Leeward Rentals

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164 Houses

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$269

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$292

Ocean Dream 5 BR Aqua

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,582

Grace Haven - brand new villa in Leeward

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$905

Villa Viatu: Luxury 6 BED Villa, Turks and Caicos

Leeward villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

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$2,934

Seagrace Villa is 5BDRM Waterfront

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,804

Salt Life Villa - Canalfront

Leeward villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$918

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

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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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. 33 minutes

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$1,283

Affordable in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

Byculla Villa

Leeward villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$1,434

TC Villas -Villa Allegria -Emerald Point's Gem

Leeward house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

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Price per night from

$1,534

Affordable Studio in Grace Bay!

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

Sugar Apple Villa - A modern, waterside base

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,603

Sunsara Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$3,206

Moringa Villa

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,008

Indigo Blu - Festive Availability Only

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,868

Salt Air Villa

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$1,205

Great rentals within 20 miles that match your search

Coral House - T&C

Grace Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$9,018

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

150 Steps to Grace Bay Beach!-The Suite

Grace Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$345

150 Steps to Grace Bay Beach! The Cottage

Grace Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$230

150 Steps to Grace Bay Beach! Studio

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$213

150 Steps to Grace Bay Beach! Efficiency

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

Below Budget Studio in Grace Bay!

Grace Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

150 Steps to Grace Bay Beach!-The Condo

Grace Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$345

Breezy Palms Oceanfront Villa View & Infinity Pool

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$918

Samsara TCI, Bespoke Luxury Caribbean Beach Vacation

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

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Price per night from

$5,511

Oceanfront Guest House

Providenciales guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

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Price per night from

$345

Villas 5 bedroom Main & 4 bedroom Guest house

Providenciales villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

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Price per night from

$1,836

Whitby Paradise Beachfront accommodation

Whitby villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$1,119

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.

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$500

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!

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Price per night from

$632

Casa de Isle right off Taylor Bay

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$493

“Amazing family vacation! Sunset Point paradise” Wow! Where do we start? We just enjoyed an amazing week at sunset point villa. It is a piece of paradise and a slice of heaven. We loved it so much. The villa is beautiful. While the pictures and description are nice, they can't do full justice to the experience. Our stay was nothing short of superior. Prior to our arrival Bob was very attentive, always answering email questions quickly. The service was wonderful too. We were welcomed by Julian and he gave us a great introduction to the villa as well as the island and all it has to offer. We loved all the added touches! The villa has so much available for a family vacation. It was the perfect set up for our family. We have four children ages 15,13,12 and 10 and they all loved it! The pool toys and raft are great and were put to immediate use. The extra touches upon arrival made out hearts warm and made us feel so welcome. We rented kayaks and stand up paddle boards and we enjoyed using them right off the dock. We also chartered a boat and enjoyed a day of exploring and wake boarding with Nautique sports. Sam and Jake were awesome and the kids loved the adventure. The location of the villa is great too. Taylor Bay beach is so beautiful and we loved swimming over to play on the beach. The sand is so pristine. Another bonus were the two nice tennis courts. We had many family matches on those courts. We hope to have the chance to return to the amazing Sunset Point Villa.

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Price per night from

$1,136

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.

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Price per night from

$1,091

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

$4,819

Heavenly 1BR Ocean View w/ Private Hot Tub Pool SUV - Wyakha 2

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$595

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