Five Cays Settlement Rentals

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65 Houses

The Babbington Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$913

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BISHOP HOUSE

Five Cays Settlement house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 7 minutes

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Price per night from

$229

Great rentals within 20 miles that match your search

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Price per night from

$262

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

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Price per night from

$319

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

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!

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Price per night from

$628

Casa de Isle right off Taylor Bay

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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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.

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Price per night from

$1,130

THE GECKO HOUSE with awesome pool! Grace Bay

Grace Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$296

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$514

Oceanfront Guest House

Providenciales guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$343

Sunrise Ridge

Grace Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 50 minutes

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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

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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

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Price per night from

$1,255

Awesome Studio in Providenciales! 32A

Wheeland studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$154

Charming Studio in Providenciales! 32B

Wheeland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$154

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

Milestone Villa on Grace Bay Beach

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 38 minutes

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Price per night from

$6,788

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

Providenciales villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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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

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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

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$11,408

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

Clevelander - Beachfront Villa

Long Bay Beach villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$7,415

Grace Too - Classically Caribbean, perfect for lazy days entertaining

Grace Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$2,852

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

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

Villa Serenity-Water View Suite

Turtle Cove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$229

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

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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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

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Price per night from

$1,757

Villa Serenity- Water View Suite

Cooper Jack Bay Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$257

Alta Bella Villa and Spa

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$2,624

New apartment with sea view (unit 3)

Wheeland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$286

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

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$565

Comfort Villa 1 Bedroom Suite - Whitby, North Caicos

Whitby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$143

Stunning 4bedroom, 4 bath Lakeside Villa, infinity pool, incredible lake views

Turtle Cove villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,426

Viewing 38 of 65
rentals in Five Cays Settlement

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