Island Harbour Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

1,011 Houses

(13) Very Good 

    24

    James Place Apartments, Anguilla , British West Indies

    Anguilla / Island Harbour

    Island Harbour apartment

    1 2 1 night min

    • 1 bedroom
    • sleeps 2
    • 1 night min
    • Beach / lakeside relaxation
    • Nearest beach 8 mi
    • Child Friendly

    Price per night from

    $115

    Responds fast!
    avg. 3 hours 16 minutes

    Price per night from

    $115

    (8) Very Good 

      31

      Ocean View Apartment at Captain's Ridge (view from every room)

      Anguilla / Island Harbour

      Island Harbour apartment

      2 4 3 nights min

      • 2 bedrooms
      • sleeps 4
      • 3 nights min
      • Nearest beach 3 mi
      • Air conditioning
      • Private garden

      Price per night from

      $138

      Price per night from

      $138

        13

        Ultimacy

        Anguilla / Island Harbour

        Island Harbour villa

        8 16 min stay varies

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

        Price per night from

        $4,000

        Price per night from

        $4,000

        (3) Excellent 

          32

          Villa Amarilla

          Anguilla / Island Harbour

          Island Harbour villa

          5 10 3 nights min

          • 5 bedrooms
          • sleeps 10
          • 3 nights min
          • Ask about children
          • Ask about pets

          Price per night from

          $2,500

          Responds fast!
          avg. 1 hour 49 minutes

          Price per night from

          $2,500

            29

            Villa Amarilla

            Anguilla / Island Harbour

            Island Harbour villa

            5 10 min stay varies

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

            Price per night from

            $2,500

            Price per night from

            $2,500

              32

              Villa Amarilla

              Anguilla / Island Harbour

              Island Harbour villa

              3 6 3 nights min

              • 3 bedrooms
              • sleeps 6
              • 3 nights min
              • Ask about children
              • Ask about pets

              Price per night from

              $2,100

              Responds fast!
              avg. 1 hour 49 minutes

              Price per night from

              $2,100

                32

                Villa Amarilla

                Anguilla / Island Harbour

                Island Harbour villa

                4 8 3 nights min

                • 4 bedrooms
                • sleeps 8
                • 3 nights min
                • Ask about children
                • Ask about pets

                Price per night from

                $2,300

                Responds fast!
                avg. 1 hour 49 minutes

                Price per night from

                $2,300

                  37

                  Beachcourt Villa

                  Anguilla / Island Harbour

                  Island Harbour villa

                  7 14 min stay varies

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

                  Price per night from

                  $1,875

                  Responds fast!
                  avg. 1 hour 49 minutes

                  Price per night from

                  $1,875

                    37

                    Beachcourt Villa

                    Anguilla / Island Harbour

                    Island Harbour villa

                    8 16 min stay varies

                    • 8 bedrooms
                    • sleeps 16
                    • min stay varies
                    • Ask about children
                    • Ask about pets

                    Price per night from

                    $2,075

                    Responds fast!
                    avg. 1 hour 49 minutes

                    Price per night from

                    $2,075

                      37

                      Beachcourt Villa

                      Anguilla / Island Harbour

                      Island Harbour villa

                      6 12 min stay varies

                      • 6 bedrooms
                      • sleeps 12
                      • min stay varies
                      • Ask about children
                      • Ask about pets

                      Price per night from

                      $1,650

                      Responds fast!
                      avg. 1 hour 49 minutes

                      Price per night from

                      $1,650

                        37

                        Beachcourt Villa

                        Anguilla / Island Harbour

                        Island Harbour villa

                        2 4 min stay varies

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

                        Price per night from

                        $1,100

                        Responds fast!
                        avg. 1 hour 49 minutes

                        Price per night from

                        $1,100

                          37

                          Beachcourt Villa

                          Anguilla / Island Harbour

                          Island Harbour villa

                          4 8 min stay varies

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

                          Price per night from

                          $1,400

                          Responds fast!
                          avg. 1 hour 49 minutes

                          Price per night from

                          $1,400

                          Great rentals within 20 miles that match your search

                          Distance approx 15.41 km from Island Harbour

                          (1) Excellent 

                            44

                            Studio de la Baie Nettle

                            Saint-Martin / Baie Nettle

                            Baie Nettle apartment

                            1 2 3 nights min

                            • 1 bedroom
                            • sleeps 2
                            • 3 nights min
                            • Nearest beach 2 mi
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $113

                            Price per night from

                            $113

                            Distance approx 11.2 km from Island Harbour

                            (1) Very Good 

                              9

                              Luxury Studio with sea view at Mount Vernon Residence

                              Saint-Martin / Orient Bay

                              Orient Bay apartment

                              1 4 5 nights min

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

                              Price per night from

                              $72

                              Price per night from

                              $72

                              Distance approx 16.69 km from Island Harbour

                              (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

                                $173

                                Price per night from

                                $173

                                Distance approx 15.15 km from Island Harbour

                                (2) Excellent 

                                  6

                                  Sunny Island Apartment

                                  Marigot / Nettle Bay Beach Club

                                  Marigot condo

                                  1 4 1 night min

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

                                  Price per night from

                                  $230

                                  Responds fast!
                                  avg. 1 hour 48 minutes

                                  Price per night from

                                  $230

                                  Distance approx 14.33 km from Island Harbour

                                    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

                                    $206

                                    Price per night from

                                    $206

                                    Distance approx 9.25 km from Island Harbour

                                      31

                                      Sky Villa Anguilla:Sophisticated Comfort on the Beach. Privacy, Services, Staff

                                      Anguilla / Long Bay Village

                                      Long Bay Village villa

                                      5 10 min stay varies

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

                                      Price per night from

                                      $2,898

                                      Price per night from

                                      $2,898

                                      Distance approx 15.28 km from Island Harbour

                                        5

                                        safari on the beach

                                        Saint-Martin / Marigot

                                        Marigot apartment

                                        1 4 4 nights min

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

                                        Price per night from

                                        $172

                                        Price per night from

                                        $172

                                        Distance approx 14.16 km from Island Harbour

                                          9

                                          Oyster Bay Beach Resort

                                          Sint Maarten / Philipsburg

                                          Philipsburg condo

                                          1 4 7 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 7 nights min
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Child Friendly

                                          Price per night from

                                          $278

                                          Responds fast!
                                          avg. 2 hours 37 minutes

                                          Price per night from

                                          $278

                                          Distance approx 10.14 km from Island Harbour

                                          (1) Excellent 

                                            33

                                            VILLA COTE SUD Orient Bay/Swimming-Pool/Ocean View

                                            Saint-Martin / Orient Bay

                                            Orient Bay villa

                                            3 8 7 nights min

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

                                            Price per night from

                                            $442

                                            Price per night from

                                            $442

                                            Distance approx 11.78 km from Island Harbour

                                              12

                                              CARIBBEANSTAR VILLA in Orient Bay-ST MARTIN

                                              Saint-Martin / Orient Bay

                                              Orient Bay villa

                                              4 8 4 nights min

                                              • 4 bedrooms
                                              • sleeps 8
                                              • 4 nights min
                                              • Child Friendly
                                              • Pet Friendly

                                              Price per night from

                                              $879

                                              Price per night from

                                              $879

                                              Distance approx 11.14 km from Island Harbour

                                                36

                                                Luxurious and Exclusive Beachfront Property

                                                Anguilla / West End Village

                                                West End Village villa

                                                9 18 min stay varies

                                                • 9 bedrooms
                                                • sleeps 18
                                                • min stay varies
                                                • Swimming pool
                                                • Air conditioning

                                                Price per night from

                                                $16,343

                                                Responds fast!
                                                avg. 3 minutes

                                                Price per night from

                                                $16,343

                                                Distance approx 15.67 km from Island Harbour

                                                  59

                                                  Ocean Front Brand New Elegant Modern Luxury Home with Heated Salt Water Pool

                                                  Sint Maarten / Philipsburg

                                                  Philipsburg villa

                                                  6 12 min stay varies

                                                  • 6 bedrooms
                                                  • sleeps 12
                                                  • min stay varies
                                                  • Nearest beach 0 mi
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $2,125

                                                  Price per night from

                                                  $2,125

                                                  Distance approx 15.49 km from Island Harbour

                                                    26

                                                    Crepuscule Villa

                                                    Saint-Martin / Terres Basses

                                                    Terres Basses villa

                                                    5 10 3 nights min

                                                    • 5 bedrooms
                                                    • sleeps 10
                                                    • 3 nights min
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $2,041

                                                    Responds fast!
                                                    avg. 3 hours 1 minutes

                                                    Price per night from

                                                    $2,041

                                                    Distance approx 10.33 km from Island Harbour

                                                    (6)  

                                                      25

                                                      New Villa Magnolia Forever in Saint-Martin

                                                      Saint-Martin / Cul de Sac

                                                      Cul de Sac villa

                                                      3 6 5 nights min

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

                                                      Price per night from

                                                      $673

                                                      Responds fast!
                                                      avg. 3 hours 30 minutes

                                                      Price per night from

                                                      $673

                                                      Distance approx 1.42 km from Island Harbour Show on Map

                                                        65

                                                        Dreamcatcher - luxury villa, stunning views over turquoise seas

                                                        Anguilla / Shoal Bay Village

                                                        Shoal Bay Village villa

                                                        4 8 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Nearest beach 0.25 mi
                                                        • Child Friendly

                                                        Price per night from

                                                        $941

                                                        Responds fast!
                                                        avg. 1 hour 51 minutes

                                                        Price per night from

                                                        $941

                                                        Distance approx 13.19 km from Island Harbour

                                                        (2) Excellent 

                                                          23

                                                          Charming studio in Marigot Saint-Martin

                                                          Saint-Martin / Marigot

                                                          Marigot studio

                                                          Studio 4 7 nights min

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

                                                          Price per night from

                                                          $70

                                                          Price per night from

                                                          $70

                                                          Distance approx 12.1 km from Island Harbour

                                                            12

                                                            Villa LEMON -In a green area at the entrance to Orient Bay

                                                            Saint-Martin / Orient Bay

                                                            Orient Bay villa

                                                            4 8 7 nights min

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

                                                            Price per night from

                                                            $665

                                                            Price per night from

                                                            $665

                                                            Distance approx 17.29 km from Island Harbour

                                                            (19) Excellent 

                                                              18

                                                              YOU ARE WELCOME!! Brilliant location on a quiet spot on Saint Martin. WIFI etc

                                                              Sint Maarten / Philipsburg

                                                              Philipsburg apartment

                                                              1 2 7 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 7 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 4 mi
                                                              • Air conditioning
                                                              “Absolutely Amazing” The pictures just do not do this place justice. The view is absolutely amazing. The apartment is beautifully decorated and incredibly quiet. The hosts, Paul and Berreci (I'm sure I spelled it wrong and I apologize) were absolutely
                                                              …see more

                                                              Price per night from

                                                              $98

                                                              Responds fast!
                                                              avg. 3 hours 40 minutes

                                                              Price per night from

                                                              $98

                                                              Distance approx 14.55 km from Island Harbour

                                                                13

                                                                St Maarten: Luxury Sea View Apartment (2045 sq ft)

                                                                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

                                                                $401

                                                                Price per night from

                                                                $401

                                                                Distance approx 13.32 km from Island Harbour

                                                                  5

                                                                  GRYSTONE

                                                                  Saint-Martin / Terres Basses

                                                                  Terres Basses villa

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Air conditioning
                                                                  Inquire for Rates
                                                                  Inquire for Rates

                                                                  Distance approx 16.36 km from Island Harbour

                                                                    17

                                                                     Villa Cyrano, lowland, Saint Martin.

                                                                    Saint-Martin / Terres Basses

                                                                    Terres Basses villa

                                                                    3 6 6 nights min

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

                                                                    Price per night from

                                                                    $774

                                                                    Price per night from

                                                                    $774

                                                                    Distance approx 15.5 km from Island Harbour

                                                                      21

                                                                      Villa Friends

                                                                      Saint-Martin / Terres Basses

                                                                      Terres Basses villa

                                                                      14 22 3 nights min

                                                                      • 14 bedrooms
                                                                      • sleeps 22
                                                                      • 3 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $4,736

                                                                      Responds fast!
                                                                      avg. 3 hours 1 minutes

                                                                      Price per night from

                                                                      $4,736

                                                                      Distance approx 16.03 km from Island Harbour

                                                                        29

                                                                        Villa Santa Clara, beautifull & sea view

                                                                        Saint-Martin / Terres Basses

                                                                        Terres Basses house

                                                                        3 6 4 nights min

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

                                                                        Price per night from

                                                                        $774

                                                                        Price per night from

                                                                        $774

                                                                        Distance approx 11.48 km from Island Harbour

                                                                          10

                                                                          Beautiful Apartment sea view in Grand Case

                                                                          Saint-Martin / Grand Case

                                                                          Grand Case apartment

                                                                          1 2 3 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 3 nights min
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $117

                                                                          Responds fast!
                                                                          avg. 1 hour 4 minutes

                                                                          Price per night from

                                                                          $117

                                                                          Distance approx 15.5 km from Island Harbour

                                                                            9

                                                                            Friends Villa

                                                                            Saint-Martin / Terres Basses

                                                                            Terres Basses villa

                                                                            12 22 3 nights min

                                                                            • 12 bedrooms
                                                                            • sleeps 22
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $5,936

                                                                            Responds fast!
                                                                            avg. 3 hours 1 minutes

                                                                            Price per night from

                                                                            $5,936

                                                                            Distance approx 16.05 km from Island Harbour

                                                                              51

                                                                              Spacious villa with swimming-pool

                                                                              Saint-Martin / Terres Basses

                                                                              Terres Basses villa

                                                                              5 11 min stay varies

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

                                                                              Price per night from

                                                                              $1,270

                                                                              Responds fast!
                                                                              avg. 2 hours 58 minutes

                                                                              Price per night from

                                                                              $1,270