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

$918

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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

$230

Great rentals within 20 miles that match your search

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Price per night from

$701

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

$917

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

$1,262

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

$3,031

Olde Beach House 2 double ensuites close to beach

Providenciales apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Just the best vacation ever” We originally rented the 1 bedroom apt but were upgraded by our lovely host to the 2 bedroom. The apt was spacious with 2 baths, all the kitchen equipment you would need, a washer/ dryer and wifi. We were able to walk to the beach within 3 minutes or with our rental car explore all the other glorious beaches on the island. Our first night we walked to the famous "conch shack" for traditional cracked conch-yum. Other nights we cooked in after gathering supplies at the well stocked local IGa or tried a few of the marvelous local restaurants for the rum punches and sunsets. I really appreciated the quiet simplicity of the old beach house which really is a misnomer. Emma,our host, was so helpful with island information and willingly answered so many questions. She treated us to papayas off the trees just outside our room and made us feel welcome and comfortable in so many ways. I can't wait to come back.

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Price per night from

$499

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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$631

“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

$1,136

THE GECKO HOUSE with awesome pool! Grace Bay

Grace Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$297

The Old Beach House, 1 Bed Apartment

Providenciales apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Total comfort and very enjoyable, beach paradise.” We had visited Turks several years ago for our 25th anniversary and found the island a beautiful beach lover's paradise. We returned for a week recently and chose The Old Beach House for our accommodations. We where not disappointed at all, in fact staying here was head over heels better than staying in a resort with the crowds. The residence shared by Emma and Roger was extremely comfortable, clean and spacious. Past experience had taught us that a car was definitely a luxury if you wanted to see other parts of the island and venture out for dinner or groceries. The home owners definitely made sure you where comfortable and provided guidance to some of the lesser seen adventures on the island. Although there was a beach within a couple minute walk from your door we also took full advantage of the plentiful and extremely beautiful public access spots all along Grace Bay. While having a place to prepare meals came in handy we also enjoyed some local fare on numerous occasions. One of our fondest memories and special treat where the fresh eggs supplied by Emma's chickens. We hope to be returning asap and this is going to be our first choice of accommodations.

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Price per night from

$225

Three Cays Villa

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,032

Windchaser Alize Villa

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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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

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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

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Price per night from

$5,508

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

$1,262

Blue Mountain Villa-Turks & Caicos

Providenciales villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$918

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$4,071

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

$6,823

Grace Haven - brand new villa in Leeward

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$906

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

$2,007

Carpe Diem 3 BR Condo (201G)

Grace Bay condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$803

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,580

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$11,467

Ocean Dream 3 BR Villa Blue

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$1,606

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Price per night from

$620

Silver Palm Beach House T&C Villa

Providenciales villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$676

Salt Life Villa - Canalfront

Leeward villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$918

Clevelander - Beachfront Villa

Long Bay Beach villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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$7,454

Ocean Dream 2 BR Villa Blue

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,032

Villa Azzurra - Grace Bay retreat for the ultimate island escape

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$6,307

Villa Renaissance 501 Pool/Garden View

Grace Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$631

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,606

The Outpost Villa

Turtle Cove villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$1,090

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Price per night from

$293

Secluded serenity - Villa Sara

Turtle Cove villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$539

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

$1,766

Alta Bella Villa and Spa

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$2,638

Viewing 38 of 65
rentals in Five Cays Settlement

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