Five Cays Settlement Rentals

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305 Houses

Beach Villa Shambhala // Paradise Family Vacation on Long Bay Beach

Five Cays Settlement villa

5 bedrooms / 6 bathrooms / sleeps 10

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Price per night from

$1,271

Windchaser Villa 1, Private Pool, Ocean View

Five Cays Settlement villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$830

Windchaser Villa 2, Private Pool, Ocean View

Five Cays Settlement villa

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 55 minutes

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Price per night from

$831

Great rentals within 20 miles that match your search

Milestone Grace Bay Beach Luxury Villa

Grace Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 4 minutes

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Price per night from

$2,833

Leeward Beach Ocean View 1 Bed/1 Bath Condo-Northwest Point

Providenciales condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$130

2 bdrm, pool, hot tub, beach, very clean, private,

Providenciales apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$232

Reef Tides - an oceanfront luxury family vacation villa in a tropical paradise

Providenciales villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$1,572

Ocean View 2 bdrm pool, hot tub and private beach

Turtle Cove penthouse

3 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$699

That Charming Gecko House - Grace Bay / Turks and Caicos

Grace Bay house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 46 minutes

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Price per night from

$187

Pool-side Studio with private stairs from balcony to pool - sweeping water views

Turtle Cove condo

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$226

Blue Villa - Feel The Real West Indies

Turtle Cove villa

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$540

MADDY'S COTTAGE at SEE TURTLE HOUSE

Providenciales house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$125

Affiniti Villa

Chalk Sound National Park villa

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$1,214

CoCo Gardens - Beautiful Caribbean Hideaway with Jacuzzi tub, pool, cabana

Grace Bay house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$463

Villa Renaissance 603!! PERFECT FOR COUPLES OR FAMILIES!

Grace Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 47 minutes

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Price per night from

$445

2bdrm ocean front views, pool, hot tub, beach,

Providenciales apartment

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$230

Warm and easy vacation

Long Bay Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 49 minutes

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Price per night from

$127

Via Veneto Terrace Apartment Grace Bay Providenciales Turks and Caicos Islands.

Grace Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$681

Sunset Ridge Hotel (Single Room 10)

Providenciales guest house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$179

Gorgeous, Private, Secure 2-Bedroom Bungalow Villa

Grace Bay house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$259

Ocean pool views 1 bdrm private beach hot tub nice

Providenciales apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$173

Colibri Gardens Villa - Excellent Value in the Heart of Grace Bay

Grace Bay villa

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$345

Paradise Villas (1 Bd) #3

Providenciales villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$288

SeabreezeVilla, Private, Luxury, Amazing views

Grace Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$915

Sunset Ridge Hotel (Full Bedroom 1)

Providenciales guest house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$242

Spacious 1 Bdrm 1.5 Baths, Best Beach View!

Grace Bay house

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$275

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.

Match: Children under 5

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Price per night from

$863

Enjoy Turks & Caicos on a Budget! Oceanviews!!!

Providenciales villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 24 minutes

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Price per night from

$160

Empyrean Villas - Aquamarine

Whitby villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 36 minutes

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Price per night from

$259

Xanadu, Chic secluded beach living, indulge in the ultimate Caribbean vacation.

Turtle Cove cottage

1 bedroom / 1 bathroom / sleeps 2

Match: Children under 5

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Price per night from

$718

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.

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Price per night from

$345

Grace Bay Beach Ocean Villas, Gardenia Villa. Rated #1 On Trip Advisor.

Turtle Cove villa

1 bedroom / 1 bathroom / sleeps 6

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Price per night from

$236

Blue Mountain Villa-Turks & Caicos

Providenciales villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$691

Turks & Caicos Grace Bay Oceanfront resort Rated #1 Best Beach

Providenciales studio

Studio / 1 bathroom / sleeps 2

Match: Children under 5

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Price per night from

$252

Olde Beach House 2 double ensuites close to beach

Providenciales apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Just the best vacation ever” We originally rented the 1 bedroom apt but were upgraded by our lovely host to the 2 bedroom. The apt was spacious with 2 baths, all the kitchen equipment you would need, a washer/ dryer and wifi. We were able to walk to the beach within 3 minutes or with our rental car explore all the other glorious beaches on the island. Our first night we walked to the famous "conch shack" for traditional cracked conch-yum. Other nights we cooked in after gathering supplies at the well stocked local IGa or tried a few of the marvelous local restaurants for the rum punches and sunsets. I really appreciated the quiet simplicity of the old beach house which really is a misnomer. Emma,our host, was so helpful with island information and willingly answered so many questions. She treated us to papayas off the trees just outside our room and made us feel welcome and comfortable in so many ways. I can't wait to come back.

Match: Children under 5

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Price per night from

$288

Grace Bay Beach Ocean Villas, Jasmine Villa. Rated #1 On Trip Advisor.

Turtle Cove villa

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$382

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$2,876

Sea Breeze 2BR Villa - Beachfront

Long Bay Beach villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$972

Viewing 38 of 305
rentals in Five Cays Settlement

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