Five Cays Settlement Rentals

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Filtering by: Horse riding

81 Houses

(1) Very Good 

    14

    BEAUTIFUL WATERFRONT 4 BEDROOM VILLA, NEAR TAYLOR BAY & SAPODILLA BEACH

    Providenciales / Five Cays Settlement

    Five Cays Settlement villa

    4 8 min stay varies

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

    Price per night from

    $687

    Responds fast!
    avg. 1 hour 18 minutes

    Price per night from

    $687

    Great rentals within 20 miles that match your search

    Distance approx 1.06 km from Five Cays Settlement Show on Map

      15

      Westview Gardens, 2 bedroom cottage, sunset views

      Providenciales / Long Bay Beach

      Long Bay Beach cottage

      2 4 min stay varies

      • 2 bedrooms
      • sleeps 4
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 4 mi
      • Child Friendly

      Price per night from

      $200

      Responds fast!
      avg. 49 minutes

      Price per night from

      $200

      Distance approx 0.1 km from Five Cays Settlement Show on Map

      (11) Excellent 

        59

        CoCo Gardens - Beautiful Caribbean Hideaway with Jacuzzi tub, pool, cabana

        Providenciales / Grace Bay

        Grace Bay house

        3 6 min stay varies

        • 3 bedrooms
        • sleeps 6
        • min stay varies
        • Nearest beach 0.4 mi
        • Swimming pool
        • Child Friendly

        Price per night from

        $428

        Responds fast!
        avg. 3 hours 7 minutes

        Price per night from

        $428

        Distance approx 0.1 km from Five Cays Settlement Show on Map

        (19) Very Good 

          22

          ProvoVilla Condo Grace Bay Turks & Caicos 2BD 2BA

          Turks and Caicos Islands / Providenciales

          Providenciales apartment

          2 6 5 nights min

          • 2 bedrooms
          • sleeps 6
          • 5 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Child Friendly
          “So relaxing!” We loved it! Place was clean and cozy. Outside shower was awesome. Photoed birds and lizards! Beach chairs were great, loveTommy Bahama! Would rent again

          Price per night from

          $359

          Responds fast!
          avg. 2 hours 10 minutes

          Price per night from

          $359

          Distance approx 4.13 km from Five Cays Settlement Show on Map

            28

            Spacious 1 Bedroom with Picturesque View, Includes Car

            Providenciales / Turtle Cove

            Turtle Cove condo

            1 4 4 nights min

            • 1 bedroom
            • sleeps 4
            • 4 nights min
            • Beach / lakeside relaxation
            • Nearest beach 0.2 mi
            • Swimming pool

            Price per night from

            $222

            Responds fast!
            avg. 36 minutes

            Price per night from

            $222

            Distance approx 0.1 km from Five Cays Settlement Show on Map

            (3) Excellent 

              31

              Villa Renaissance 603!! PERFECT FOR COUPLES OR FAMILIES!

              Providenciales / Grace Bay

              Grace Bay apartment

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Beach / lakeside relaxation
              • Nearest beach 0.1 mi
              • Swimming pool

              Price per night from

              $418

              Responds fast!
              avg. 47 minutes

              Price per night from

              $418

              Distance approx 0.1 km from Five Cays Settlement Show on Map

                35

                KARANA PENTHOUSE Luxury Loft - On Beach - Ocean Views & Breeze - Pool

                Providenciales / Long Bay Beach

                Long Bay Beach penthouse

                1 3 min stay varies

                • 1 bedroom
                • sleeps 3
                • min stay varies
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $401

                Responds fast!
                avg. 3 hours 41 minutes

                Price per night from

                $401

                Distance approx 4.97 km from Five Cays Settlement Show on Map

                (30) Excellent 

                  43

                  Samsara TCI, Luxury vacation living, just add family and friends!

                  Turks and Caicos Islands / Providenciales

                  Providenciales villa

                  7 22 min stay varies

                  • 7 bedrooms
                  • sleeps 22
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Child Friendly

                  Price per night from

                  $3,995

                  Price per night from

                  $3,995

                  Distance approx 1.64 km from Five Cays Settlement Show on Map

                    5

                    Grace Haven - brand new villa in Leeward

                    Providenciales / Leeward

                    Leeward villa

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Child Friendly

                    Price per night from

                    $629

                    Responds fast!
                    avg. 40 minutes

                    Price per night from

                    $629

                    Distance approx 0.1 km from Five Cays Settlement Show on Map

                      27

                      Villa Rahje an Inviting Caribbean Home in Paradise

                      Turks and Caicos Islands / Providenciales

                      Providenciales house

                      4 8 min stay varies

                      • 4 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Nearest beach 2 mi
                      • Child Friendly

                      Price per night from

                      $744

                      Price per night from

                      $744

                      Distance approx 0.1 km from Five Cays Settlement Show on Map

                        34

                        Wyakha 1 BR On Beach - Garden View - Pool - Peaceful - SUPs & Kayaks (Unit #3)

                        Providenciales / Long Bay Beach

                        Long Bay Beach apartment

                        1 3 3 nights min

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

                        Price per night from

                        $205

                        Responds fast!
                        avg. 3 hours 41 minutes

                        Price per night from

                        $205

                        Distance approx 0.1 km from Five Cays Settlement Show on Map

                        (3) Excellent 

                          23

                          Modern Villa - Perfect for Large Families - Amazing Pool - 2 min. from beach

                          Providenciales / Long Bay Beach

                          Long Bay Beach villa

                          3 10 min stay varies

                          • 3 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Nearest beach 0.4 mi
                          • Swimming pool
                          • Child Friendly

                          Price per night from

                          $816

                          Responds fast!
                          avg. 2 hours 27 minutes

                          Price per night from

                          $816

                          Distance approx 4.68 km from Five Cays Settlement Show on Map

                            9

                            The Yacht Club

                            Providenciales / Lower Bight

                            Lower Bight condo

                            1 2 4 nights min

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

                            Price per night from

                            $315

                            Price per night from

                            $315

                            Distance approx 0.1 km from Five Cays Settlement Show on Map

                            (18) Excellent 

                              26

                              Ultra Modern Villa, 500 ft from Long Bay Beach - Much more than a villa, see why

                              Providenciales / Long Bay Beach

                              Long Bay Beach villa

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Nearest beach 0.4 mi
                              • Swimming pool
                              • Child Friendly

                              Price per night from

                              $646

                              Responds fast!
                              avg. 2 hours 27 minutes

                              Price per night from

                              $646

                              Distance approx 0.1 km from Five Cays Settlement Show on Map

                              (1) Excellent 

                                30

                                Karana Studio 2 - On the Beach - King Bed - Pool - Luxurious and Fully Equipped

                                Providenciales / Long Bay Beach

                                Long Bay Beach studio

                                Studio 2 min stay varies

                                • Studio
                                • sleeps 2
                                • min stay varies
                                • Nearest beach 0.5 mi
                                • Swimming pool
                                • Child Friendly

                                Price per night from

                                $172

                                Responds fast!
                                avg. 3 hours 41 minutes

                                Price per night from

                                $172

                                Distance approx 5.57 km from Five Cays Settlement Show on Map

                                (1) Excellent 

                                  13

                                  Beautiful Villa, waterfront,POOL, paddleboards, KING BEDS;jet ski and car avl!

                                  Turks and Caicos Islands / Providenciales

                                  Providenciales villa

                                  4 12 4 nights min

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

                                  Price per night from

                                  $341

                                  Price per night from

                                  $341

                                  Distance approx 10.96 km from Five Cays Settlement

                                  (8) Excellent 

                                  Certificate of Excellence

                                    55

                                    Caicos Dream large oceanview 3 bedroom condo at beautiful Northwest Point Resort

                                    Turks and Caicos Islands / Providenciales

                                    Providenciales condo

                                    3 8 min stay varies

                                    • 3 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Nearest beach 0 mi
                                    • Swimming pool
                                    • Child Friendly

                                    Certificate of Excellence

                                    Price per night from

                                    $309

                                    Responds fast!
                                    avg. 28 minutes

                                    Price per night from

                                    $309

                                    Distance approx 3.86 km from Five Cays Settlement Show on Map

                                      19

                                      Dragonfly House 2 BR with AC - Affordable - 5 min to Beach - Snorkeling kits

                                      Turks and Caicos Islands / Providenciales

                                      Providenciales house

                                      2 4 min stay varies

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

                                      Price per night from

                                      $228

                                      Responds fast!
                                      avg. 3 hours 47 minutes

                                      Price per night from

                                      $228

                                      Distance approx 2.53 km from Five Cays Settlement Show on Map

                                      (12) Excellent 

                                        18

                                        Villa Oasis - an incredible hexagon shaped villa on the beach in Grace Bay

                                        Turks and Caicos Islands / Providenciales

                                        Providenciales house

                                        7 14 min stay varies

                                        • 7 bedrooms
                                        • sleeps 14
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Child Friendly

                                        Price per night from

                                        $1,213

                                        Price per night from

                                        $1,213

                                        Distance approx 0.1 km from Five Cays Settlement Show on Map

                                          42

                                          Wyakha 3BR Townhome - On Beach - Ocean Views - Pool - Beach Chairs (Unit 3-4)

                                          Providenciales / Long Bay Beach

                                          Long Bay Beach townhouse

                                          2 5 min stay varies

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

                                          Price per night from

                                          $474

                                          Responds fast!
                                          avg. 3 hours 41 minutes

                                          Price per night from

                                          $474

                                          Distance approx 3.83 km from Five Cays Settlement Show on Map

                                          (1) Excellent 

                                            20

                                            Villa Les Sablons - Spacious Upper Floor Suite- Screened Veranda -5 min to beach

                                            Providenciales / Turtle Cove

                                            Turtle Cove house

                                            2 6 min stay varies

                                            • 2 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Nearest beach 2 mi
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $258

                                            Responds fast!
                                            avg. 3 hours 47 minutes

                                            Price per night from

                                            $258

                                            Distance approx 8.72 km from Five Cays Settlement

                                            (15) Excellent 

                                              31

                                              Private Villa with Private Beach, "WhipSpray Villa" 413 Chalk Sound Drive

                                              Turks and Caicos Islands / Providenciales

                                              Providenciales villa

                                              4 8 7 nights min

                                              • 4 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0.2 mi
                                              • Swimming pool
                                              “Whipspray is not your typical rental.” Whipspray is like being on your own private island. For the second time, we rented the villa for 10 days never seeing a soul. Town is easy to access and only a few minutes away. This time, close friends joined

                                              Price per night from

                                              $784

                                              Responds fast!
                                              avg. 3 hours 40 minutes

                                              Price per night from

                                              $784

                                              Distance approx 1.64 km from Five Cays Settlement Show on Map

                                              (6) Excellent 

                                                28

                                                Second Chances 5 Bed Villa in Grace Bay

                                                Providenciales / Grace Bay

                                                Grace Bay villa

                                                5 10 min stay varies

                                                • 5 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Swimming pool
                                                • Ask about children
                                                • Air conditioning

                                                Price per night from

                                                $2,230

                                                Responds fast!
                                                avg. 40 minutes

                                                Price per night from

                                                $2,230

                                                Distance approx 1.42 km from Five Cays Settlement Show on Map

                                                (1) Very Good 

                                                  8

                                                  South Fleetwood-The Efficiency

                                                  Providenciales / Grace Bay

                                                  Grace Bay studio

                                                  Studio 2 3 nights min

                                                  • Studio
                                                  • sleeps 2
                                                  • 3 nights min
                                                  • Beach / lakeside relaxation
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $206

                                                  Price per night from

                                                  $206

                                                  Distance approx 1.27 km from Five Cays Settlement Show on Map

                                                    22

                                                    Villa 1 at Caya Villas

                                                    Providenciales / Long Bay Beach

                                                    Long Bay Beach villa

                                                    3 6 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Nearest beach 3 mi
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $858

                                                    Price per night from

                                                    $858

                                                    Distance approx 8.53 km from Five Cays Settlement

                                                    (34) Excellent 

                                                      29

                                                      Coconut Beach Villa-BEACHFRONT-Sapodilla Bay Beach-Stunning Sunsets!

                                                      Turks and Caicos Islands / Providenciales

                                                      Providenciales villa

                                                      6 12 7 nights min

                                                      • 6 bedrooms
                                                      • sleeps 12
                                                      • 7 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0 mi
                                                      • Swimming pool
                                                      “Stunning Villa - Literally, paradise.” This villa was such an amazing place to stay. It fit 6 of us comfortably and had all the amenities one could possibly want - lots of linens and towels, clean/beautiful/modern kitchen, adorable straw beachside hut

                                                      Price per night from

                                                      $1,514

                                                      Responds fast!
                                                      avg. 3 hours 23 minutes

                                                      Price per night from

                                                      $1,514

                                                      Distance approx 1.72 km from Five Cays Settlement Show on Map

                                                      (49) Excellent 

                                                      Certificate of Excellence

                                                        30

                                                        Affordable Vacation in Turks and Caicos

                                                        Turks and Caicos Islands / Providenciales

                                                        Providenciales cottage

                                                        1 2 7 nights min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0 mi
                                                        • Swimming pool
                                                        “Relaxing stay” Gilles and Genevieve work very hard to make their guest feel comfortable and at home here! My boyfriend and I visited for a week and had a wonderful time. It is in a residential area close enough to the town center to bike, drive or ta

                                                        Certificate of Excellence

                                                        Price per night from

                                                        $164

                                                        Price per night from

                                                        $164

                                                        Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                        (9) Very Good 

                                                        Certificate of Excellence

                                                          27

                                                          Sea La Vie - 2 Bedrooms unit

                                                          Providenciales / Long Bay Beach

                                                          Long Bay Beach villa

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 0.1 mi
                                                          • Swimming pool

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $294

                                                          Responds fast!
                                                          avg. 1 hour 8 minutes

                                                          Price per night from

                                                          $294

                                                          Distance approx 3.56 km from Five Cays Settlement Show on Map

                                                          (35) Excellent 

                                                            42

                                                            BEACH FRONT PROPERTY! Grace Bay Beach ,Sleeps 10

                                                            Providenciales / Grace Bay

                                                            Grace Bay villa

                                                            5 11 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 11
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly
                                                            “What an awesome Place!” Top notch place to stay, every imaginable amenity, incredible white sand beach out your back doorstep. Incredible landscaping throughout the entire property. Long back patio overlooking the pool and beach. What a great plac

                                                            Price per night from

                                                            $2,925

                                                            Price per night from

                                                            $2,925

                                                            Distance approx 1.39 km from Five Cays Settlement Show on Map

                                                              29

                                                              Villa Turkuaz - 5Bed COMBO, Grace Bay Beach Front, Turks and Caicos Islands

                                                              Providenciales / Grace Bay

                                                              Grace Bay villa

                                                              4 14 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 14
                                                              • min stay varies
                                                              • Nearest beach 0 mi
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $1,664

                                                              Responds fast!
                                                              avg. 1 hour 45 minutes

                                                              Price per night from

                                                              $1,664

                                                              Distance approx 1.67 km from Five Cays Settlement Show on Map

                                                              (1) Excellent 

                                                                37

                                                                Tides Villa-Grace Bay Beach- 4BD-Private Pool

                                                                Providenciales / Grace Bay

                                                                Grace Bay villa

                                                                4 8 min stay varies

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

                                                                Price per night from

                                                                $903

                                                                Price per night from

                                                                $903

                                                                Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                                (3) Excellent 

                                                                  21

                                                                  Villa Verde: 3 bedrooms home on the water with pool!

                                                                  Providenciales / Long Bay Beach

                                                                  Long Bay Beach apartment

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Nearest beach 10 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $401

                                                                  Responds fast!
                                                                  avg. 1 hour 6 minutes

                                                                  Price per night from

                                                                  $401

                                                                  Distance approx 5.6 km from Five Cays Settlement Show on Map

                                                                    19

                                                                    ***NEWLY RENOVATED PRIVATE WATER FRONT VILLA 5 Bedroom 3.5 Bath***

                                                                    Turks and Caicos Islands / Providenciales

                                                                    Providenciales villa

                                                                    5 10 min stay varies

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

                                                                    Price per night from

                                                                    $858

                                                                    Price per night from

                                                                    $858

                                                                    Distance approx 1.27 km from Five Cays Settlement Show on Map

                                                                      27

                                                                      The Sapphire Villa - 3 - Bedroom Luxury Villa , Long Bay Beach , private pool

                                                                      Providenciales / Long Bay Beach

                                                                      Long Bay Beach villa

                                                                      3 6 min stay varies

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

                                                                      Price per night from

                                                                      $515

                                                                      Price per night from

                                                                      $515

                                                                      Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                                      (5) Excellent 

                                                                        23

                                                                        Sea La Vie - Studio Unit

                                                                        Providenciales / Long Bay Beach

                                                                        Long Bay Beach villa

                                                                        1 2 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.1 mi
                                                                        • Swimming pool

                                                                        Price per night from

                                                                        $146

                                                                        Responds fast!
                                                                        avg. 1 hour 8 minutes

                                                                        Price per night from

                                                                        $146

                                                                        Distance approx 3.63 km from Five Cays Settlement Show on Map

                                                                          16

                                                                          Private beachfront villa on Grace Bay sleeps 12

                                                                          Providenciales / Leeward

                                                                          Leeward villa

                                                                          6 12 min stay varies

                                                                          • 6 bedrooms
                                                                          • sleeps 12
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Swimming pool
                                                                          • Ask about children

                                                                          Price per night from

                                                                          $1,855

                                                                          Price per night from

                                                                          $1,855

                                                                          Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                                            26

                                                                            That Charming Gecko House - Grace Bay / Turks and Caicos

                                                                            Turks and Caicos Islands / Providenciales

                                                                            Providenciales house

                                                                            1 4 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Child Friendly
                                                                            • Car not necessary

                                                                            Price per night from

                                                                            $183

                                                                            Responds fast!
                                                                            avg. 30 minutes

                                                                            Price per night from

                                                                            $183

                                                                            Distance approx 1.63 km from Five Cays Settlement Show on Map

                                                                            (2) Excellent 

                                                                              25

                                                                              Sunset One Beach Villa

                                                                              Turks and Caicos Islands / Providenciales

                                                                              Providenciales villa

                                                                              3 6 5 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 5 nights min
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $1,829

                                                                              Price per night from

                                                                              $1,829