Five Cays Settlement Rentals

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122 Houses

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TC Villas -Turtle Breeze -Fully Staffed Villa

The Bight Settlement villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Staffed property Private pool

All filters match

Price per night from

$5,469

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 Private pool

All filters match

Price per night from

$6,826

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 Private pool

All filters match

Price per night from

$1,025

TC Villas -Impulse Beach Estate -Resort Style

The Bight Settlement villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 20

Match: Staffed property Private pool

All filters match

Price per night from

$3,752

TURTLE TAIL ESTATE

Turtle Cove villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Staffed property Private pool

All filters match

Price per night from

$11,472

TC Villas -Aguaribay -Privacy, Luxury, and Comfort

Long Bay Beach villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Staffed property Private pool

All filters match

Price per night from

$1,277

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 Private pool

All filters match

Price per night from

$2,008

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

Match: Staffed property Private pool

All filters match

Price per night from

$5,511

Grace Too - Classically Caribbean, perfect for lazy days entertaining

Grace Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Staffed property Private pool

All filters match

Price per night from

$2,868

Villa Azzurra - Grace Bay retreat for the ultimate island escape

Turtle Cove villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Staffed property Private pool

All filters match

Price per night from

$6,295

TC Villas -Mandalay Villa -Full Staff

Long Bay Beach house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

Match: Staffed property Private pool

All filters match

Price per night from

$12,000

Villa DelEvan 4E

The Bight Settlement house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Staffed property Private pool

All filters match

Price per night from

$10,295

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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, Staffed property

1 of 2 filters match

Price per night from

$230

New Modern Beachfront 3bd/3bath with private pool

Long Bay Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$2,174

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: Staffed property, Private pool

1 of 2 filters match

Price per night from

$1,033

Aloe Ville

Providenciales house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 51 minutes

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$184

Sea Break 4BR Villa - Beachfront

Long Bay Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$2,696

Sea Breeze 2BR Villa - Beachfront

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$1,377

Ocean Dream 5 BR Azur

Long Bay Beach villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$2,352

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$1,021

New Modern Beachfront 2bd/2bath with private pool

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$1,257

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: Staffed property, Private pool

1 of 2 filters match

Price per night from

$1,486

OCEAN SEACRET

Turtle Cove villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$861

Sleeps 10 in Grace Bay!

Leeward house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$1,434

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

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$8,030

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

Leeward villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$3,434

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$2,518

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

Venetian Road Settlement villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$9,500

1 of 2 match: Private pool, Staffed property

1 of 2 filters match

Price per night from

$798

Villa Renaissance 501 Pool/Garden View

Grace Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private pool, Staffed property

1 of 2 filters match

Price per night from

$631

Villa DelEvan 4B

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private pool, Staffed property

1 of 2 filters match

Price per night from

$796

Villa DelEvan 4C

The Bight Settlement villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private pool, Staffed property

1 of 2 filters match

Price per night from

$796

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

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private pool, Staffed property

1 of 2 filters match

Price per night from

$1,545

Villa DelEvan 4A

The Bight Settlement villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private pool, Staffed property

1 of 2 filters match

Price per night from

$1,019

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$9,178

Vila Doma - Impeccably designed contemporary Babalua Beach residence

Turtle Cove villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$8,604

Bajacu - Timeless hilltop residence boasting its own private cove

The Bight Settlement villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$8,030

Sunsara Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Staffed property, Private pool

1 of 2 filters match

Price per night from

$3,205

Viewing 38 of 122
rentals in Five Cays Settlement

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