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Leeward Vacation Rentals

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    C$5,430 Average
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    Travellers to Leeward are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    All 23 Rentals in Leeward
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    Pelican Cottage -Minutes to Grace Bay Beach! Bikes included!/Car for Rent!1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    ❤️BUDDHA COTTAGE | Ocean, Nature, Zen, Relax☀️1 / 24
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Bajacu1 / 29
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Artists bungalows in garden oasis 190 paces to Grace Bay Beach w yoga deck1 / 20
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Washer
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 13, 2017
    Great place to sit back and relax. There were 6 in our party, plenty of room to spread out and relax. Many decks with different views and seating arrangements. A short walk...
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    About this property
    Welcome to a Caribbean dream. The three charming bungalows of The Retreat are 190 paces down a manicured path to Grace Bay Beach Tucked into the serenity of 25 year old gardens, come relax and feel the magical serenity of this well loved property. The main house, originally built in 1987, has...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Turks and Caicos Grace Bay Beach Brand New Villa1 / 17
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2018
    The place was beautiful and the location was very close to local eateries and grocery store. The pool was very nice and really enjoyed spending the time in and around the pool...
    Reviewed April 12, 2017
    Ideal for 2 couples.... Within walking distance to the beach and marina. Lovely pool. Location just off the highway and close to the water treatment plant so a constant...
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    About this property
    Welcome to Caicos Dream Villa, Turks and Caicos Islands!! This villa is brand new and located 1 minute from the worlds number one beach Grace Bay of Turks and Caicos Islands. Villa is a modern contemporary master piece complete with two King Master en suites, modern kitchen and living room that...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A modern luxurious four bedroom villa only a stone’s throw from the number one beach in the world. Listen to music in the shaded outdoor lounge and dining area next to the heated pool and jacuzzi. Alternatively relax in the hammock grove or sit with a glass of wine around the fire pit. FEATURES: •...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 6 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Decorated with lush tropical greenery and mature palms, this stylish oceanfront villa offers incredible views of the Caribbean Sea from its luxuriously adorned waterfront terrace and spacious six bedroom residence. Located in Grace Bay, the home of nearly all of the island’s luxury restaurants and...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 1 Bedroom, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hawksbill Beach House is located on the most pristine section of Grace Bay Beach in the luxurious residential community of Leeward. Design Features: Hawksbill Beach House on Grace Bay is everything you would imagine a beach house to be. This newly refurbished, spacious two bedroom beachfront...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the fabulous Grace Bay area of the Turks and Caicos, Villa Islander comes together in a symphony of cool greys and copious natural wood. Just a two minute walk from the white sands at Coral Garden Beach, which is part of Princess Alexandra National Park, this stunning vacation rental is...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Terrace
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Viatu is a spectacular luxury villa on Providenciales in Turks and Caicos. Situated on the leeward side of the island's northeast coast, the villa is just steps from Pelican Bay Beach and enjoys spectacular views of the Caribbean Sea. Outstanding outdoor amenities coupled with sumptuously...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Hot Tub
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa is an 8 bedroom Caribbean estate home spread across a number of separate buildings throughout the 5+ acre site. It can also be combined with the 2 bedroom Beach House property next door to provide 10 bedrooms in total.   Designed as a multi-generational Caribbean retreat for its...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Hot Tub
    • Grill
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A location close to the number-one beach in the world, eight hours of butler service each day and four suite-style bedrooms: it all adds up to a gorgeous luxury holiday at Turquoise Villa. This beautiful Leeward vacation rental is perfect for parties of up to eight, whether you’re visiting Turks...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Waterfront
    • Housekeeping Included
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The modestly named Turtle House boasts a property that’s anything but. Set on a private cove on the south side of the island far from wandering tourists, Turtle House is an estate in the truest sense of the word, an oasis of calm and represents the best the Turks & Caicos has to offer. A mix of...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quaint little home is furnished with a King and Queen bedroom set, a bathroom, front porch and rear deck with seating, full kitchen with stainless steel appliances, full living room area, laundry center, free wifi, free cable, wifi tv, luxury hotel linens and airconditioning in both bedrooms....
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    Leeward, Providenciales TKCA1ZZ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    8 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Patio
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: This home is in close proximity to an ongoing construction project. For more information, please contact a Villa Specialist.  Hawksbill is a private eight bedroom villa located in the coveted Grace Bay area of Turks and Caicos. This luxury estate home has been spread across a number...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Wi-Fi
    • Housekeeping Included
    • Balcony
    • Grill
    • Hot Tub
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: This home is in close proximity to an ongoing construction project. For more information, please contact a Villa Specialist.  Hawksbill is a private eight bedroom villa located in the coveted Grace Bay area of Turks and Caicos. This luxury estate home has been spread across a number...
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    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    8 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Terrace
    • Housekeeping Included
    • Hot Tub
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note: This home is in close proximity to an ongoing construction project. For more information, please contact a Villa Specialist.  Hawksbill is a private eight bedroom villa located in the coveted Grace Bay area of Turks and Caicos. This luxury estate home has been spread across a number...
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    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 12
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    Turnstone House - Sunset Beach Villas1 / 15
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    • Housekeeping Included
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 24, 2018
    The Turnstone House is a beautiful property!! We enjoyed our stay in paradise immensely and would highly recommend this property. The home is first class- beautifully decorated...
    Reviewed January 26, 2018
    We have visited Turnstone House several times. What an amazing house! It is the perfect vacation spot, with a private yard and pool, quick walk to amazing world’s best Grace Bay...
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    About this property
    This 3-bedroom, 3-bathroom villa is elegantly appointed indoors & outdoors. Turnstone House is located within Sunset Beach Villas. A gated community 200m from World Famous Grace Bay Beach For your comfort this villa is fitted with the following: - Each bedroom is designed to be a private...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adam & Eve is a palatial luxury villa in the Leeward Settlement on the beautiful island of Providenciales in Turks and Caicos. With waterfront property along a swimmable canal, the four-bedroom vacation rental features outstanding outdoor and indoor spaces for relaxing and entertaining among family...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa is an 8 bedroom Caribbean estate home spread across a number of separate buildings throughout the 5+ acre site. It can also be combined with the 2 bedroom Beach House property next door to provide 10 bedrooms in total.   Designed as a multi-generational Caribbean retreat for its...
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    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Parking
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa is an 8 bedroom Caribbean estate home spread across a number of separate buildings throughout the 5+ acre site. It can also be combined with the 2 bedroom Beach House property next door to provide 10 bedrooms in total.   Designed as a multi-generational Caribbean retreat for its...
    View all property information
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Serenity House, a luxury beachfront villa directly on the Island's finest beach providing accommodations for a group of 12. The spacious and supremely comfortable holiday home consists of two levels, with 6 bedrooms, each with ensuite bathrooms, air conditioning, cable television,...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Milestone Villa is a recently refurbished beach front villa located on the world renowned Grace Bay Beach. You can enjoy long walks along the shoreline or dip in the ocean – just steps away. This villa features 4 bedrooms, large heated pool, covered al fresco dining bar, fire pit and so much...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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