Five Cays Settlement Rentals

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74 Houses

The Babbington Villa

Five Cays Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Towels provided Private pool

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Price per night from

$916

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BISHOP HOUSE

Five Cays Settlement house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 7 minutes

1 of 2 match: Private pool, Towels provided

1 of 2 filters match

Price per night from

$229

Great rentals within 20 miles that match your search

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

Whitby villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Towels provided Private pool

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Price per night from

$1,259

Blue Mountain Villa-Turks & Caicos

Providenciales villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided Private pool

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Price per night from

$916

2BR Private Villa Long Bay Beach w/ Pool and SUV - Esencia Premiere

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Towels provided Private pool

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Price per night from

$841

Empyrean Villas - Aquamarine

Whitby villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Towels provided Private pool

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Price per night from

$286

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

Providenciales villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Towels provided Private pool

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Price per night from

$1,063

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: Towels provided Private pool

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Price per night from

$2,002

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Towels provided Private pool

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Price per night from

$4,062

Milestone Villa on Grace Bay Beach

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 38 minutes

Match: Towels provided Private pool

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Price per night from

$6,807

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Towels provided Private pool

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Price per night from

$2,574

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Towels provided Private pool

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Price per night from

$11,440

Ocean Dream 3 BR Villa Blue

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided Private pool

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Price per night from

$1,602

Clevelander - Beachfront Villa

Long Bay Beach villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Towels provided Private pool

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Price per night from

$7,436

Villa Azzurra - Grace Bay retreat for the ultimate island escape

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Towels provided Private pool

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Price per night from

$6,292

Grace Too - Classically Caribbean, perfect for lazy days entertaining

Grace Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Towels provided Private pool

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Price per night from

$2,860

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Towels provided Private pool

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Price per night from

$1,602

Villa Blu

The Bight Settlement villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

Match: Towels provided Private pool

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Price per night from

$744

Alta Bella Villa and Spa

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Towels provided Private pool

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Price per night from

$2,632

Villa Viatu: Luxury 6 BED Villa, Turks and Caicos

Leeward villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

Match: Towels provided Private pool

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Price per night from

$2,926

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

North Caicos villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Towels provided Private pool

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Price per night from

$1,760

Empyrean Villas - Tangerine

Whitby villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Towels provided Private pool

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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: Towels provided Private pool

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Price per night from

$1,280

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

Turtle Cove villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Towels provided Private pool

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Price per night from

$1,428

Villa Serenity by the water

Grace Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Towels provided Private pool

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Price per night from

$457

Turks Haven Villas 3BR, Luxurious Vacation Rentals, 500 feet walk to beach!!!

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Towels provided Private pool

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Price per night from

$1,086

Match: Towels provided Private pool

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Price per night from

$2,284

WATERFRONT, Private POOL at HAWKSBILL HOUSE in Safe and Prestigious Leeward

Providenciales house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided Private pool

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Price per night from

$657

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

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided Private pool

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Price per night from

$971

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

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Towels provided Private pool

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Price per night from

$777

Modern Beachside Villa with Pool - Perfect for Families, 2 min from beach - v5

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Towels provided Private pool

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Price per night from

$1,543

Villa DelEvan 4E

The Bight Settlement house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Towels provided Private pool

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Price per night from

$10,277

Aqualina Villa is a Luxurious 5 BDR Villa with an Amazing Ocean View

The Bight Settlement villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Towels provided Private pool

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Price per night from

$2,280

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

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Towels provided Private pool

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Price per night from

$1,641

Emerald Waters is a luxurious 5 bedroom villa

Turtle Cove villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Towels provided Private pool

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Price per night from

$1,169

Seagrace Villa is 5BDRM Waterfront

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Towels provided Private pool

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Price per night from

$1,800

Bright Idea is a beach front villa overlooking Chalk Sound.

Turtle Cove villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Towels provided Private pool

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Price per night from

$1,123

Grace Bay Beach Front 2 BDR/ 2BTH Condo at the Grandview

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Towels provided Private pool

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Price per night from

$840

Viewing 38 of 74
rentals in Five Cays Settlement

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