Windwardside Rentals

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8 Houses

(26) Excellent 

    41

    Saba's finest ocean villa

    Saba / Windwardside

    Windwardside house

    5 10 3 nights min

    • 5 bedrooms
    • sleeps 10
    • 3 nights min
    • Swimming pool
    • Child Friendly
    • Air conditioning
    “Wonderful and Memorable Vacation” I had the fantastic experience of staying at Hummingbird Villa over a few days late Fall 2010. Mother Nature decided to fling some nasty weather during our stay but that did not dampen one of the most wonderful vacat
    …see more

    Price per night from

    $349

    Responds fast!
    avg. 15 minutes

    Price per night from

    $349

    (1) Excellent 

      20

      Cloudbreak Villa, Luxury Vacational Rental

      Saba / Windwardside

      Windwardside villa

      3 10 3 nights min

      • 3 bedrooms
      • sleeps 10
      • 3 nights min
      • Nearest beach 1 mi
      • Child Friendly
      • Car not necessary

      Price per night from

      $469

      Price per night from

      $469

      (12) Excellent 

        8

        Out of the Blue, Booby Hill, Saba, Dutch Caribbean

        Saba / Windwardside

        Windwardside apartment

        1 2 3 nights min

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

        Price per night from

        $172

        Price per night from

        $172

        (13) Excellent 

          21

          Flamboyant Cottage, Saba - Great View & Pool!

          Saba / Windwardside

          Windwardside cottage

          2 4 3 nights min

          • 2 bedrooms
          • sleeps 4
          • 3 nights min
          • Swimming pool
          • Car not necessary
          • Air conditioning
          “Beautiful cottage in a lovely place” I have stayed at Flamboyant several times now. It is a wonderful cottage, with all the amenities, including wireless, swimming pool, and the most gorgeous view from the porch and eating area. It is in a very quiet
          …see more

          Price per night from

          $314

          Price per night from

          $314

          (1) Excellent 

            15

            Total privacy. Amazing views. Situated on an own hill. Overlooking Windwardside

            Saba / Windwardside

            Windwardside house

            3 6 4 nights min

            • 3 bedrooms
            • sleeps 6
            • 4 nights min
            • Swimming pool
            • Air conditioning
            • Private garden

            Price per night from

            $583

            Price per night from

            $583

              7

              Calliopy Cottage, Booby Hill, Saba

              Saba / Windwardside

              Windwardside villa

              1 2 3 nights min

              • 1 bedroom
              • sleeps 2
              • 3 nights min
              • Air conditioning
              • Private garden

              Price per night from

              $211

              Price per night from

              $211

              Great rentals within 20 miles that match your search

              Distance approx 19.28 km from Windwardside

                6

                Palm Spring Inn

                St. Eustatius

                St. Eustatius apartment

                2 4 1 night min

                • 2 bedrooms
                • sleeps 4
                • 1 night min
                • Child Friendly

                Price per night from

                $178

                Price per night from

                $178

                Distance approx 0.1 km from Windwardside Show on Map

                (10) Excellent 

                  28

                  Spyglass - Saba villa with breath-taking view

                  Saba

                  Saba villa

                  3 4 4 nights min

                  • 3 bedrooms
                  • sleeps 4
                  • 4 nights min
                  • Ask about children
                  • Private garden

                  Price per night from

                  $400

                  Price per night from

                  $400