Five Cays Settlement Rentals

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356 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

      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

      $839

      Responds fast!
      avg. 1 hour 43 minutes

      Price per night from

      $839

        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

        (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

            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

            $839

            Responds fast!
            avg. 1 hour 43 minutes

            Price per night from

            $839

            Great rentals within 20 miles that match your search

            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

              $429

              Price per night from

              $429

              Distance approx 5.12 km from Five Cays Settlement Show on Map

                19

                Salty Air, Ocean Breezes, Ospreys, Herons, Kayaks & a Pool plus More-MIZO VILLA

                Turks and Caicos Islands / Providenciales

                Providenciales villa

                2 4 7 nights min

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

                Price per night from

                $1,063

                Price per night from

                $1,063

                Distance approx 6.71 km from Five Cays Settlement Show on Map

                  14

                  Sunset Ridge Hotel (Full Bedroom 1)

                  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

                  $241

                  Price per night from

                  $241

                  Distance approx 0.1 km from Five Cays Settlement Show on Map

                    32

                    Ocean View Wyakha 1 BR On Beach - Pool - Tiki Huts - SUPs & Kayaks (Unit #4)

                    Providenciales / Long Bay Beach

                    Long Bay Beach apartment

                    1 3 min stay varies

                    • 1 bedroom
                    • sleeps 3
                    • min stay varies
                    • Nearest beach 0.1 mi
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $322

                    Price per night from

                    $322

                    Distance approx 5.37 km from Five Cays Settlement Show on Map

                    (1) Excellent 

                      21

                      Villa Stark

                      Providenciales / Turtle Cove

                      Turtle Cove villa

                      10 20 1 night min

                      • 10 bedrooms
                      • sleeps 20
                      • 1 night min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $12,007

                      Price per night from

                      $12,007

                      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 6.71 km from Five Cays Settlement Show on Map

                          14

                          Sunset Ridge Hotel (Single Room 1)

                          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

                            Sea Life - 3 bedroom Unit

                            Providenciales / Long Bay Beach

                            Long Bay Beach villa

                            3 8 min stay varies

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

                            Price per night from

                            $413

                            Responds fast!
                            avg. 1 hour 12 minutes

                            Price per night from

                            $413

                            Distance approx 1.89 km from Five Cays Settlement Show on Map

                              23

                              Beautiful Four Bedroom Beach Property

                              Providenciales / Grace Bay

                              Grace Bay house

                              4 8 min stay varies

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

                              Price per night from

                              $3,945

                              Responds fast!
                              avg. 3 minutes

                              Price per night from

                              $3,945

                              Distance approx 3.76 km from Five Cays Settlement Show on Map

                              (34) Excellent 

                                27

                                5*Voted Best Beach Ocean view Suite up to 60% off !

                                Turks and Caicos Islands / Providenciales

                                Providenciales hotel apartment

                                1 2 3 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 1 mi
                                • Swimming pool
                                “Paradise Found” This was our first visit to the Turks and Caicos Islands and it could not have been better. The alexandra Resort is a great location and we were very happy with our condo. Everything was as advertised and very clean, too. It was grea

                                Price per night from

                                $217

                                Price per night from

                                $217

                                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 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

                                    $429

                                    Responds fast!
                                    avg. 3 hours 34 minutes

                                    Price per night from

                                    $429

                                    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

                                      $401

                                      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 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 10.97 km from Five Cays Settlement

                                            19

                                            2 bdrm, pool, hot tub, beach, very clean, private,

                                            Turks and Caicos Islands / Providenciales

                                            Providenciales apartment

                                            2 4 3 nights min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 3 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0 mi
                                            • Air conditioning

                                            Price per night from

                                            $629

                                            Price per night from

                                            $629

                                            Distance approx 4.01 km from Five Cays Settlement Show on Map

                                            (4) Excellent 

                                            Certificate of Excellence

                                              32

                                              La Vista Azul Junior Suite Apartment

                                              Providenciales / Turtle Cove

                                              Turtle Cove apartment

                                              1 2 3 nights min

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

                                              Certificate of Excellence

                                              Price per night from

                                              $229

                                              Price per night from

                                              $229

                                              Distance approx 0.1 km from Five Cays Settlement Show on Map

                                              (4) Excellent 

                                                35

                                                Beachfront Casual Luxury....8 bedrooms

                                                Providenciales / Long Bay Beach

                                                Long Bay Beach villa

                                                4 16 min stay varies

                                                • 4 bedrooms
                                                • sleeps 16
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Child Friendly
                                                • Air conditioning
                                                “Perfect spot for family and friends” Loved my vacation at Windhaven. Beautiful grounds, stunning beachfront villas with cooling ocean breezes and a perfect soft sand beach that stretches for miles. Lots of space to lounge by the pool or in a hammock o

                                                Price per night from

                                                $3,202

                                                Price per night from

                                                $3,202

                                                Distance approx 7.17 km from Five Cays Settlement

                                                (3) Very Good 

                                                  32

                                                  Three Cays Villa

                                                  Turks and Caicos Islands / Providenciales

                                                  Providenciales villa

                                                  4 8 7 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0.1 mi
                                                  • Swimming pool

                                                  Price per night from

                                                  $1,030

                                                  Responds fast!
                                                  avg. 2 hours 55 minutes

                                                  Price per night from

                                                  $1,030

                                                  Distance approx 4.61 km from Five Cays Settlement Show on Map

                                                  (8) Excellent 

                                                    28

                                                    White Osprey: Spectacular views from every room

                                                    Turks and Caicos Islands / Providenciales

                                                    Providenciales villa

                                                    2 4 7 nights min

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

                                                    Price per night from

                                                    $450

                                                    Price per night from

                                                    $450

                                                    Distance approx 3.97 km from Five Cays Settlement Show on Map

                                                    (3) Excellent 

                                                      22

                                                      Sunrise Ridge

                                                      Providenciales / Grace Bay

                                                      Grace Bay house

                                                      3 7 5 nights min

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

                                                      Price per night from

                                                      $743

                                                      Responds fast!
                                                      avg. 1 hour 37 minutes

                                                      Price per night from

                                                      $743

                                                      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

                                                        Price per night from

                                                        $205

                                                        Distance approx 11.09 km from Five Cays Settlement

                                                        (3) Excellent 

                                                          27

                                                          Spectacular Beach Front 3 bedroom Condo

                                                          Turks and Caicos Islands / Providenciales

                                                          Providenciales condo

                                                          3 6 min stay varies

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

                                                          Price per night from

                                                          $401

                                                          Responds fast!
                                                          avg. 1 hour 5 minutes

                                                          Price per night from

                                                          $401

                                                          Distance approx 1.83 km from Five Cays Settlement Show on Map

                                                          (28) Excellent 

                                                            32

                                                            BAREFOOT PALMS, Kick Back and Relax Tiki Style!

                                                            Turks and Caicos Islands / Providenciales

                                                            Providenciales villa

                                                            3 6 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly
                                                            “Fabulous Villa” I recently spent 4 days in this lovely home and highly recommend it. I have stayed at many villas in the Caribbean and none have been as well maintained or had as much attention to detail shown as Barefoot Palms. The landscaping is g

                                                            Price per night from

                                                            $515

                                                            Responds fast!
                                                            avg. 48 minutes

                                                            Price per night from

                                                            $515

                                                            Distance approx 1.83 km from Five Cays Settlement Show on Map

                                                              10

                                                              Beachfront Grace Bay Deluxe Studio - Alexandra Resort

                                                              Providenciales / Grace Bay

                                                              Grace Bay condo

                                                              1 2 5 nights min

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

                                                              Price per night from

                                                              $372

                                                              Responds fast!
                                                              avg. 27 minutes

                                                              Price per night from

                                                              $372

                                                              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 4 km from Five Cays Settlement Show on Map

                                                                (8) Excellent 

                                                                  57

                                                                  Pool-side Studio with private stairs from balcony to pool - sweeping water views

                                                                  Providenciales / Turtle Cove

                                                                  Turtle Cove condo

                                                                  1 3 5 nights min

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

                                                                  Price per night from

                                                                  $223

                                                                  Price per night from

                                                                  $223

                                                                  Distance approx 0.1 km from Five Cays Settlement Show on Map

                                                                  (18) Very Good 

                                                                    18

                                                                    Gracemir House in Grace Bay, Providenciales, TCI

                                                                    Providenciales / Grace Bay

                                                                    Grace Bay villa

                                                                    2 8 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 8
                                                                    • 7 nights min
                                                                    • Nearest beach 0.7 mi
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    “A wonderful relaxing experience!” My stay here was wonderful. The house is located in a picturesque and quiet setting. I enjoyed walking to the beach each morning; stopping at the bakery for coffee on the way back. Afternoons were spent doing a lit

                                                                    Price per night from

                                                                    $450

                                                                    Responds fast!
                                                                    avg. 28 minutes

                                                                    Price per night from

                                                                    $450

                                                                    Distance approx 3.79 km from Five Cays Settlement Show on Map

                                                                    (7) Excellent 

                                                                      7

                                                                      Blue Opal Villa

                                                                      Providenciales / Turtle Cove

                                                                      Turtle Cove villa

                                                                      3 6 3 nights min

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

                                                                      Price per night from

                                                                      $916

                                                                      Responds fast!
                                                                      avg. 2 hours 23 minutes

                                                                      Price per night from

                                                                      $916

                                                                      Distance approx 6.71 km from Five Cays Settlement Show on Map

                                                                        14

                                                                        Sunset Ridge Hotel (Full Bedroom 2)

                                                                        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

                                                                        $241

                                                                        Price per night from

                                                                        $241

                                                                        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

                                                                          $247

                                                                          Price per night from

                                                                          $247

                                                                          Distance approx 17 km from Five Cays Settlement

                                                                          (4) Excellent 

                                                                            13

                                                                            Hollywood Beach Suites

                                                                            North Caicos / Whitby

                                                                            Whitby apartment

                                                                            1 2 4 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 4 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 0 mi
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $339

                                                                            Responds fast!
                                                                            avg. 2 hours 52 minutes

                                                                            Price per night from

                                                                            $339

                                                                            Distance approx 9.55 km from Five Cays Settlement

                                                                            (2) Excellent 

                                                                              31

                                                                              Breezy Palms Oceanfront Villa View & Infinity Pool

                                                                              Turks and Caicos Islands / Providenciales

                                                                              Providenciales villa

                                                                              4 10 4 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 10
                                                                              • 4 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 3 mi
                                                                              • Swimming pool

                                                                              Price per night from

                                                                              $817

                                                                              Responds fast!
                                                                              avg. 3 hours 26 minutes

                                                                              Price per night from

                                                                              $817