Leeward Vacation Rentals

Luxury Villa Rentals in Leeward for 2+ people

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$32,500 - $45,000 /night


11 Bedroom Villa, 16 Bathrooms, Sleeps 22
Tranquility is the pinnacle of private luxury estates in the Caribbean and is situated on 11 acres along Grace Bay Beach. A total of eight bedrooms in the main house, includes six master bedrooms and one grand master with breath-taking panoramic views of ... more
$9,000 - $28,000 /night

Emerald Pavilion

5 Bedroom Villa, 5 Bathrooms, Sleeps 12
Emerald Pavilion perches on the northeastern tip of Grace Bay Beach, near the Leeward Marina. This fully staffed villa offers modern technology, endless amenities, and a prime location between tranquillity and activity. A soft contemporary five-bedroom es... more
$6,900 - $20,000 /night

Blondel Cove

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Water abounds at this luxurious six-bedroom haven situated in one of the most prestigious developments on the island. Tranquil pools of still water reflecting brilliant blue skies flank either side of you as you enter this beautiful oasis. Watch as your e... more
$5,500 - $19,500 /night


6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Soaring ceilings, lending a sense of airy spaciousness, greet you as you enter this luxurious six-bedroom villa nestled in one of the most exclusive gated communities in Providenciales. Floor to ceiling glass paneling draws the eye to expansive views of t... more
$2,000 - $6,000 /night

Big Chill

6 Bedroom Villa, 7 Bathrooms, Sleeps 12
Welcome to unparalleled luxury in the Leeward community of Providenciales, Turks & Caicos Islands. Big Chill is a luxurious six-bedroom all suite villa situated in Leeward's prestigious canal system with very close proximity to some of the best beaches... more
$1,250 - $2,500 /night

Seagrace Villa

5 Bedroom Villa, 4 Bathrooms, Sleeps 10
Seagrace Villa is nestled on the canal in the gated community of Leeward, just moments away from Salt Bar and Grill. This spectacular villa comes with everything you need for the perfect island vacation. The villa stocks beach chairs, coolers and beach um... more
$1,090 - $2,500 /night

Acajou Villa

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Please note there is a boat moored at Acajou Villa that will come and go during guests stay (with no disruption to guests) Welcome to Villa Acajou, a limited availability luxury villa constructed in 2015 and nestled along the canals of... more
$900 - $2,071 /night

Cassis Villa

3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Villa Cassis is a new, modern vacation rental on the turquoise of the Leeward canal situated in the gated community of Leeward. This luxury villa offers spacious indoor and outdoor living for your relaxed Caribbean vacation. Every room has large glass d... more
$457 - $643 /night


3 Bedroom Villa, 4 Bathrooms, Sleeps 6
This brand new villa features a 360 degree view over the neighboring Leeward waterway, and sits just five minutes away from the ocean front. Villa Vivace offers comfortable accommodation for up to 6 adults. This contemporary, gated single story property w... more
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