Leeward Rentals

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256 Results

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Price: high to low

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256 Houses

Price per night from

$269

Price per night from

$292

Price per night from

$8,245

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$2,577

Price per night from

$184

Grace Haven - brand new villa in Leeward

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$905

BRAND NEW Aqueous - Sunset Beach Villas TCI

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$1,718

Seagrace Villa is 5BDRM Waterfront

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$1,804

Price per night from

$2,716

Ideally Located in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Breezy Villa is a 4 bedroom Villa with Spectacular Water Front Views

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,645

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

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 6 minutes

Price per night from

$1,283

Ideal Location in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Sleeps 10 in Grace Bay!

Leeward house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$1,432

Price per night from

$1,019

Price per night from

$2,519

Lovely one bedroom apartment

Leeward apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 42 minutes

Price per night from

$229

Sunsara Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$3,206

Salt Air Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$1,203

Salt Life Villa - Canalfront

Leeward villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$916

Price per night from

$19,400

Byculla Villa

Leeward villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Price per night from

$1,432

Affordable in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$172

TC Villas -Villa Allegria -Emerald Point's Gem

Leeward house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

Price per night from

$2,327

Affordable Studio in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,603

Price per night from

$22,310

Perfect Location! Great Price in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$172

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

Leeward villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Price per night from

$3,435

Price per night from

$7,275

Moringa Villa

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$2,004

Indigo Blu - Festive Availability Only

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$2,863

Price per night from

$14,550

Great rentals within 20 miles that match your search

Creek View Cottage on North Caicos

North Caicos bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$144

Sea Breeze 6 Bedroom Villas - Beachfront

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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

Price per night from

$6,813

Coral House - T&C

Grace Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Price per night from

$9,000

Edge of Paradise 3 bedroom Luxury Villa steps to Grace Bay

Grace Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,134

Viewing 38 of 256
rentals in Leeward

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