Five Cays Settlement Rentals

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159 Houses

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

$5,038

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

$1,260

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$11,450

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

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Price per night from

$5,500

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The White House TCI and Kenard Cruises Luxury Yacht, The vacation you Deserve.

The Bight Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$2,496

Long Bay Beach Private Pool Villa with VIP Extras!

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$916

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

$1,134

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

$320

150 Steps to Grace Bay Beach!-The Suite

Grace Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

150 Steps to Grace Bay Beach! The Cottage

Grace Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$229

150 Steps to Grace Bay Beach! Studio

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$212

150 Steps to Grace Bay Beach! Efficiency

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

Below Budget Studio in Grace Bay!

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

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

$630

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

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

$950

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

$588

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$516

Windchaser Alize Villa

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,317

New Studio with 360 degree views

Turtle Cove villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$343

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

$1,064

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$4,065

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

$6,813

Secluded and Private Space

Long Bay Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$247

Sea Break 4BR Villa - Beachfront

Long Bay Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$2,691

Sea Breeze 2BR Villa - Beachfront

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,374

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

$567

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Price per night from

$1,019

Ocean Dream 3 BR Villa Blue

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,603

Modern 3 Bedroom Villa Minutes from the Beach

The Bight Settlement villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$842

150 Steps to Grace Bay Beach! Villa Coco.

Grace Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$229

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

$6,298

Emerald Waters is a luxurious 5 bedroom villa

Turtle Cove villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,172

Breezy Villa is a 4 bedroom Villa with Spectacular Water Front Views

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,645

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

$271

Peaceful 1BR Private Cottage w/ Hot Tub Beach Front - Chuchubi Cottage

Long Bay Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$439

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,603

Ideal Location in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

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