Five Cays Settlement Rentals

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201 Houses

THE GECKO HOUSE with awesome pool! Grace Bay

Grace Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$286

Paradise Villas (1 Bd) #3

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

Paradise Villas (1 Bd + pull out sofa) #1

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

La Vista Azul Junior Suite Apartment

Turtle Cove apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$287

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Price per night from

$700

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

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

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$842

LIQUID LUXURY - NEW NEW NEW TURKS & CAICOS PRIVATE VILLA ON THE WATER

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 36 minutes

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Price per night from

$1,283

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Price per night from

$263

Villa Serenity by the water

Grace Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$458

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Paradise Villas (Studio Villa) #4

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children under 5, Cycling trips

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Price per night from

$212

Edge of Paradise 3 bedroom Luxury Villa steps to Grace Bay

Grace Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,134

Second Chances 5 Bed Villa in Grace Bay

Grace Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$2,577

Three Cays Villa

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,031

Coral House - T&C

Grace Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$9,000

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

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Price per night from

$320

Below Budget Studio in Grace Bay!

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

New Studio with 360 degree views

Turtle Cove villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 47 minutes

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Price per night from

$343

2 Bedroom Villa with sweeping views

Turtle Cove house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 47 minutes

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Price per night from

$446

Serene Caribbean Deluxe Beach Front Studio w/ Pool - Karana Studio 2 (K2)

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$271

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: Cycling trips, Children under 5

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Price per night from

$630

Windhaven 2 Bedroom Villas on Long Bay Beach

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Exceptional!” Loved our time at windhaven! There are so many amazing things about this place, I hope I will not forget any in my review. The villas are extremely well equipped and decorated simply and tastefully. They have state of the art appliances (including a washer, dryer and Weber BBQ), surround sound with multiple docking stations, large storage facilities on the deck for outdoor equipment like kites and boards, great amenities, a cooler for day trips, beautiful and comfortable furniture, emergency kits, kayaks, there is a shared pool and the grounds are kept beautifully. The manager is fantastic and always makes sure that all your needs are met. The location is fantastic! The beach is extremely safe and quiet. The water is calm and even on windier days, very safe for children. Never any undertow. The clarity is unmatched. There is a grocery store located 5 min away by car. It has everything you can imagine. Great vegan selection with amazing produce and beautiful fish and meat options. The prices are reasonable (we spend Christmas in Barbados, so the pricing TCI are much cheaper!)The shopping is right around the corner from the gourmet grocery store. Windhaven is amazing for kiters but is also perfect for non-kiters. It would be an ideal place for an intimate wedding. The grounds are beautiful and the beach, in my opinion, much nicer and appropriate for a wedding than Garce Bay. We have already booked for the next few years!!! It is that amazing.

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$1,088

Beachfront Casual Luxury....8 bedrooms

Long Bay Beach villa

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 16

“Perfect spot for family and friends” Loved my vacation at Windhaven. Beautiful grounds, stunning beachfront villas with cooling ocean breezes and a perfect soft sand beach that stretches for miles. Lots of space to lounge by the pool or in a hammock or on the beach decks. Ideal for paddling or kiting. I will be going back with friends and family.

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Price per night from

$4,809

Gracemir House in Grace Bay, Providenciales, TCI

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$516

Windchaser Alize Villa

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$1,317

Stirling House

Grace Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$3,435

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$4,065

Milestone Villa on Grace Bay Beach

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 38 minutes

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$6,813

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: Cycling trips, Children under 5

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Price per night from

$1,064

Sea Break 4BR Villa - Beachfront

Long Bay Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Cycling trips, Children under 5

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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: Cycling trips, Children under 5

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Price per night from

$1,374

Grace Haven - brand new villa in Leeward

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$905

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Price per night from

$1,019

Just off the Beach, Relax at Inn At Grace Bay #121

Grace Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$457

Ocean Dream 3 BR Villa Blue

Long Bay Beach villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Cycling trips, Children under 5

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Price per night from

$1,603

Moringa Villa

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Cycling trips, Children under 5

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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: Cycling trips, Children under 5

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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: Cycling trips, Children under 5

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Price per night from

$567

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