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Holiday Homes in Leeward

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    Travellers to Leeward are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 31 Rentals in Leeward
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    ❤️Buddha Cottage in Grace Bay: Ocean, Nature, Relax☀️Perfect for up to 4!1 / 31
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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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    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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    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 22 March 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 13 April 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • 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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    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • 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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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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    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 24 April 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 27 January 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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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Balcony
    • Waterfront
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 Asian design, modern elegance, and Caribbean color. Custom millwork...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With stunning views of the Turks and Caicos Banks, a unique modern layout and exotic accents, villa Balinese is an unforgettable retreat. Located on Ocean Drive on Providenciales and laid out around a private infinity pool, the spacious three-bedroom villa pairs striking interiors with a gorgeous...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Emerald Villa, Sleeps 121 / 27
    (6)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Patio
    • DVD Player
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2013
    13 of us moved into The Rafters for the week before my daughter's (who lives in Providenciales) wedding. It was perfect! Great house, situation, amenities and ambience. It...
    Reviewed 6 November 2012
    Rafters is certainly a house I would dream of owning!! There was nothing it lacked!! Impressive was my first impression, and as I walked in and through the rooms I was even more...
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    About this property
    Emerald Villa is situated in a quiet cul-de-sac within the exclusive development of Old Leeward, directly opposite the Parrot Cay Landing. The villa is situated on a fully landscaped one acre lot facing the canal with a pool, large deck and an 80 ft. dock with ramp access. From private terraces on...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    1 Bedroom, 8 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Air Conditioning
    • Parking
    • 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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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 1 Bedroom, 8 Bathrooms, Sleeps 16
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Parking
    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 - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Waterfront
    • Housekeeping Included
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the TCI Signature Villa Collection Treat yourself to the ultimate private escape in one of the most prestigious vacation spots in the Turks and Caicos Islands. Offering a peaceful ambiance, our luxurious Guest House in Leeward sets the scene for a magical getaway in the Turks and...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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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    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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    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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    3 Bedrooms, 7 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend the vacation of a lifetime at villa Bajacu. Its bright coral walls are unforgettable, but the ocean views from its hilltop location on the island of Providenciales are even more memorable. With six bedrooms, two pools, a private beach and nearly as much living space outdoors as indoors, the...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 3 Bedrooms, 7 Bathrooms, Sleeps 6
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    1 Bedroom, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Internet Access
    • Parking
    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 - 1 Bedroom, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Parking
    • Cable/satellite TV
    • 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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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 1 Bedroom, 6 Bathrooms, Sleeps 12
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    1 Bedroom, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Cable/satellite TV
    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 - 1 Bedroom, 4 Bathrooms, Sleeps 8
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    8 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Patio
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 of separate buildings and designed as a multigenerational retreat. Showcasing contemporary Caribbean design that is both transitional and...
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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 12 Quick View
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    • Wi-Fi
    • Grill
    • Terrace
    • Housekeeping Included
    • Hot Tub
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 of separate buildings and designed as a multigenerational retreat. Showcasing contemporary Caribbean design that is both transitional and...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 12
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Balcony
    • Grill
    • Hot Tub
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 of separate buildings and designed as a multigenerational retreat. Showcasing contemporary Caribbean design that is both transitional and...
    View all property information
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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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    • Private Garden
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, 4 Bath with Outdoor Shower Beauty surrounds you as you step into this brand new luxury villa! Breathe Easy offers fabulous breezes and water views from every room! This vacation home was designed to please everyone. Relax by the pool, paddle board or kayak from the private dock, and...
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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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    • 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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    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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    • 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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    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
    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 6 Bedrooms, 6 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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    Turtle Tail Estate1 / 40
    (1)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2017
    this please is like a dream make reality , must see in person , what a great place , we love this condo
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    About this property
    Villa Turtle Tail Estate, Turks & Caicos. Turks & Caicos is known for its luxury properties and exclusive destinations, and though there are many premium accommodations, the Villa Turtle Tail Estate rates as one of the rare "ultra-premium" settings. Set in Turtle Tail,...
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    Leeward, Providenciales
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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