten

                  Sint Maarten / Cupecoy Bay

                  Cupecoy Bay apartment

                  1 2 7 nights min

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

                  Price per night from

                  $500

                  Price per night from

                  $500

                    42

                    Villa Corfu | Ocean View - Located in Magnificent Porto Cupecoy with Private P

                    Sint Maarten / Cupecoy Bay

                    Cupecoy Bay villa

                    3 6 min stay varies

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

                    Price per night from

                    $470

                    Price per night from

                    $470

                      20

                      Syriana

                      Sint Maarten / Cupecoy Bay

                      Cupecoy Bay villa

                      3 6 min stay varies

                      • 3 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Child Friendly
                      • Ask about pets

                      Price per night from

                      $500

                      Price per night from

                      $500

                      (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

                        Price per night from

                        $315

                        Price per night from

                        $315

                          18

                          SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon

                          Sint Maarten / Cupecoy Bay

                          Cupecoy Bay villa

                          4 8 min stay varies

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

                          Price per night from

                          $886

                          Price per night from

                          $886

                          (1) Excellent 

                            26

                            AAZURE Porto Cupecoy - Live the Dream

                            Sint Maarten / Cupecoy Bay

                            Cupecoy Bay apartment

                            1 4 4 nights min

                            • 1 bedroom
                            • sleeps 4
                            • 4 nights min
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Ask about children

                            Price per night from

                            $259

                            Price per night from

                            $259

                              42

                              Villa Tiaris 4 Bedroom | Beach View - Located in Exquisite La Samanna with Pri

                              Sint Maarten / Cupecoy Bay

                              Cupecoy Bay villa

                              4 8 min stay varies

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

                              Price per night from

                              $3,290

                              Price per night from

                              $3,290

                                21

                                MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte

                                Sint Maarten / Cupecoy Bay

                                Cupecoy Bay apartment

                                2 4 7 nights min

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

                                Price per night from

                                $475

                                Price per night from

                                $475

                                  14

                                  CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o

                                  Sint Maarten / Cupecoy Bay

                                  Cupecoy Bay apartment

                                  2 4 min stay varies

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

                                  Price per night from

                                  $280

                                  Price per night from

                                  $280

                                    24

                                    AGUA AZUL... Gorgeous 2BR at Porto Cupecoy, great location on the Gold Coast!

                                    Sint Maarten / Cupecoy Bay

                                    Cupecoy Bay apartment

                                    2 4 min stay varies

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

                                    Price per night from

                                    $700

                                    Price per night from

                                    $700

                                      24

                                      Aazure

                                      Sint Maarten / Cupecoy Bay

                                      Cupecoy Bay villa

                                      1 2 min stay varies

                                      • 1 bedroom
                                      • sleeps 2
                                      • min stay varies

                                      Price per night from

                                      $229

                                      Price per night from

                                      $229

                                      (11) Excellent 

                                        35

                                        BAHARI... Fabulous beachfront villa, breathtaking sunsets!

                                        Sint Maarten / Cupecoy Bay

                                        Cupecoy Bay house

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning
                                        “Amazing and relaxing” This home has everything! Great beaches, restaurants and shopping are all nearby but no need to leave the house. Beachfront, pool, amazing sunsets, designer furnishings, hot tub and state-of-the art kitchen, wireless network, mu

                                        Price per night from

                                        $800

                                        Price per night from

                                        $800

                                          40

                                          AQUA VUE... Rare 4BR at Porto Cupecoy!..Huge Gym, Heated Pool, Tennis Courts, be

                                          Sint Maarten / Cupecoy Bay

                                          Cupecoy Bay apartment

                                          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

                                            32

                                            MUMBAI... Elegant, Luxurious, Totally Secure, & private access to Cupecoy Beach!

                                            Sint Maarten / Cupecoy Bay

                                            Cupecoy Bay house

                                            3 6 min stay varies

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

                                            Price per night from

                                            $1,214

                                            Price per night from

                                            $1,214

                                            (3) Very Good 

                                              21

                                              TROPICAL WAVES...Porto Cupecoy, wonderful views of the Marina, St Maarten

                                              Sint Maarten / Cupecoy Bay

                                              Cupecoy Bay apartment

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Air conditioning
                                              “great location” we have stayed 4 times in Porto Cupecoy, in 4 different units. They are all very similar. Overall it was pretty comfortable, and the location in the complex offered a very nice view and just the right amount of breeze going through t

                                              Price per night from

                                              $595

                                              Price per night from

                                              $595

                                                30

                                                Villa Corfu | Ocean View - Located in Exquisite Porto Cupecoy with Private Pool

                                                Sint Maarten / Cupecoy Bay

                                                Cupecoy Bay villa

                                                2 4 min stay varies

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

                                                Price per night from

                                                $403

                                                Price per night from

                                                $403

                                                (1) Excellent 

                                                  9

                                                  Mare

                                                  Sint Maarten / Cupecoy Bay

                                                  Cupecoy Bay villa

                                                  1 2 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • min stay varies
                                                  • Child Friendly

                                                  Price per night from

                                                  $229

                                                  Price per night from

                                                  $229

                                                    39

                                                    3 Bedroom Apartment overlooking Porto Cupecoy Marina

                                                    Sint Maarten / Cupecoy Bay

                                                    Cupecoy Bay apartment

                                                    3 6 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Ask about pets

                                                    Price per night from

                                                    $429

                                                    Price per night from

                                                    $429

                                                      9

                                                      Ocean View Villa-Fantastic Sunsets

                                                      Sint Maarten / Cupecoy Bay

                                                      Cupecoy Bay villa

                                                      3 8 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • 7 nights min
                                                      • Beach / lakeside relaxation
                                                      • Air conditioning

                                                      Price per night from

                                                      $588

                                                      Price per night from

                                                      $588

                                                        24

                                                        cupecoy beach condos 1 bedroom

                                                        Sint Maarten / Cupecoy Bay

                                                        Cupecoy Bay apartment

                                                        1 2 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • min stay varies
                                                        • Nearest beach 0 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $247

                                                        Responds fast!
                                                        avg. 3 hours 56 minutes

                                                        Price per night from

                                                        $247

                                                          27

                                                          ARTIMINO...3 BR condo, located in Porto Cupecoy, St Maarten

                                                          Sint Maarten / Cupecoy Bay

                                                          Cupecoy Bay apartment

                                                          3 6 min stay varies

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

                                                          Price per night from

                                                          $700

                                                          Price per night from

                                                          $700

                                                            10

                                                            Great Caribbean View

                                                            Sint Maarten / Cupecoy Bay

                                                            Cupecoy Bay apartment

                                                            1 4 1 night min

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • 1 night min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0 mi
                                                            • Swimming pool

                                                            Price per night from

                                                            $164

                                                            Price per night from

                                                            $164

                                                            (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

                                                              $3,429

                                                              Responds fast!
                                                              avg. 1 hour 30 minutes

                                                              Price per night from

                                                              $3,429

                                                                13

                                                                Villa Acadia | Ocean Front - Located in Magnificent Porto Cupecoy with House C

                                                                Sint Maarten / Cupecoy Bay

                                                                Cupecoy Bay villa

                                                                1 2 min stay varies

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

                                                                Price per night from

                                                                $329

                                                                Price per night from

                                                                $329

                                                                  26

                                                                  At Socolisa

                                                                  Sint Maarten / Cupecoy Bay

                                                                  Cupecoy Bay condo

                                                                  2 6 min stay varies

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

                                                                  Price per night from

                                                                  $413

                                                                  Price per night from

                                                                  $413

                                                                    19

                                                                    Villa Aazure | Near Ocean - Located in Magnificent Porto Cupecoy with House Cl

                                                                    Sint Maarten / Cupecoy Bay

                                                                    Cupecoy Bay villa

                                                                    1 2 min stay varies

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

                                                                    Price per night from

                                                                    $215

                                                                    Price per night from

                                                                    $215

                                                                      16

                                                                      Villa Acadia | Ocean Front - Located in Tropical Porto Cupecoy with House Clea

                                                                      Sint Maarten / Cupecoy Bay

                                                                      Cupecoy Bay villa

                                                                      3 6 min stay varies

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

                                                                      Price per night from

                                                                      $403

                                                                      Price per night from

                                                                      $403

                                                                        18

                                                                        Villa Mare | Near Ocean - Located in Exquisite Porto Cupecoy with House Cleanin

                                                                        Sint Maarten / Cupecoy Bay

                                                                        Cupecoy Bay villa

                                                                        1 2 min stay varies

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

                                                                        Price per night from

                                                                        $215

                                                                        Price per night from

                                                                        $215

                                                                          26

                                                                          Villa Mumbai | Beach Front - Located in Exquisite Cupecoy with Private Pool

                                                                          Sint Maarten / Cupecoy Bay

                                                                          Cupecoy Bay villa

                                                                          2 4 min stay varies

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

                                                                          Price per night from

                                                                          $671

                                                                          Price per night from

                                                                          $671

                                                                            23

                                                                            Caribbean Pearl | Ocean View - Located in Magnificent Porto Cupecoy with House

                                                                            Sint Maarten / Cupecoy Bay

                                                                            Cupecoy Bay villa

                                                                            1 2 min stay varies

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

                                                                            Price per night from

                                                                            $282

                                                                            Price per night from

                                                                            $282

                                                                              12

                                                                              Villa Adelaides Escape | Ocean Front - Located in Exquisite Cupecoy with House

                                                                              Sint Maarten / Cupecoy Bay

                                                                              Cupecoy Bay villa

                                                                              1 2 min stay varies

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

                                                                              Price per night from

                                                                              $329

                                                                              Price per night from

                                                                              $329