Five Cays Settlement Rentals

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167 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

Clevelander - Beachfront Villa

Long Bay Beach villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$7,422

2 Minute Walk to Grace Bay Beach , Small Boutique Condo Enclave

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

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Price per night from

$429

Seas the Day TCI and Chill - 3bedroom, 3 bath 2nd floor Condo - 100% renovated

Wheeland apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$400

Endless Blue Villa -8 Bedroom Waterfront

Turtle Cove house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 37 minutes

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Price per night from

$2,969

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Price per night from

$794

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

$2,855

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,599

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

$6,280

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Price per night from

$352

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

$600

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

$743

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

$971

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

$1,759

Alta Bella Villa and Spa

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$2,626

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

$2,920

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

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

$1,547

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

$1,433

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

$1,254

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

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Price per night from

$1,284

Villa Serenity by the water

Grace Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$459

Villa DelEvan Flip Flop

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$797

Villa DelEvan 4D

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$682

Villa DelEvan 4E

The Bight Settlement house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$10,308

Villa DelEvan 4C

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$797

Seagrace Villa is 5BDRM Waterfront

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,805

Bright Idea is a beach front villa overlooking Chalk Sound.

Turtle Cove villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,127

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

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$843

Tradewinds Villa Modern 3 Bedroom Villa Minutes from the Beach

The Bight Settlement villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 6

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Price per night from

$903

Villa DelEvan 4A

The Bight Settlement villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,020

Villa DelEvan 4B

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Air conditioning Stove

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Price per night from

$797

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

The Bight Settlement villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,287

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

$843

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

$1,719

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

$1,646

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

$1,173

Viewing 38 of 167
rentals in Five Cays Settlement

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