Five Cays Settlement Rentals

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139 Houses

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The Babbington Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$916

Great rentals within 20 miles that match your search

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Price per night from

$354

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

$2,868

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

$6,310

Villa Serenity-Water View Suite

Turtle Cove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$230

3BR Hidden Gem Villa at Long Bay Beach w/ Pool and SUV - Karana 3BR

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,255

New apartment with sea view (unit 3)

Wheeland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$287

Villa Viatu: Luxury 6 BED Villa, Turks and Caicos

Leeward villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

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Price per night from

$2,934

Beachside 3bdr Villa with Pool,Resort Amenities,500 ft from Long Bay Beach - v4

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,549

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

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

$1,764

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

$745

Alta Bella Villa and Spa

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$2,634

Villa Serenity- Water View Suite

Cooper Jack Bay Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$251

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

$1,432

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

$974

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

Luxurious Waterfront Stay w/ Large Sun Deck

Turtle Cove apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 41 minutes

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Price per night from

$602

Villa Serenity by the water

Grace Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$458

Hura Sea Turquoise - Long Bay hideaway blending location convenience

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$1,718

Paradise Villas (1 Bd) #3

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

Paradise Villas (Studio Villa) #4

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$212

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Price per night from

$263

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 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! 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

150 Steps to Grace Bay Beach!-The Condo

Grace Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

Oceanfront Guest House

Providenciales guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$344

Spacious 1 Bedroom with Picturesque View, Includes Car

Turtle Cove condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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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

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Price per night from

$1,832

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

$915

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

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

$1,605

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

Beachside Villa with Pool, Resort Amenities, 500 ft from Long Bay Beach - v1

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,025

Stirling House

Grace Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$3,435

Viewing 38 of 139
rentals in Five Cays Settlement

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