Five Cays Settlement Rentals

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106 Houses

The Babbington Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Water sports Children under 5

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Price per night from

$918

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BISHOP HOUSE

Five Cays Settlement house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 7 minutes

1 of 2 match: Water sports, Children under 5

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Price per night from

$230

Great rentals within 20 miles that match your search

RED CLOVER SPACIOUS CLEAN AND CLOSE TO THE BEACH.

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 51 minutes

Match: Water sports Children under 5

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Price per night from

$320

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Price per night from

$701

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

Providenciales house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Water sports Children under 5

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Price per night from

$3,031

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

$5,045

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Price per night from

$270

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.

Match: Water sports Children under 5

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Price per night from

$1,090

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

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Water sports Children under 5

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Price per night from

$594

Perfect Next 2 Heaven 2BR Beach Villa w/ Private Pool and Jacuzzi - Esencia Plus

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Villa Wayaka” My husband and I rented upstairs unit w/ sumptuous views--foreground of gardens, turquoise water beyond. We felt immediately at home w/ lovely accommodations and nice breezes. Small details were charming surprises, even the wonderfully fragrant aravatik soap. The compound grounds are so peaceful and charming, w/ buddhas next to the salt water pool, a short walk on a path through the jungle to the beach (where we windsurfed/kited, recovering on the sugary, white sand). Ritama thought of everything both outside and inside. During our stay we rented the downstairs, connecting unit for our adult daughter and her boyfriend. This was the way to go. They enjoyed privacy and the garden apt, as well as together time upstairs watching sunrises and sunsets. The staff were helpful in just the right way, leaving us to ourselves, but if we needed their input, they were there for us. Long Beach Bay--it is a miraculous place, not only to engage in water sports, but also to just veg out. The 3 mi. stretch has very few houses, and so few people--we only saw about 15 kiteboarders, a few horseback riders, and the occasional couple stroll by. No place like it---I should know, I've traveled the world widely...Long Beach Bay is special and Wayaka was just a perfect way to experience it. Definitely go there soon before it gets spoiled. It is a rare opportunity!

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Price per night from

$951

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

Match: Water sports Children under 5

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Price per night from

$430

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Water sports Children under 5

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Price per night from

$516

Windchaser Alize Villa

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Water sports Children under 5

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Price per night from

$1,319

Breezy Palms Oceanfront Villa View & Infinity Pool

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Water sports Children under 5

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Price per night from

$918

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

Match: Water sports Children under 5

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Price per night from

$5,508

Spacious 1 Bedroom with Picturesque View, Includes Car

Turtle Cove condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Water sports Children under 5

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Price per night from

$223

Villas 5 bedroom Main & 4 bedroom Guest house

Providenciales villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Water sports Children under 5

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Price per night from

$1,835

Affiniti Villa

Chalk Sound National Park villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 56 minutes

Match: Water sports Children under 5

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Price per night from

$1,262

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

Long Bay Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Water sports Children under 5

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Price per night from

$633

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

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Water sports Children under 5

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Price per night from

$367

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

Long Bay Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Water sports Children under 5

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Price per night from

$594

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

Match: Water sports Children under 5

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Price per night from

$961

Grace Haven - brand new villa in Leeward

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Water sports Children under 5

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Price per night from

$906

New! Private Oceanfront Paradise in the LAST of the unspoiled Caribbean.

Whitby villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Water sports Children under 5

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Price per night from

$1,262

Blue Mountain Villa-Turks & Caicos

Providenciales villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Water sports Children under 5

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Price per night from

$918

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

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Water sports Children under 5

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Price per night from

$843

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

Providenciales villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Water sports Children under 5

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Price per night from

$1,066

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

Match: Water sports Children under 5

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Price per night from

$2,007

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Water sports Children under 5

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Price per night from

$4,071

Milestone Villa on Grace Bay Beach

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 38 minutes

Match: Water sports Children under 5

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Price per night from

$6,822

Carpe Diem 3 BR Condo (201G)

Grace Bay condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Water sports Children under 5

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Price per night from

$803

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Water sports Children under 5

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Price per night from

$2,580

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Water sports Children under 5

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Price per night from

$11,466

Ocean Dream - Studio Blue

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Match: Water sports Children under 5

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Price per night from

$516

Paradise Breeze-Majestic Ocean Views-Central Location

Turtle Cove condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

Match: Water sports Children under 5

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Price per night from

$293

Moringa Villa

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Water sports Children under 5

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Price per night from

$2,007

Ocean Dream 2 BR Villa Blue

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Water sports Children under 5

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Price per night from

$1,032

Modern Beach Villa | 250 yards from Grace Bay Beach | Sleeps 4 | Private pool

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Water sports Children under 5

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Price per night from

$568

Viewing 38 of 106
rentals in Five Cays Settlement

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