Sint Maarten Rentals

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2,923 Houses

(3) Excellent 

    11

    1 Bdrm Condo with Superlative Views of St. Barts

    Sint Maarten / Philipsburg

    Philipsburg apartment

    1 5 3 nights min

    • 1 bedroom
    • sleeps 5
    • 3 nights min
    • Swimming pool
    • Child Friendly
    • Air conditioning
    “Perfect place to come home too” My sister and I stayed at this wonderful apartment for the duration of our stay. We made the most of our time and explored every day. Knowing what were coming home to at the end of the day made it so much better! Away f
    …see more

    Price per night from

    $228

    Price per night from

    $228

    (10) Excellent 

      16

      HGTV Beach house - Private Pool Pelican Key

      Sint Maarten / Philipsburg

      Philipsburg villa

      3 8 min stay varies

      • 3 bedrooms
      • sleeps 8
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 0.5 mi
      • Swimming pool
      “An unforgettable getaway!” We had a wonderful 2 week stay here in February, 2014. We loved the location and the private patio and pool. We also thought that the villa was very well equipped and nicely furnished. We used our rental car in the mornin
      …see more

      Price per night from

      $398

      Responds fast!
      avg. 1 hour 45 minutes

      Price per night from

      $398

      (29) Excellent 

        23

        VistaRoyale - Private pool and breathtaking view

        Sint Maarten / Philipsburg

        Philipsburg apartment

        2 4 min stay varies

        • 2 bedrooms
        • sleeps 4
        • min stay varies
        • Beach / lakeside relaxation
        • Ask about children
        • Air conditioning
        “Royale is Royal” Hubs and I have been coming to Vista Royale for the last 10 years. Larry and Deb have made outstanding improvements in the property, to make what was good, GREAT. If you want to spend time on SXM any time of the year(the weather is a
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        Price per night from

        $229

        Responds fast!
        avg. 3 hours 48 minutes

        Price per night from

        $229

        (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

          $239

          Price per night from

          $239

            45

            Cielos Azules... Luxurious waterfront villa in gated Pointe Pirouette, close to

            Sint Maarten / Cole Bay

            Cole Bay house

            5 9 min stay varies

            • 5 bedrooms
            • sleeps 9
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $921

            Price per night from

            $921

            (4) Excellent 

              10

              2BR-Oceanfront-Royal Palm

              Simpson Bay / Simpson Bay Beach

              Simpson Bay condo

              2 6 5 nights min

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

              Price per night from

              $397

              Price per night from

              $397

              (2) 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

                (1) Excellent 

                  24

                  CARISMA on the BEACH... Totally charming beachfront 2BR in great location!

                  Sint Maarten / Cole Bay

                  Cole Bay house

                  2 5 7 nights min

                  • 2 bedrooms
                  • sleeps 5
                  • 7 nights min
                  • Air conditioning

                  Price per night from

                  $400

                  Price per night from

                  $400

                    30

                    Villa Infinity

                    Sint Maarten / Philipsburg

                    Philipsburg villa

                    4 8 5 nights min

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

                    Price per night from

                    $469

                    Responds fast!
                    avg. 3 hours 30 minutes

                    Price per night from

                    $469

                    (1) Excellent 

                      15

                      BEACHFRONTBLISS

                      Sint Maarten / Simpson Bay

                      Simpson Bay apartment

                      2 4 3 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 3 nights min
                      • Beach / lakeside relaxation
                      • Child Friendly

                      Price per night from

                      $344

                      Price per night from

                      $344

                        47

                        TARA... Affordable oceanfront villa, walk to beach

                        Sint Maarten / Simpson Bay

                        Simpson Bay villa

                        5 10 min stay varies

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

                        Price per night from

                        $843

                        Price per night from

                        $843

                        (5) Excellent 

                          26

                          Le Papillon - Modern Luxurious Beachfront Unit, extra clean, stunning view

                          Simpson Bay / Simpson Bay Beach

                          Simpson Bay apartment

                          2 6 min stay varies

                          • 2 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Nearest beach 0.01 mi
                          • Child Friendly

                          Price per night from

                          $341

                          Responds fast!
                          avg. 1 hour 55 minutes

                          Price per night from

                          $341

                          (19) Excellent 

                            32

                            Beautiful beachfront at The Villas On Great Bay

                            Sint Maarten / Philipsburg

                            Philipsburg villa

                            2 6 min stay varies

                            • 2 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Child Friendly
                            “The paradise on Great Bay” The Villas on Great Bay ended up being more than great, the perfect match being close to Phillipsburg and still calm surroundings was just heaven, enabling the whole family to enjoy all the offers in the area. The couple tha
                            …see more

                            Price per night from

                            $228

                            Responds fast!
                            avg. 2 hours 15 minutes

                            Price per night from

                            $228

                            (2) Excellent 

                              22

                              The Sapphire: Pearl Suite - Peace of mind!

                              Sint Maarten / Simpson Bay

                              Simpson Bay condo

                              1 4 3 nights min

                              • 1 bedroom
                              • sleeps 4
                              • 3 nights min
                              • Child Friendly

                              Price per night from

                              $197

                              Price per night from

                              $197

                                25

                                Alizee - STM

                                Sint Maarten / Philipsburg

                                Philipsburg villa

                                7 18 min stay varies

                                • 7 bedrooms
                                • sleeps 18
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $1,300

                                Price per night from

                                $1,300

                                (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

                                    24

                                    Holiday Studio 8A Caribbean Chique

                                    Sint Maarten / Philipsburg

                                    Philipsburg apartment

                                    1 2 1 night min

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

                                    Price per night from

                                    $92

                                    Price per night from

                                    $92

                                    (3) Very Good 

                                      31

                                      WESTIN DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

                                      Sint Maarten / Philipsburg

                                      Philipsburg apartment

                                      3 8 7 nights min

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

                                      Price per night from

                                      $666

                                      Price per night from

                                      $666

                                      (3) Excellent 

                                        18

                                        ISLAND DREAMS!

                                        Sint Maarten / Pelican Key

                                        Pelican Key villa

                                        2 5 6 nights min

                                        • 2 bedrooms
                                        • sleeps 5
                                        • 6 nights min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 1 mi
                                        • Swimming pool

                                        Price per night from

                                        $258

                                        Price per night from

                                        $258

                                        (2) Excellent 

                                          23

                                          Sapphire Ruby Suite - Unforgettable Getaway!

                                          Sint Maarten / Simpson Bay

                                          Simpson Bay condo

                                          1 4 3 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Child Friendly

                                          Price per night from

                                          $212

                                          Price per night from

                                          $212

                                          (28) Excellent 

                                          Certificate of Excellence

                                            22

                                            Carisma on the beach

                                            Sint Maarten / Simpson Bay

                                            Simpson Bay villa

                                            2 4 min stay varies

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

                                            Certificate of Excellence

                                            Price per night from

                                            $228

                                            Responds fast!
                                            avg. 1 hour 45 minutes

                                            Price per night from

                                            $228

                                            (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
                                              …see more

                                              Price per night from

                                              $814

                                              Responds fast!
                                              avg. 1 hour 55 minutes

                                              Price per night from

                                              $814

                                                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

                                                (1) Excellent 

                                                  17

                                                  Unrivaled Luxury Villa with beach access

                                                  Sint Maarten / Simpson Bay

                                                  Simpson Bay house

                                                  5 10 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0.7 mi
                                                  • Swimming pool

                                                  Price per night from

                                                  $735

                                                  Price per night from

                                                  $735

                                                  (1) Excellent 

                                                    25

                                                    On Island Time

                                                    Sint Maarten / Philipsburg

                                                    Philipsburg villa

                                                    3 6 min stay varies

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

                                                    Price per night from

                                                    $479

                                                    Price per night from

                                                    $479

                                                    (1) Excellent 

                                                      39

                                                      CARIBBEAN PEARL...Porto Cupecoy, top floor 2BR with expansive views of the marin

                                                      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

                                                      $400

                                                      Price per night from

                                                      $400

                                                        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

                                                          10

                                                          Villa Leone Sint Maarten

                                                          Sint Maarten / Philipsburg

                                                          Philipsburg villa

                                                          2 6 2 nights min

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

                                                          Price per night from

                                                          $333

                                                          Responds fast!
                                                          avg. 3 hours 14 minutes

                                                          Price per night from

                                                          $333

                                                          (1) Excellent 

                                                            14

                                                            1 Bed Luxury Condo

                                                            Sint Maarten / Simpson Bay

                                                            Simpson Bay condo

                                                            1 2 4 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 4 nights min

                                                            Price per night from

                                                            $172

                                                            Price per night from

                                                            $172

                                                              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

                                                              (2) Very Good 

                                                                25

                                                                Dawn Beach Villa

                                                                Sint Maarten / Philipsburg

                                                                Philipsburg villa

                                                                6 12 min stay varies

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

                                                                Price per night from

                                                                $643

                                                                Price per night from

                                                                $643

                                                                (4) Very Good 

                                                                  12

                                                                  PELICAN KEY - CHARMING STUDIO WITH OCEAN VIEW

                                                                  Simpson Bay / Simpson Bay Beach

                                                                  Simpson Bay apartment

                                                                  1 2 4 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 4 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 0.8 mi
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $137

                                                                  Price per night from

                                                                  $137

                                                                  (3) Very Good 

                                                                    32

                                                                    Simpson Bay Beach Modern Luxury Ocean View Private Roof Deck 360° views WIFI

                                                                    Sint Maarten / Simpson Bay

                                                                    Simpson Bay apartment

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $165

                                                                    Responds fast!
                                                                    avg. 1 hour 4 minutes

                                                                    Price per night from

                                                                    $165

                                                                    (1) Excellent 

                                                                      17

                                                                      Atlantica Beach Club Condo - Unit 4 *Dawn Beach*

                                                                      Sint Maarten / Philipsburg

                                                                      Philipsburg apartment

                                                                      3 6 7 nights min

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

                                                                      Price per night from

                                                                      $239

                                                                      Price per night from

                                                                      $239

                                                                      (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

                                                                        (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

                                                                          (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

                                                                            $285

                                                                            Price per night from

                                                                            $285

                                                                            (29) Excellent 

                                                                              14

                                                                              Blue Pelican Luxury Villas - Featured on HGTV!!!!!

                                                                              Sint Maarten / Simpson Bay

                                                                              Simpson Bay apartment

                                                                              1 2 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 0 mi
                                                                              • Swimming pool
                                                                              “Excellent place to stay.” The pre-trip information was perfect and the welcome "meet and greet" was perfect and thorough too. We stayed in Villa #2. Essentially, you couldn't wish for more on the inside - serious attention has been paid to detail and
                                                                              …see more

                                                                              Price per night from

                                                                              $194

                                                                              Responds fast!
                                                                              avg. 1 hour 45 minutes

                                                                              Price per night from

                                                                              $194