South Hill Rentals

Close

Enter dates for more accurate prices

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

1,000 Houses

    24

    Ambia Villa

    Anguilla / South Hill

    South Hill villa

    4 8 4 nights min

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

    Price per night from

    $430

    Price per night from

    $430

    (6) Excellent 

      19

      Imperial Penthouse, New Oceanview w/H.Pool&Package

      Anguilla / South Hill

      South Hill villa

      2 4 min stay varies

      • 2 bedrooms
      • sleeps 4
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 0.5 mi
      • Swimming pool
      “British West Indies dream!!” My wife Joan and I arrived with our friends, Peter and Karen Hollander who live south of Boston, for a weeks stay in early april. We were greeted warmly by our hosts, the Louden's, who live in the villa next door. After s
      …see more

      Price per night from

      $457

      Responds fast!
      avg. 3 hours 41 minutes

      Price per night from

      $457

      (4) Excellent 

        21

        Pinnacle Villa - 3 bd luxury, best view and excellent support from owners

        Anguilla / South Hill

        South Hill villa

        3 6 min stay varies

        • 3 bedrooms
        • sleeps 6
        • min stay varies
        • Nearest beach 5 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $629

        Responds fast!
        avg. 3 hours 41 minutes

        Price per night from

        $629

        Great rentals within 20 miles that match your search

        Distance approx 0.1 km from South Hill Show on Map

        (5) Very Good 

          69

          Bayview Villa, Sandy Ground. Unbelievable views

          Anguilla / Sandy Ground

          Sandy Ground house

          6 12 3 nights min

          • 6 bedrooms
          • sleeps 12
          • 3 nights min
          • Beach / lakeside relaxation
          • Child Friendly
          • Car not necessary
          “Authentic Caribbean Experience!” I much prefer the feel of this house which is a comfortable version of a traditional island dwelling. My husband and I love the beach, and being able to observe the bay of Sandy Ground and the salt pond at different t
          …see more

          Price per night from

          $350

          Price per night from

          $350

          Distance approx 9.74 km from South Hill

            8

            BLUE DREAM feet in the water exceptional 180 ° view

            Saint-Martin / Baie Nettle

            Baie Nettle house

            1 3 4 nights min

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

            Price per night from

            $157

            Price per night from

            $157

            Distance approx 11.64 km from South Hill

            (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

              $401

              Price per night from

              $401

              Distance approx 12.54 km from South Hill

                20

                Condo for rent at the Westin Dawn Beach Club (St-M

                Sint Maarten / Philipsburg

                Philipsburg apartment

                3 10 7 nights min

                • 3 bedrooms
                • sleeps 10
                • 7 nights min
                • Beach / lakeside relaxation
                • Swimming pool
                • Child Friendly

                Price per night from

                $492

                Responds fast!
                avg. 3 hours 22 minutes

                Price per night from

                $492

                Distance approx 3.43 km from South Hill

                (6) Excellent 

                  45

                  Coconut Palm Villa -Twin Palms Villas at Meads Bay

                  Anguilla / Long Bay Village

                  Long Bay Village villa

                  3 6 min stay varies

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

                  Price per night from

                  $911

                  Price per night from

                  $911

                  Distance approx 11.18 km from South Hill

                  (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

                    $442

                    Price per night from

                    $442

                    Distance approx 0.1 km from South Hill Show on Map

                    (13) Excellent 

                      42

                      Spyglass Hill Villa

                      Anguilla

                      Anguilla villa

                      4 8 min stay varies

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

                      Price per night from

                      $745

                      Price per night from

                      $745

                      Distance approx 11.67 km from South Hill

                      (1) Excellent 

                        24

                        3 bedroom condo at the Westin spa and beach club

                        Sint Maarten / Oyster Pond

                        Oyster Pond villa

                        3 8 1 night min

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

                        Price per night from

                        $1,374

                        Price per night from

                        $1,374

                        Distance approx 11.36 km from South Hill

                          37

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

                          Sint Maarten / Oyster Pond

                          Oyster Pond house

                          1 2 7 nights min

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

                          Price per night from

                          $317

                          Price per night from

                          $317

                          Distance approx 11.33 km from South Hill

                            13

                            Westin Dawn Beach Resort & Spa

                            Sint Maarten / Philipsburg

                            Philipsburg condo

                            3 10 7 nights min

                            • 3 bedrooms
                            • sleeps 10
                            • 7 nights min
                            • Child Friendly

                            Price per night from

                            $573

                            Price per night from

                            $573

                            Distance approx 9.17 km from South Hill

                            (19) Excellent 

                              34

                              Dream side, gorgeous 1 bedroom duplex 1st line ocean front

                              Saint-Martin / Orient Bay

                              Orient Bay apartment

                              1 4 min stay varies

                              • 1 bedroom
                              • sleeps 4
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 0 mi
                              • Swimming pool
                              “Book this now, and look forward to a perfect vacation!” My boyfriend and I just returned from our 5-day stay at Cote Reve and are suffering serious withdrawal!! The villa is absolutely everything you need for a peaceful, relaxing and luxurious vacatio
                              …see more

                              Price per night from

                              $183

                              Price per night from

                              $183

                              Distance approx 1.97 km from South Hill Show on Map

                              (13) Excellent 

                                29

                                Three Dolphins Lockrum Bay, Anguilla BWI

                                Anguilla / Little Harbour

                                Little Harbour villa

                                5 10 7 nights min

                                • 5 bedrooms
                                • sleeps 10
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 1 mi
                                • Swimming pool
                                “Wife's Birthday getaway” After extensive research into renting a property in the islands we found Three Dolphins. Since the trip was for my wife and myself as well as two other couples, the villa was the perfect size. The quality of the villa, the loc
                                …see more

                                Price per night from

                                $2,119

                                Price per night from

                                $2,119

                                Distance approx 8.22 km from South Hill

                                (3) Excellent 

                                  19

                                  Villa Nonza, 5 bedrooms, pool, spa, orient B beach

                                  Saint-Martin / Orient Bay

                                  Orient Bay villa

                                  5 15 min stay varies

                                  • 5 bedrooms
                                  • sleeps 15
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0.3 mi
                                  • Swimming pool

                                  Price per night from

                                  $456

                                  Responds fast!
                                  avg. 3 hours 21 minutes

                                  Price per night from

                                  $456

                                  Distance approx 11.76 km from South Hill

                                    18

                                    1 BR condo with spectacular views

                                    Sint Maarten / Maho

                                    Maho condo

                                    1 4 3 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 3 nights min
                                    • Beach / lakeside relaxation
                                    • Car not necessary
                                    • Air conditioning

                                    Price per night from

                                    $258

                                    Price per night from

                                    $258

                                    Distance approx 11.4 km from South Hill

                                      17

                                      Modern Luxury Directly on the Beach

                                      Sint Maarten / Simpson Bay

                                      Simpson Bay condo

                                      2 4 min stay varies

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

                                      Price per night from

                                      $315

                                      Responds fast!
                                      avg. 35 minutes

                                      Price per night from

                                      $315

                                      Distance approx 11.03 km from South Hill

                                        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

                                        Distance approx 11.6 km from South Hill

                                        (1) Excellent 

                                          16

                                          Westin Dawn Beach Club St. Maarten

                                          Sint Maarten / Oyster Pond

                                          Oyster Pond condo

                                          3 8 7 nights min

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

                                          Price per night from

                                          $458

                                          Price per night from

                                          $458

                                          Distance approx 11.33 km from South Hill

                                          (3)  

                                            19

                                            Coco Beach Duplex

                                            Sint Maarten / Simpson Bay

                                            Simpson Bay apartment

                                            2 4 4 nights min

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

                                            Price per night from

                                            $263

                                            Price per night from

                                            $263

                                            Distance approx 2.67 km from South Hill

                                              20

                                              Luxury seafront villa on the Caribbean sea, next to a beach

                                              Anguilla / The Valley

                                              The Valley villa

                                              3 8 min stay varies

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

                                              Price per night from

                                              $859

                                              Price per night from

                                              $859

                                              Distance approx 6.94 km from South Hill

                                                20

                                                Villa Miramar

                                                Saint-Martin / Anse Marcel

                                                Anse Marcel villa

                                                1 2 3 nights min

                                                • 1 bedroom
                                                • sleeps 2
                                                • 3 nights min
                                                • Swimming pool
                                                • Child Friendly

                                                Price per night from

                                                $390

                                                Responds fast!
                                                avg. 3 hours 6 minutes

                                                Price per night from

                                                $390

                                                Distance approx 11.41 km from South Hill

                                                  93

                                                  BEAUTIFUL OCEAN AND TROPICAL GARDEN & POOL VIEWS!!

                                                  Sint Maarten / Maho

                                                  Maho studio

                                                  Studio 2 min stay varies

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

                                                  Price per night from

                                                  $138

                                                  Price per night from

                                                  $138

                                                  Distance approx 11.1 km from South Hill

                                                    15

                                                    Beautiful Modern Beachfront Condo

                                                    Sint Maarten / Oyster Pond

                                                    Oyster Pond condo

                                                    3 8 5 nights min

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

                                                    Price per night from

                                                    $573

                                                    Price per night from

                                                    $573

                                                    Distance approx 1.94 km from South Hill

                                                      49

                                                      Award Winning Ocean Front Villa Estate

                                                      Anguilla

                                                      Anguilla house

                                                      9 10 min stay varies

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

                                                      Price per night from

                                                      $7,198

                                                      Responds fast!
                                                      avg. 3 minutes

                                                      Price per night from

                                                      $7,198

                                                      Distance approx 5.73 km from South Hill

                                                      (60) Excellent 

                                                        38

                                                        ROMANTIC COUPLES ESCAPE - Stunning Panoramic Ocean Views - Private Pool

                                                        Anguilla / Sandy Hill Bay

                                                        Sandy Hill Bay villa

                                                        1 2 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 1 mi
                                                        • Swimming pool
                                                        “Perfect & Peaceful!” There are not too many other positive things I can say about Almond Tree Villa that has not already been mentioned by other reviewers. However, with that being said, if you are considering a stay at Joe & Sue's wonderful retreat,
                                                        …see more

                                                        Price per night from

                                                        $285

                                                        Price per night from

                                                        $285

                                                        Distance approx 11.15 km from South Hill

                                                          22

                                                          Cupecoy Beach Club

                                                          Sint Maarten / Cupecoy Bay

                                                          Cupecoy Bay condo

                                                          2 6 3 nights min

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

                                                          Price per night from

                                                          $344

                                                          Price per night from

                                                          $344

                                                          Distance approx 10.88 km from South Hill

                                                            5

                                                            2 Bedroom Oceanfront-Belair Beach Resort

                                                            St. Martin Sint Maarten

                                                            St Martin / St Maarten apartment

                                                            2 6 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • 7 nights min
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $344

                                                            Price per night from

                                                            $344

                                                            Distance approx 9.63 km from South Hill

                                                              8

                                                              St Martin SXM studio with private beach and pool

                                                              Saint-Martin / Marigot

                                                              Marigot apartment

                                                              1 2 7 nights min

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

                                                              Price per night from

                                                              $75

                                                              Responds fast!
                                                              avg. 1 hour 17 minutes

                                                              Price per night from

                                                              $75

                                                              Distance approx 8.3 km from South Hill

                                                                12

                                                                New studio in Mont Vernon sea view

                                                                Saint-Martin / Orient Bay

                                                                Orient Bay studio

                                                                Studio 3 5 nights min

                                                                • Studio
                                                                • sleeps 3
                                                                • 5 nights min
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Private garden

                                                                Price per night from

                                                                $78

                                                                Price per night from

                                                                $78

                                                                Distance approx 8.76 km from South Hill

                                                                (5) Excellent 

                                                                  77

                                                                  The Source

                                                                  Saint-Martin / Marigot, Saint Martin

                                                                  Marigot, Saint Martin villa

                                                                  5 10 3 nights min

                                                                  • 5 bedrooms
                                                                  • sleeps 10
                                                                  • 3 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $651

                                                                  Price per night from

                                                                  $651

                                                                  Distance approx 11.26 km from South Hill

                                                                    11

                                                                    SUITE 6/8 PEOPLE DAWN BEACH CLUB

                                                                    Sint Maarten / Dawn Beach

                                                                    Dawn Beach hotel apartment

                                                                    3 8 7 nights min

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

                                                                    Price per night from

                                                                    $553

                                                                    Price per night from

                                                                    $553

                                                                    Distance approx 9.74 km from South Hill

                                                                      10

                                                                      Villa Misty

                                                                      Saint-Martin / Terres Basses

                                                                      Terres Basses villa

                                                                      3 6 3 nights min

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

                                                                      Price per night from

                                                                      $820

                                                                      Responds fast!
                                                                      avg. 3 hours 1 minutes

                                                                      Price per night from

                                                                      $820

                                                                      Distance approx 11.07 km from South Hill

                                                                        21

                                                                        MAISON MODERNE AVEC PISCINE ET JACUZZI PRIVÉ

                                                                        Sint Maarten / Oyster Pond

                                                                        Oyster Pond house

                                                                        2 4 4 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 4 nights min
                                                                        • Nearest beach 2 mi
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $261

                                                                        Price per night from

                                                                        $261

                                                                        Distance approx 11.16 km from South Hill

                                                                        (2) Excellent 

                                                                          32

                                                                          Suite sea view Condo Westin St Martin

                                                                          Sint Maarten / Oyster Pond

                                                                          Oyster Pond condo

                                                                          3 8 7 nights min

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

                                                                          Price per night from

                                                                          $483

                                                                          Price per night from

                                                                          $483

                                                                          Distance approx 9.43 km from South Hill

                                                                          (1)  

                                                                            11

                                                                            Villa Les Jardins de Bllevue

                                                                            Saint-Martin / Marigot, Saint Martin

                                                                            Marigot, Saint Martin villa

                                                                            6 12 5 nights min

                                                                            • 6 bedrooms
                                                                            • sleeps 12
                                                                            • 5 nights min
                                                                            • Swimming pool
                                                                            • Ask about children
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $1,832

                                                                            Price per night from

                                                                            $1,832

                                                                            Distance approx 11.02 km from South Hill

                                                                              28

                                                                              Bahia Villa

                                                                              Sint Maarten / Simpson Bay

                                                                              Simpson Bay villa

                                                                              3 6 7 nights min

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

                                                                              Price per night from

                                                                              $1,148

                                                                              Responds fast!
                                                                              avg. 3 hours 1 minutes

                                                                              Price per night from

                                                                              $1,148