Five Cays Settlement Rentals

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117 Houses

Milestone Villa on Grace Bay Beach

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 38 minutes

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$6,822

Modern Beachside Villa with Pool - Perfect for Families, 2 min from beach - v5

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$1,548

Beachside Villa with Pool, Resort Amenities, 500 ft from Long Bay Beach - v1

Long Bay Beach villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$1,027

Stirling House

Grace Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$3,440

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

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 33 minutes

Match: Private pool Golf course on site or within 15 min walk

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Price per night from

$1,285

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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

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$320

Ocean Front Elegance- Located on Grace Bay Beach

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$797

ProvoVilla Condo Grace Bay Turks & Caicos 2BD 2BA

Grace Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing!” This condo was amazing!!! Susie was fabulous from booking, check in, making sure we were okay and check out. I still email Susie and will be staying again here very soon. Clemaris met us there and showed us all around. We had a cute little bathroom with a shower. One of the bedrooms had a 1/2 bath which helped when my sister and I were getting ready at the same time. It had an outdoor shower off the back patio - very cool! The condo is behind Grace Bay Club - very short walk to the beach. Ports of Call shopping and Grace Way Gourmet grocery store was a short distant walk as well. It is shaded around the condo, so we kept the windows open for a nice breeze. My sister and I are beach girls, however we did use the pool a couple of times which was very nice. We met neighbors at the pool and met new friends from Canada. The whole islands electricity went out which has never happened unless there was a hurricane. It was out for about a 24 hour period - Susie emailed checking on us and the neighbor that lives there was going to work that morning (he had a generator) asked us if we need some coffee. His sweet wife, Argentina, made us coffee! The beds were comfortable and we enjoyed cooking at home! This place is a must stay!!!

Responds fast! avg. 1 hour 36 minutes

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$430

Grace Haven - brand new villa in Leeward

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$906

Beachside 3bdr Villa with Pool,Resort Amenities,500 ft from Long Bay Beach - v4

Long Bay Beach villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,548

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, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,548

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$263

THE GECKO HOUSE with awesome pool! Grace Bay

Grace Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private pool, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$297

New Modern Beachfront 3bd/3bath with private pool

Long Bay Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$2,173

Aloe Ville

Providenciales house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 51 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$184

Ocean Dream 5 BR Azur

Long Bay Beach villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$2,351

Sea Break 4BR Villa - Beachfront

Long Bay Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$2,695

Sea Breeze 2BR Villa - Beachfront

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$1,376

1 of 2 match: Golf course on site or within 15 min walk, 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: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$1,256

OCEAN SEACRET

Turtle Cove villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$860

Sleeps 10 in Grace Bay!

Leeward house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$1,434

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

Leeward villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$3,440

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

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$8,026

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: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$1,032

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: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$1,485

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$2,523

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

Venetian Road Settlement villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$9,517

Bajacu - Timeless hilltop residence boasting its own private cove

The Bight Settlement villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$8,026

Vila Doma - Impeccably designed contemporary Babalua Beach residence

Turtle Cove villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$8,600

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$9,173

Sunsara Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$3,211

Villa Bellissimo: luxurious penthouse with private sky pool/Jacuzzi

Grace Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$1,462

TC Villas -Reef Beach House -Perfect Beach!

The Bight Settlement villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Private pool

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: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$1,329

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

The Bight Settlement house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$824

Classic elegant plantation manor at Grace Bay beach

Grace Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$4,950

1 of 2 match: Golf course on site or within 15 min walk, Private pool

1 of 2 filters match

Price per night from

$701

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rentals in Five Cays Settlement

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