Five Cays Settlement Rentals

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

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private outdoor pool (unheated) Elevator access

All filters match

Price per night from

$842

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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: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,175

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: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,033

Sea Breeze 2BR Villa - Beachfront

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,378

New Modern Beachfront 2bd/2bath with private pool

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Elevator access, Private outdoor pool (unheated)

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: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,487

OCEAN SEACRET

Turtle Cove villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Elevator access, Private outdoor pool (unheated)

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: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,435

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,525

Sunsara Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$3,214

Classic elegant plantation manor at Grace Bay beach

Grace Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$4,950

TC Villas -Beach Villa Sandstone -Smith's Reef!

The Bight Settlement house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$824

TC Villas -Reef Beach House -Perfect Beach!

The Bight Settlement villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$757

TC Villas -Sandy Beaches -Privacy, Activities, &+

Long Bay Beach villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,329

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$702

SunSea houses (Sea house)

Providenciales villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$287

Endless Blue Villa -8 Bedroom Waterfront

Turtle Cove house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 37 minutes

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,984

Second Chances 5 Bed Villa in Grace Bay

Grace Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,583

Villa DelEvan Flip Flop

Long Bay Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$798

TC Villas -Little Plum Villa -Steps to Grace Bay

The Bight Settlement villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$350

TC Villas -Villa Cerulean -Waterfront Chalk Sound!

Turtle Cove house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$560

TC Villas -Castaway -Convenience, Privacy, Snorkel

Turtle Cove house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,417

TC Villas -Villa MaryJane -Private Tidal Beach!

Turtle Cove house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$1,080

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$5,626

Villa Hawksbill - Located in Fabulous Grace Bay with Private Pool

Grace Bay villa

  • 1 bedroom
  • 10 bathrooms
  • sleeps 16

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$19,400

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$6,014

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$2,716

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$14,550

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$8,245

Coral House | Beach Front - Located in Fabulous Grace Bay with Private Pool

Grace Bay villa

  • 1 bedroom
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$8,730

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$7,275

1 of 2 match: Private outdoor pool (unheated), Elevator access

1 of 2 filters match

Price per night from

$798

Ocean Front Elegance- Located on Grace Bay Beach

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Elevator access

1 of 2 filters match

Price per night from

$798

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!

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$632

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$293

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: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$488

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

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$589

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Elevator access, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$517

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