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Holiday Rentals with Pools in Leeward

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    €4,226 Average
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    Travellers to Leeward are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in LeewardView all 33 rentals
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    Turnstone House - Sunset Beach Villas1 / 15
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    • 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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    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...
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    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Bedroom, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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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    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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    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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    1 Bedroom, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 1 Bedroom, 5 Bathrooms, Sleeps 10
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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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    1 Bedroom, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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...
    View all property information
    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 1 Bedroom, 8 Bathrooms, Sleeps 16
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    1 Bedroom, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 8
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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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    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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    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Location Information
    Leeward, Providenciales TKCA 1ZZ
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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