Five Cays Settlement Rentals

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133 Houses

Blue Mountain Villa-Turks & Caicos

Providenciales villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: DVD player Private pool

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Price per night from

$916

Sunrise Ridge

Grace Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 50 minutes

Match: DVD player Private pool

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Price per night from

$915

Three Cays Villa

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: DVD player Private pool

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Price per night from

$1,031

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: DVD player Private pool

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Price per night from

$5,038

Villa Oasis - an incredible hexagon shaped villa on the beach in Grace Bay

Providenciales house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: DVD player Private pool

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Price per night from

$3,027

Affiniti Villa

Chalk Sound National Park villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 56 minutes

Match: DVD player Private pool

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Price per night from

$1,260

Enjoy Secluded Cottage w/ Pool Jacuzzi Beach Front - Esencia Cottage

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: DVD player Private pool

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Price per night from

$588

BAREFOOT PALMS, Kick Back and Relax Tiki Style!

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fabulous Villa” I recently spent 4 days in this lovely home and highly recommend it. I have stayed at many villas in the Caribbean and none have been as well maintained or had as much attention to detail shown as Barefoot Palms. The landscaping is gorgeous with lots of palms and flowering trees. The back yard is to die for...nice pool, lounge chairs, sitting area and the best part of all - a great Tiki bar. The outdoor space is great for kids and adults, and is very private. Inside, the first thing you notice is how fresh and clean the house smells. Not musty like some villas. The layout is great and the decorating is perfect..casual and beachy, yet upscale. You can tell the owners take a lot of pride in their home. The kitchen is well stocked, there are TVs and DVD players in every room, there is an alarm system in the house, and beach chairs, coolers and umbrellas are provided. The villa is located in a quiet, gated neighborhood and is a short walk to a great beach or a short drive to the main section of Grace Bay Beach. The owners are great to work with - very responsive and can answer any and all questions about the island. I can't wait to go back!

Match: DVD player Private pool

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Price per night from

$630

Milestone Villa on Grace Bay Beach

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 38 minutes

Match: DVD player Private pool

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Price per night from

$6,813

Match: DVD player Private pool

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Price per night from

$2,289

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: DVD player Private pool

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Price per night from

$2,577

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: DVD player Private pool

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Price per night from

$4,065

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: DVD player Private pool

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Price per night from

$2,004

Stirling House

Grace Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: DVD player Private pool

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Price per night from

$3,435

Windchaser Alize Villa

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: DVD player Private pool

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Price per night from

$1,317

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: DVD player Private pool

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Price per night from

$1,603

Clevelander - Beachfront Villa

Long Bay Beach villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: DVD player Private pool

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Price per night from

$7,443

Villa Blu

The Bight Settlement villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

Match: DVD player Private pool

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Price per night from

$745

Match: DVD player Private pool

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Price per night from

$14,550

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New Modern Beachfront 3bd/3bath with private pool

Long Bay Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: DVD player, Private pool

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Price per night from

$2,170

Sleeps 10 in Grace Bay!

Leeward house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: DVD player, Private pool

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Price per night from

$1,430

Villa Viatu - Impressive modern luxury – steps away from Pelican Beach

Leeward villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: DVD player, Private pool

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Price per night from

$3,432

Haven House - Imposing oceanfront property, designed for rest and relaxation

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: DVD player, Private pool

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Price per night from

$7,998

Emerald Bay - Sleek, chic island living with unmissable ocean vistas

Venetian Road Settlement villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: DVD player, Private pool

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Price per night from

$9,483

1 of 2 match: DVD player, Private pool

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Price per night from

$2,514

Aloe Ville

Providenciales house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 51 minutes

1 of 2 match: DVD player, Private pool

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Price per night from

$184

Sea Break 4BR Villa - Beachfront

Long Bay Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: DVD player, Private pool

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Price per night from

$2,691

Sea Breeze 2BR Villa - Beachfront

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: DVD player, Private pool

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Price per night from

$1,374

1 of 2 match: DVD player, Private pool

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Price per night from

$1,019

Brand New Beachfront 2bd/2.5bth with 3rd fl rooftop terrace and pool

Long Bay Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: DVD player, Private pool

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Price per night from

$1,483

New Modern Beachfront 2bd/2bath with private pool

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: DVD player, Private pool

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Price per night from

$1,254

Ocean Dream 5 BR Azur

Long Bay Beach villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: DVD player, Private pool

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Price per night from

$2,348

OCEAN SEACRET

Turtle Cove villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: DVD player, Private pool

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Price per night from

$859

New Modern 4-bedroom Villa, Amazing Pool, Privacy, 500 ft. to Long Bay Beach v10

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: DVD player, Private pool

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Price per night from

$1,031

Vila Doma - Impeccably designed contemporary Babalua Beach residence

Turtle Cove villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

1 of 2 match: DVD player, Private pool

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Price per night from

$8,580

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: DVD player, Private pool

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Price per night from

$9,152

Villa Bellissimo: luxurious penthouse with private sky pool/Jacuzzi

Grace Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: DVD player, Private pool

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Price per night from

$1,460

Bajacu - Timeless hilltop residence boasting its own private cove

The Bight Settlement villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: DVD player, Private pool

1 of 2 filters match

Price per night from

$8,015

Viewing 38 of 133
rentals in Five Cays Settlement

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