Five Cays Settlement Rentals

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382 Houses

(1) Excellent 

    18

    Breezy Villa

    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

    $1,071

    Price per night from

    $1,071

      39

      Beach Villa Shambhala Luxury 5BR on Long Bay Beach

      Providenciales / Five Cays Settlement

      Five Cays Settlement villa

      5 10 7 nights min

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

      Price per night from

      $1,700

      Price per night from

      $1,700

        22

        Windchaser Villa 1, Private Pool, Ocean View

        Providenciales / Five Cays Settlement

        Five Cays Settlement villa

        4 10 min stay varies

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

        Price per night from

        $816

        Responds fast!
        avg. 2 hours 29 minutes

        Price per night from

        $816

          20

          Windchaser Villa 2, Private Pool, Ocean View

          Providenciales / Five Cays Settlement

          Five Cays Settlement villa

          4 10 min stay varies

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

          Price per night from

          $816

          Responds fast!
          avg. 2 hours 29 minutes

          Price per night from

          $816

            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

            $859

            Price per night from

            $859

            Great rentals within 20 miles that match your search

            Distance approx 6.75 km from Five Cays Settlement Show on Map

              6

              Gorgeous Ocean Views And Tropical Style To Spare

              Turks and Caicos Islands / Providenciales

              Providenciales villa

              3 7 min stay varies

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

              Price per night from

              $6,768

              Responds fast!
              avg. 4 minutes

              Price per night from

              $6,768

              Distance approx 1.31 km from Five Cays Settlement Show on Map

              (17) Excellent 

                23

                5-STAR REGENT GRAND .... OCEAN FRONT Premium Suite on Grace Bay

                Providenciales / Grace Bay

                Grace Bay apartment

                2 6 6 nights min

                • 2 bedrooms
                • sleeps 6
                • 6 nights min
                • Beach / lakeside relaxation
                • Nearest beach 0 mi
                • Swimming pool
                “Great Stay at Grand Calabash” This is a beautiful condo in the Regent Grand. Everything was just as the owner described in the Vrbo listing. The owner (Andrew) was extremely responsive and made everything easy. The size of the unit is fantastic and th

                Price per night from

                $763

                Responds fast!
                avg. 3 hours 58 minutes

                Price per night from

                $763

                Distance approx 0.1 km from Five Cays Settlement Show on Map

                  12

                  2 Bedroom Condo in the heart of Grace Bay

                  Providenciales / Leeward

                  Leeward apartment

                  2 4 min stay varies

                  • 2 bedrooms
                  • sleeps 4
                  • min stay varies
                  • Nearest beach 0.2 mi
                  • Swimming pool
                  • Car not necessary

                  Price per night from

                  $426

                  Price per night from

                  $426

                  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

                    $783

                    Responds fast!
                    avg. 3 hours 40 minutes

                    Price per night from

                    $783

                    Distance approx 11.05 km from Five Cays Settlement

                    (7) Excellent 

                      51

                      Northwest Point Resort-- Island Dream

                      Turks and Caicos Islands / Providenciales

                      Providenciales condo

                      1 3 min stay varies

                      • 1 bedroom
                      • sleeps 3
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Nearest beach 0 mi
                      • Swimming pool

                      Price per night from

                      $143

                      Responds fast!
                      avg. 28 minutes

                      Price per night from

                      $143

                      Distance approx 3.79 km from Five Cays Settlement Show on Map

                      (17) Excellent 

                        31

                        Blue Villa - Feel The Real West Indies

                        Providenciales / Turtle Cove

                        Turtle Cove villa

                        3 7 4 nights min

                        • 3 bedrooms
                        • sleeps 7
                        • 4 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 0.2 mi
                        • Swimming pool

                        Price per night from

                        $348

                        Price per night from

                        $348

                        Distance approx 1.82 km from Five Cays Settlement Show on Map

                          13

                          Beachfront Grace Bay Deluxe 1 Bedroom Unit - Alexandra Resort

                          Providenciales / Grace Bay

                          Grace Bay condo

                          1 4 5 nights min

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

                          Price per night from

                          $428

                          Responds fast!
                          avg. 27 minutes

                          Price per night from

                          $428

                          Distance approx 6.71 km from Five Cays Settlement Show on Map

                            14

                            Sunset Ridge Hotel (Single Room 6)

                            Turks and Caicos Islands / Providenciales

                            Providenciales guest house

                            1 2 1 night min

                            • 1 bedroom
                            • sleeps 2
                            • 1 night min
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $177

                            Price per night from

                            $177

                            Distance approx 8.97 km from Five Cays Settlement

                            (45) Excellent 

                              22

                              Sunset Point Oceanfront Villa - Taylor Bay Beach - Every room has an ocean view!

                              Turks and Caicos Islands / Providenciales

                              Providenciales villa

                              4 10 min stay varies

                              • 4 bedrooms
                              • sleeps 10
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child Friendly
                              “Vacation home in Paradise!” Wonderful home, everything you need; private, gated community. Spectacular view; Ocean front-loved it

                              Price per night from

                              $748

                              Responds fast!
                              avg. 1 hour 41 minutes

                              Price per night from

                              $748

                              Distance approx 11.06 km from Five Cays Settlement

                              (1) Excellent 

                                50

                                "Starfish" Oceanfront - 2 Bdm/2 bath Penthouse - Summer Car Rental Special

                                Turks and Caicos Islands / Providenciales

                                Providenciales condo

                                2 4 4 nights min

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

                                Price per night from

                                $228

                                Responds fast!
                                avg. 2 hours 54 minutes

                                Price per night from

                                $228

                                Distance approx 1.05 km from Five Cays Settlement Show on Map

                                (6) Excellent 

                                  21

                                  Westview, 4 bedroom villa spectacular sunset & water views.

                                  Providenciales / Long Bay Beach

                                  Long Bay Beach villa

                                  5 8 min stay varies

                                  • 5 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 5 mi
                                  • Swimming pool

                                  Price per night from

                                  $687

                                  Responds fast!
                                  avg. 48 minutes

                                  Price per night from

                                  $687

                                  Distance approx 0.1 km from Five Cays Settlement Show on Map

                                    23

                                    Karana Studio One - On Beach - Modern - Pool - TikiHut - Kiteboarding

                                    Providenciales / Long Bay Beach

                                    Long Bay Beach studio

                                    Studio 2 min stay varies

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

                                    Price per night from

                                    $229

                                    Responds fast!
                                    avg. 3 hours 41 minutes

                                    Price per night from

                                    $229

                                    Distance approx 4.04 km from Five Cays Settlement Show on Map

                                    (3) Excellent 

                                      30

                                      Newly priced: One Bedroom Suite with sweeping ocean views

                                      Providenciales / Turtle Cove

                                      Turtle Cove condo

                                      1 4 5 nights min

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

                                      Price per night from

                                      $248

                                      Price per night from

                                      $248

                                      Distance approx 6.71 km from Five Cays Settlement Show on Map

                                        14

                                        Sunset Ridge Hotel (Single Room 9)

                                        Turks and Caicos Islands / Providenciales

                                        Providenciales guest house

                                        1 2 1 night min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 1 night min
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $178

                                        Price per night from

                                        $178

                                        Distance approx 0.1 km from Five Cays Settlement Show on Map

                                        (1)  

                                          7

                                          Villa - Heart of Grace Bay

                                          Turks and Caicos Islands / Providenciales

                                          Providenciales condo

                                          2 6 3 nights min

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

                                          Price per night from

                                          $945

                                          Price per night from

                                          $945

                                          Distance approx 6.71 km from Five Cays Settlement Show on Map

                                            10

                                            Sunset Ridge Hotel (Full Bedroom 3)

                                            Turks and Caicos Islands / Providenciales

                                            Providenciales guest house

                                            1 2 1 night min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 1 night min
                                            • Swimming pool
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $178

                                            Price per night from

                                            $178

                                            Distance approx 9.52 km from Five Cays Settlement

                                            (9) Excellent 

                                              24

                                              Villa Moonshadow

                                              Turks and Caicos Islands / Providenciales

                                              Providenciales villa

                                              5 10 7 nights min

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

                                              Price per night from

                                              $1,064

                                              Price per night from

                                              $1,064

                                              Distance approx 4.98 km from Five Cays Settlement Show on Map

                                              (14) Excellent 

                                                25

                                                Xanadu, Chic secluded beach living, indulge in the ultimate Caribbean vacation.

                                                Providenciales / Turtle Cove

                                                Turtle Cove cottage

                                                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

                                                $575

                                                Price per night from

                                                $575

                                                Distance approx 1.83 km from Five Cays Settlement Show on Map

                                                (38) Excellent 

                                                  33

                                                  Romantic vacation at La Casita

                                                  Turks and Caicos Islands / Providenciales

                                                  Providenciales studio

                                                  Studio 2 min stay varies

                                                  • Studio
                                                  • sleeps 2
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0 mi
                                                  • Swimming pool
                                                  “Loved evey minute” We spent 11 wonderful days in the upper unit , and loved every minute of it . The owners were very friendly , but not imposing . The landscaping, pool area was lovely . Short walk to a deserted beach .Four minute drive to Cafe Marke

                                                  Price per night from

                                                  $258

                                                  Price per night from

                                                  $258

                                                  Distance approx 3.99 km from Five Cays Settlement Show on Map

                                                  (2) Excellent 

                                                    18

                                                    2 Bedroom Villa with sweeping views

                                                    Providenciales / Turtle Cove

                                                    Turtle Cove house

                                                    2 4 5 nights min

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

                                                    Price per night from

                                                    $446

                                                    Responds fast!
                                                    avg. 1 hour 39 minutes

                                                    Price per night from

                                                    $446

                                                    Distance approx 10.92 km from Five Cays Settlement

                                                      20

                                                      Ocean View 2 bdrm pool, hot tub and private beach

                                                      Providenciales / Turtle Cove

                                                      Turtle Cove penthouse

                                                      3 4 3 nights min

                                                      • 3 bedrooms
                                                      • sleeps 4
                                                      • 3 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0 mi
                                                      • Swimming pool

                                                      Price per night from

                                                      $687

                                                      Price per night from

                                                      $687

                                                      Distance approx 6.71 km from Five Cays Settlement Show on Map

                                                        14

                                                        Sunset Ridge Hotel (Single Room 10)

                                                        Turks and Caicos Islands / Providenciales

                                                        Providenciales guest house

                                                        1 2 1 night min

                                                        • 1 bedroom
                                                        • sleeps 2
                                                        • 1 night min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $178

                                                        Price per night from

                                                        $178

                                                        Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                          24

                                                          Best location on Grace Bay

                                                          Providenciales / Grace Bay

                                                          Grace Bay apartment

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Nearest beach 0.3 mi
                                                          • Swimming pool
                                                          • Child Friendly

                                                          Price per night from

                                                          $401

                                                          Price per night from

                                                          $401

                                                          Distance approx 6.7 km from Five Cays Settlement Show on Map

                                                            14

                                                            Sunset Ridge Hotel (Single Room 8)

                                                            Turks and Caicos Islands / Providenciales

                                                            Providenciales guest house

                                                            1 2 1 night min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 1 night min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $178

                                                            Price per night from

                                                            $178

                                                            Distance approx 1.76 km from Five Cays Settlement Show on Map

                                                              41

                                                              See Turtle House

                                                              Turks and Caicos Islands / Providenciales

                                                              Providenciales house

                                                              3 8 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Nearest beach 1 mi
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $572

                                                              Price per night from

                                                              $572

                                                              Distance approx 16.37 km from Five Cays Settlement

                                                              (1) Excellent 

                                                                47

                                                                Empyrean Villas - Aquamarine

                                                                North Caicos / Whitby

                                                                Whitby villa

                                                                2 6 3 nights min

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

                                                                Price per night from

                                                                $258

                                                                Price per night from

                                                                $258

                                                                Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                                (15) Very Good 

                                                                  24

                                                                  Josy Villa semi-detached(Grace Bay)NEW LOCATION

                                                                  Providenciales / Grace Bay

                                                                  Grace Bay townhouse

                                                                  2 5 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 5
                                                                  • min stay varies
                                                                  • Nearest beach 0.7 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $247

                                                                  Responds fast!
                                                                  avg. 2 hours 59 minutes

                                                                  Price per night from

                                                                  $247

                                                                  Distance approx 16.37 km from Five Cays Settlement

                                                                  (1) Excellent 

                                                                    47

                                                                    Empyrean Villas - Tangerine

                                                                    North Caicos / Whitby

                                                                    Whitby villa

                                                                    2 6 3 nights min

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

                                                                    Price per night from

                                                                    $258

                                                                    Price per night from

                                                                    $258

                                                                    Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                                      17

                                                                      Via Veneto Terrace Apartment Grace Bay Providenciales Turks and Caicos Islands.

                                                                      Providenciales / Grace Bay

                                                                      Grace Bay apartment

                                                                      2 4 2 nights min

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

                                                                      Price per night from

                                                                      $681

                                                                      Price per night from

                                                                      $681

                                                                      Distance approx 10.87 km from Five Cays Settlement

                                                                      (2) Average 

                                                                        15

                                                                        Ocean pool views 1 bdrm private beach hot tub nice

                                                                        Turks and Caicos Islands / Providenciales

                                                                        Providenciales apartment

                                                                        1 3 3 nights min

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

                                                                        Price per night from

                                                                        $401

                                                                        Price per night from

                                                                        $401

                                                                        Distance approx 3.81 km from Five Cays Settlement Show on Map

                                                                        (14) Excellent 

                                                                          28

                                                                          Coral Villa - Live Like An Islander

                                                                          Providenciales / Turtle Cove

                                                                          Turtle Cove villa

                                                                          2 5 4 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • 4 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.2 mi
                                                                          • Child Friendly
                                                                          “Fantastic way to relax - we want to return!” We have just returned from 2 weeks at Coral Villa with friends. The villa is very well appointed, everything needed in the kitchen. very clean and airy. The wrap around verandah is large enough to chill out

                                                                          Price per night from

                                                                          $216

                                                                          Price per night from

                                                                          $216

                                                                          Distance approx 1.42 km from Five Cays Settlement Show on Map

                                                                          (2) Average 

                                                                            13

                                                                            South Fleetwood-The Studio

                                                                            Providenciales / Grace Bay

                                                                            Grace Bay studio

                                                                            Studio 2 3 nights min

                                                                            • Studio
                                                                            • sleeps 2
                                                                            • 3 nights min
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $233

                                                                            Price per night from

                                                                            $233

                                                                            Distance approx 2.66 km from Five Cays Settlement Show on Map

                                                                            (3) Excellent 

                                                                              42

                                                                              Spacious 3 bdr, 129 steps to best part of Grace Bay beach & snorkelling

                                                                              Turks and Caicos Islands / Providenciales

                                                                              Providenciales apartment

                                                                              3 8 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $599

                                                                              Price per night from

                                                                              $599