Five Cays Settlement Rentals

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63 Houses

The Babbington Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$913

Great rentals within 20 miles that match your search

Edge of Paradise 3 bedroom Luxury Villa steps to Grace Bay

Grace Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,130

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Price per night from

$698

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

Providenciales house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$3,015

BEACH FRONT PROPERTY! 6 Bedroom on Grace Bay Beach ,Sleeps 12

Grace Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

“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 place for the entire family to hang out and relax and the best beds I have ever slept in. I highly recommend!

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Price per night from

$5,020

Windhaven 2 Bedroom Villas on Long Bay Beach

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exceptional!” Loved our time at windhaven! There are so many amazing things about this place, I hope I will not forget any in my review. The villas are extremely well equipped and decorated simply and tastefully. They have state of the art appliances (including a washer, dryer and Weber BBQ), surround sound with multiple docking stations, large storage facilities on the deck for outdoor equipment like kites and boards, great amenities, a cooler for day trips, beautiful and comfortable furniture, emergency kits, kayaks, there is a shared pool and the grounds are kept beautifully. The manager is fantastic and always makes sure that all your needs are met. The location is fantastic! The beach is extremely safe and quiet. The water is calm and even on windier days, very safe for children. Never any undertow. The clarity is unmatched. There is a grocery store located 5 min away by car. It has everything you can imagine. Great vegan selection with amazing produce and beautiful fish and meat options. The prices are reasonable (we spend Christmas in Barbados, so the pricing TCI are much cheaper!)The shopping is right around the corner from the gourmet grocery store. Windhaven is amazing for kiters but is also perfect for non-kiters. It would be an ideal place for an intimate wedding. The grounds are beautiful and the beach, in my opinion, much nicer and appropriate for a wedding than Garce Bay. We have already booked for the next few years!!! It is that amazing.

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Price per night from

$1,084

Heavenly 1BR Ocean View w/ Private Hot Tub Pool SUV - Wyakha 2

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$591

ProvoVilla Condo Grace Bay Turks & Caicos 2BD 2BA

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing!” This condo was amazing!!! Susie was fabulous from booking, check in, making sure we were okay and check out. I still email Susie and will be staying again here very soon. Clemaris met us there and showed us all around. We had a cute little bathroom with a shower. One of the bedrooms had a 1/2 bath which helped when my sister and I were getting ready at the same time. It had an outdoor shower off the back patio - very cool! The condo is behind Grace Bay Club - very short walk to the beach. Ports of Call shopping and Grace Way Gourmet grocery store was a short distant walk as well. It is shaded around the condo, so we kept the windows open for a nice breeze. My sister and I are beach girls, however we did use the pool a couple of times which was very nice. We met neighbors at the pool and met new friends from Canada. The whole islands electricity went out which has never happened unless there was a hurricane. It was out for about a 24 hour period - Susie emailed checking on us and the neighbor that lives there was going to work that morning (he had a generator) asked us if we need some coffee. His sweet wife, Argentina, made us coffee! The beds were comfortable and we enjoyed cooking at home! This place is a must stay!!!

Responds fast! avg. 1 hour 36 minutes

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Price per night from

$428

Windchaser Alize Villa

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,312

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

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Price per night from

$5,480

Spacious 1 Bedroom with Picturesque View, Includes Car

Turtle Cove condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$222

Blue Mountain Villa-Turks & Caicos

Providenciales villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$913

2BR Private Villa Long Bay Beach w/ Pool and SUV - Esencia Premiere

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$839

Amazing Modern Beach Front Studio w/ Pool and Jacuzzi - Karana Studio One

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$352

Tropical Paradise Beach Front Penthouse with Pool and SUV - Penthouse (K4)

Long Bay Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$630

Relaxing Modern 1BR Garden Vw Beach Front w/ Outdoor Pool and Jacuzzi - Wyakah 3

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$365

Amazing Secluded 1BR Garden Vw BeachFront w/ Outdoor Pool and Jacuzzi - Wyakha 1

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$365

Stunning 1BR Ocean View and Jacuzzi SUV Kite Boarding - Wyakha 4

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$591

Bright 2BR Ocean View Villa w/ Private Hot Tub and SUV - Duplex 1 and 2

Long Bay Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$956

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$4,050

Modern Luxury/Beachfront Villa/Snorkel and Kayak Right from Property!

Providenciales villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$1,997

Carpe Diem 3 BR Condo (201G)

Grace Bay condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$799

Ocean Dream 3 BR Villa Blue

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,597

Ocean Dream - Studio Blue

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$514

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,567

Salt Life Villa - Canalfront

Leeward villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$913

Indigo Blu - Festive Availability Only

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,852

24 Dolphin Lane

Long Bay Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,312

The Outpost Villa

Turtle Cove villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,084

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Price per night from

$793

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,597

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Price per night from

$352

Salt Air Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,198

Villa Blu

The Bight Settlement villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

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Price per night from

$742

Enjoy Secluded Cottage w/ Pool Jacuzzi Beach Front - Esencia Cottage

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$586

Luxury 4BR Caribbean Beach Front Villa w/ Pool and SUV - Karana 4BR

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,599

Serene Caribbean Deluxe Beach Front Studio w/ Pool - Karana Studio 2 (K2)

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$270

Villa Blue Lagoon - 5 BR Beachfront

Long Bay Beach villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$3,993

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rentals in Five Cays Settlement

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