Five Cays Settlement Rentals

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Spacious 1 Bedroom with Picturesque View, Includes Car

Turtle Cove condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Staffed property Golf within 30mins drive

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Price per night from

$223

Milestone Villa on Grace Bay Beach

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 38 minutes

Match: Staffed property Golf within 30mins drive

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Price per night from

$6,813

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

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Staffed property Golf within 30mins drive

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Price per night from

$1,025

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Staffed property Golf within 30mins drive

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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: Staffed property Golf within 30mins drive

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Price per night from

$2,497

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: Staffed property Golf within 30mins drive

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Price per night from

$2,004

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

Match: Staffed property Golf within 30mins drive

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Price per night from

$5,500

Match: Staffed property Golf within 30mins drive

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Price per night from

$796

Grace Too - Classically Caribbean, perfect for lazy days entertaining

Grace Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Staffed property Golf within 30mins drive

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Price per night from

$2,863

Villa Azzurra - Grace Bay retreat for the ultimate island escape

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Staffed property Golf within 30mins drive

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Price per night from

$6,298

Villa Renaissance 501 Pool/Garden View

Grace Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Staffed property Golf within 30mins drive

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Price per night from

$630

Oceanside 3bdr Luxury Villa with Pool and Resort Amenities - White Villas - v2

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Staffed property Golf within 30mins drive

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Price per night from

$1,546

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

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Staffed property Golf within 30mins drive

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Price per night from

$1,546

Villa DelEvan 4E

The Bight Settlement house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Staffed property Golf within 30mins drive

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Price per night from

$10,300

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1 of 2 match: Staffed property, Golf within 30mins drive

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Price per night from

$2,289

BISHOP HOUSE

Five Cays Settlement house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 7 minutes

1 of 2 match: Golf within 30mins drive, Staffed property

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Price per night from

$229

SunSea houses (Sea house)

Providenciales villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$287

Paradise Villas (Studio Villa) #4

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Staffed property, Golf within 30mins drive

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Price per night from

$212

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

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: Staffed property, Golf within 30mins drive

1 of 2 filters match

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: Staffed property, Golf within 30mins drive

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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: Staffed property, Golf within 30mins drive

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Price per night from

$516

Moringa Villa

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Golf within 30mins drive

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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: Staffed property, Golf within 30mins drive

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: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$567

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: Staffed property, Golf within 30mins drive

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Price per night from

$430

Byculla Villa

Leeward villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,432

The Yacht Club Penthouse (C14)

The Bight Settlement condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$974

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

Turtle Cove villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,432

Paradise Villas (1 Bd) #3

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$287

1 of 2 match: Staffed property, Golf within 30mins drive

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Price per night from

$292

Heavenly 1BR Ocean View w/ Private Hot Tub Pool SUV - Wyakha 2

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Staffed property, Golf within 30mins drive

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Price per night from

$594

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!

1 of 2 match: Staffed property, Golf within 30mins drive

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Price per night from

$950

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$516

Luxury 4BR Caribbean Beach Front Villa w/ Pool and SUV - Karana 4BR

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,605

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$4,065

Amazing Modern Beach Front Studio w/ Pool and Jacuzzi - Karana Studio One

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$353

Tropical Paradise Beach Front Penthouse with Pool and SUV - Penthouse (K4)

Long Bay Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Staffed property, Golf within 30mins drive

1 of 2 filters match

Price per night from

$632

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