Five Cays Settlement Rentals

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95 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!

Match: Games room Water sports

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Price per night from

$573

Affiniti Villa

Chalk Sound National Park villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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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

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

The Bight Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Games room Water sports

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Price per night from

$2,497

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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Secluded serenity - Villa Sara

Turtle Cove villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Games room, Water sports

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Price per night from

$543

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

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Games room, Water sports

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Price per night from

$1,645

1 of 2 match: Games room, Water sports

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Price per night from

$2,289

Paradise Breeze-Majestic Ocean Views-Central Location

Turtle Cove condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

1 of 2 match: Games room, Water sports

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Price per night from

$292

Single/Couple Studio Penthouse w/ Stunning Ocean Views

Turtle Cove condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 41 minutes

1 of 2 match: Games room, Water sports

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Price per night from

$201

Villa DelEvan Flip Flop

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Water sports

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Price per night from

$796

Byculla Villa

Leeward villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Games room, Water sports

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Price per night from

$1,443

The Yacht Club Penthouse (C14)

The Bight Settlement condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Games room, Water sports

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Price per night from

$981

Paradise Villas (Studio Villa) #4

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Games room, Water sports

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Price per night from

$212

Paradise Villas (1 Bd) #3

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Water sports

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Price per night from

$287

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

1 of 2 match: Games room, Water sports

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Price per night from

$320

Amazing Ocean Views - Breezy Contemporary Studio

Turtle Cove condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Water sports

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Price per night from

$327

Sunrise Ridge

Grace Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 47 minutes

1 of 2 match: Games room, Water sports

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Price per night from

$915

The Breeze House , 3bedroom canal front with pool

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Stimulating and relaxing; it washed all the stresses away” The house is modern with clean lines, built on top of a hill. The views from the infinity pool and deck look over the wild salina with the sea in the background whose everchanging colours we tried unsuccessfully to photograph. No-one overlooks the property, and yet it is within 5-10mins drive of the famous Grace Bay beach and all the restaurants and bars. There is an even shorter 2min drive to another long empty beach. The agent was extremely good giving us all the information and help we needed to make our stay a delight. We took the ferry to another island and explored. We had a snorkelling trip. We thought about fishing or horse riding or cycle riding or playing golf but were quite happy just exploring the local culture and relaxing in the wonderful clear blue water of the sea or our pool.

1 of 2 match: Games room, Water sports

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Price per night from

$457

1 of 2 match: Games room, Water sports

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Price per night from

$184

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

Providenciales villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Water sports

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Price per night from

$1,064

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

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Games room, Water sports

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Price per night from

$779

Ocean Dream - Studio Blue

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Games room, Water sports

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Price per night from

$516

Moringa Villa

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Games room, Water sports

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Price per night from

$2,004

Ocean Dream 2 BR Villa Blue

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Water sports

1 of 2 filters match

Price per night from

$1,031

Modern Beach Villa | 250 yards from Grace Bay Beach | Sleeps 4 | Private pool

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Water sports

1 of 2 filters match

Price per night from

$567

Villa DelEvan 4A

The Bight Settlement villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Games room, Water sports

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Price per night from

$1,019

Villa DelEvan 4C

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Games room, Water sports

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Price per night from

$796

Villa DelEvan 4D

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Games room, Water sports

1 of 2 filters match

Price per night from

$682

Villa DelEvan 4E

The Bight Settlement house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Games room, Water sports

1 of 2 filters match

Price per night from

$10,300

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

1 of 2 match: Games room, Water sports

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Price per night from

$430

Seagrace Villa is 5BDRM Waterfront

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Games room, Water sports

1 of 2 filters match

Price per night from

$1,804

Villa Renaissance 501 Pool/Garden View

Grace Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Water sports

1 of 2 filters match

Price per night from

$630

Grace Too - Classically Caribbean, perfect for lazy days entertaining

Grace Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Games room, Water sports

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Price per night from

$2,863

Salt Air Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Games room, Water sports

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Price per night from

$1,212

Villa Blu

The Bight Settlement villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

1 of 2 match: Games room, Water sports

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Price per night from

$750

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

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Games room, Water sports

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Price per night from

$1,263

Villa Viatu: Luxury 6 BED Villa, Turks and Caicos

Leeward villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

1 of 2 match: Games room, Water sports

1 of 2 filters match

Price per night from

$2,939

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