Five Cays Settlement Rentals

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The Babbington Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Garden Private outdoor pool (unheated)

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Price per night from

$913

Great rentals within 20 miles that match your search

Match: Garden Private outdoor pool (unheated)

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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

Match: Garden Private outdoor pool (unheated)

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Price per night from

$3,015

BAREFOOT PALMS, Kick Back and Relax Tiki Style!

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“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 gorgeous with lots of palms and flowering trees. The back yard is to die for...nice pool, lounge chairs, sitting area and the best part of all - a great Tiki bar. The outdoor space is great for kids and adults, and is very private. Inside, the first thing you notice is how fresh and clean the house smells. Not musty like some villas. The layout is great and the decorating is perfect..casual and beachy, yet upscale. You can tell the owners take a lot of pride in their home. The kitchen is well stocked, there are TVs and DVD players in every room, there is an alarm system in the house, and beach chairs, coolers and umbrellas are provided. The villa is located in a quiet, gated neighborhood and is a short walk to a great beach or a short drive to the main section of Grace Bay Beach. The owners are great to work with - very responsive and can answer any and all questions about the island. I can't wait to go back!

Match: Garden Private outdoor pool (unheated)

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Price per night from

$628

Casa de Isle right off Taylor Bay

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Garden Private outdoor pool (unheated)

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Price per night from

$490

“Amazing family vacation! Sunset Point paradise” Wow! Where do we start? We just enjoyed an amazing week at sunset point villa. It is a piece of paradise and a slice of heaven. We loved it so much. The villa is beautiful. While the pictures and description are nice, they can't do full justice to the experience. Our stay was nothing short of superior. Prior to our arrival Bob was very attentive, always answering email questions quickly. The service was wonderful too. We were welcomed by Julian and he gave us a great introduction to the villa as well as the island and all it has to offer. We loved all the added touches! The villa has so much available for a family vacation. It was the perfect set up for our family. We have four children ages 15,13,12 and 10 and they all loved it! The pool toys and raft are great and were put to immediate use. The extra touches upon arrival made out hearts warm and made us feel so welcome. We rented kayaks and stand up paddle boards and we enjoyed using them right off the dock. We also chartered a boat and enjoyed a day of exploring and wake boarding with Nautique sports. Sam and Jake were awesome and the kids loved the adventure. The location of the villa is great too. Taylor Bay beach is so beautiful and we loved swimming over to play on the beach. The sand is so pristine. Another bonus were the two nice tennis courts. We had many family matches on those courts. We hope to have the chance to return to the amazing Sunset Point Villa.

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,130

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden Private outdoor pool (unheated)

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Price per night from

$514

Sunrise Ridge

Grace Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 50 minutes

Match: Garden Private outdoor pool (unheated)

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Price per night from

$912

Affiniti Villa

Chalk Sound National Park villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 56 minutes

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,255

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

Whitby villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,255

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Garden Private outdoor pool (unheated)

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Price per night from

$4,050

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

Providenciales villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,060

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: Garden Private outdoor pool (unheated)

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Price per night from

$1,997

Sea Breeze 2BR Villa - Beachfront

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,369

Ocean Dream 3 BR Villa Blue

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,597

New Modern Beachfront 3bd/3bath with private pool

Long Bay Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden Private outdoor pool (unheated)

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Price per night from

$2,162

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Garden Private outdoor pool (unheated)

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Price per night from

$2,567

Endless Blue Villa -8 Bedroom Waterfront

Turtle Cove house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 37 minutes

Match: Garden Private outdoor pool (unheated)

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Price per night from

$2,966

OCEAN SEACRET

Turtle Cove villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Garden Private outdoor pool (unheated)

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Price per night from

$856

Grace Too - Classically Caribbean, perfect for lazy days entertaining

Grace Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Garden Private outdoor pool (unheated)

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Price per night from

$2,852

New Modern 4-bedroom Villa, Amazing Pool, Privacy, 500 ft. to Long Bay Beach v10

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,027

Villa Blu

The Bight Settlement villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

Match: Garden Private outdoor pool (unheated)

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Price per night from

$742

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

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,599

Sleeps 10 in Grace Bay!

Leeward house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,426

Luxury Stunning Private Beachfront Villa Overlooking Famed Parrot Cay

North Caicos villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Garden Private outdoor pool (unheated)

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Price per night from

$2,852

Turks Haven Villas 2BR, Luxurious Vacation Rentals, 500 feet walk to beach!!!

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Private outdoor pool (unheated)

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Price per night from

$970

Breathtaking Beachfront Villa on Powder White Sand with Crystal Waters, & Pool

North Caicos villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,757

Sunsara Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Garden Private outdoor pool (unheated)

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Price per night from

$3,195

New Modern Beachfront 2bd/2bath with private pool

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,250

Brand New Beachfront 2bd/2.5bth with 3rd fl rooftop terrace and pool

Long Bay Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,478

Empyrean Villas - Tangerine

Whitby villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden Private outdoor pool (unheated)

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Price per night from

$286

Empyrean Villas - Aquamarine

Whitby villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Garden Private outdoor pool (unheated)

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Price per night from

$286

LIQUID LUXURY - NEW NEW NEW TURKS & CAICOS PRIVATE VILLA ON THE WATER

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 33 minutes

Match: Garden Private outdoor pool (unheated)

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Price per night from

$1,278

The Breeze House , 3bedroom canal front with pool

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Stimulating and relaxing; it washed all the stresses away” The house is modern with clean lines, built on top of a hill. The views from the infinity pool and deck look over the wild salina with the sea in the background whose everchanging colours we tried unsuccessfully to photograph. No-one overlooks the property, and yet it is within 5-10mins drive of the famous Grace Bay beach and all the restaurants and bars. There is an even shorter 2min drive to another long empty beach. The agent was extremely good giving us all the information and help we needed to make our stay a delight. We took the ferry to another island and explored. We had a snorkelling trip. We thought about fishing or horse riding or cycle riding or playing golf but were quite happy just exploring the local culture and relaxing in the wonderful clear blue water of the sea or our pool.

Match: Garden Private outdoor pool (unheated)

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Price per night from

$485

Villa Serenity by the water

Grace Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Garden Private outdoor pool (unheated)

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Price per night from

$457

Match: Garden Private outdoor pool (unheated)

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Price per night from

$2,281

Match: Garden Private outdoor pool (unheated)

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Price per night from

$2,510

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

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Garden Private outdoor pool (unheated)

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Price per night from

$776

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