Luxury rentals in Leeward

Waterfront 5BR Villa - Kayak Sups Dock + Pool

Classic Caribbean 5 Bedroom canal front villa in Leeward. Cotton House has been designed in a timeless, traditional Caribbean aesthetic and is solar powered. Located in the gated Leeward community, this canal front home exudes an easy living elegance. 4 of the 5 bedrooms open up to a central courtyard, the serene heart of the home featuring a plunge pool, ferns and tropical trees. The 5th room, the prime loft is also accessed via the courtyard through a private staircase to the second storey.

Pool · Hospitality · Family · Cleanliness · Amenities · Location · Kitchen · Access

NEW Beachfront Estate | Sleeps 20 | 4 Pools | Gym

Brand New Liquid Villas 2. Beachfront estate with every bedroom oceanfront & private ensuite. Two striking onyx-designed villas combine into one seamless 20-guest retreat with 4 glass-edge pools, rooftop lounges, beachfront cabanas, kayaks, chef’s kitchens, a private gym, games room, and refined indoor-outdoor living. 10,000 sqft of private beachfront living with 360° rooftop ocean views. Gated for elevated privacy. Direct beachfront setting a rare luxury. Surrounded by 3 of Turks best beaches.

Hospitality · Nearby · Location · Family · View · Beach · Walkability · Amenities · Accuracy · Indoor spaces · Cleanliness · Condition · Bathroom · Decor · Comfort · Checkout · Value · Check-in · Kitchen · Layout · Getting around · Pool · Backyard · Sleep quality · Access

Above Rocks Villa - Stunning Views from Every Room

Perched dramatically on the crystalline shores of Chalk Sound National Park, Above Rocks isn't just a villa – it's a private sanctuary overlooking one of nature's most breathtaking masterpieces. Above Rocks' two villas capture the spectacular panoramic views of Chalk Sound while offering both togetherness and privacy for up to 8 guests. Every window, terrace and thoughtfully designed space frames the mesmerizing waters dotted with mystical cays that seem to float across an endless azure canvas.

View · Hospitality · Pool · Outdoor spaces · Kitchen · Amenities · Family · Cleanliness · Comfort · Beach · Location · Condition · Decor · Indoor spaces · Getting around · Bathroom · Nearby · Hot tub · Sleep quality · Check-in · Accuracy · Barbecue · Wi-Fi · Access · Value · Air conditioning

Luxury Ocean View Villa-Heated Pool-Minutes to GB

Welcome to Casa Cocuyo Luxe—a 5⭐️ Guest Favorite Private Villa. Wake up to ocean views, swim in your private heated pool then off to Gracebay Beach just minutes away. This spotless 3-bed, 3.5-bath luxury Villa features unmatched privacy, fast Wi-Fi, A/C, a sleek kitchen and beautiful indoor-outdoor living surrounded by lush gardens. Backed by 9+ years hosting and excellent reviews—ideal for couples, friends, and families wanting a quiet, secure, upscale getaway with easy access to everywhere.

Hospitality · Cleanliness · Location · Pool · Accuracy · Comfort · View · Kitchen · Family · Decor · Beach · Amenities · Condition · Check-in · Quiet · Nearby · Getting around · Checkout · Indoor spaces · Walkability · Sleep quality · Outdoor spaces · Barbecue · Bathroom · Value · Layout · Long stay

Villa Katava - 3BDR/3.5BATH on Grace Bay

Villa Katava is a spectacular 3 BDR/3.5 Bath Villa in the heart of Grace Bay. This stunning retreat is designed for those seeking the perfect blend of luxury, comfort and convenience, making it ideal for families, friends, or couples. Villa Katava welcomes you with its contemporary design and elegant furnishings. Each bedrooms has its own ensuite bathroom. Flat-screen TVs in all bedrooms and living room. We are within walking distance to restaurants, supermarket, shops, spas, nightlife etc

Hospitality · Location · Walkability · Nearby · Accuracy · Beach · Indoor spaces · Cleanliness · Amenities

Villa Khaya - Bespoke Waterfront Home

Set on the sparkling waterfront of Leeward Canal, Villa Khaya is a luxurious retreat with a relaxing ambiance. As you step through the glass doors into the villa, you’ll be surrounded by beautifully cut native limestone feature walls, custom designed mahogany woodwork, and an eye-catching vaulted ceiling all expertly crafted by TC Millwork. The open-plan living and dining areas blend seamlessly with the kitchen to create an airy space that leads through bi-fold glass doors onto the

Hospitality · Cleanliness · Family · Amenities · Pool · Outdoor spaces · Location · Comfort · Condition · Walkability · Getting around · Accuracy · Checkout · Nearby · Indoor spaces

White Villas - Family Beachside Villa with Pool (2

WHITE VILLAS (2) is a modern 3-bedroom, 4-bathroom retreat just a 3-minute walk from Long Bay Beach and 5 minutes from Grace Bay. Sleeping up to 8, it combines the privacy of a luxury villa with resort-style amenities. Integrated in the 15-villa WHITE VILLAS collection, it offers the upscale comforts and personalized service of a 5-star hotel—without the crowds or compromises. Ideal for beach lovers seeking space, style, and barefoot luxury in Turks & Caicos.

Hospitality · Beach · Location · Accuracy · Family · Pool · Getting around · Walkability · Nearby · Cleanliness · Amenities · Indoor spaces · Kitchen · Comfort · TV · Outdoor spaces · Bathroom · Noise · Air conditioning · Wi-Fi · Condition · Decor · Skiing · Barbecue · Layout · Laundry · Backyard · View · Access · Sleep quality · Value · Biking

Villa Blue Vista

Villa Blue Vista is a spectacular oceanfront retreat, offering a private beach at low tide in the scenic Turtle Tail area of Providenciales, Turks and Caicos. This newly built, modern villa features six spacious bedrooms, delivering both luxury and tranquility in an idyllic setting. The main level features 4 bedrooms and 4.5 baths, while a separate 2-bedroom, 2-bath guest house—complete with its own entrance—offers additional space and privacy.

Accuracy · Nearby · Family · Location

Wind Chime Villa

From its exclusive location on Turtle Tail peninsula, this secluded beachfront villa has quickly become one of Providenciales most sought-after vacation homes. Powered by the sun, this thoughtful Balinese-style villa invites guests to embrace nature with open concept/open-air layouts. With this view, dining alfresco is a must. And, after dinner, test out the Thai rolled-ice cream machine. Copyright © Luxury Retreats. All rights reserved.

Hospitality · View · Amenities · Location · Family · Pool · Condition · Accuracy · Beach · Quiet · Cleanliness

Villa Eden

Set on the northern slope of Blue Mountain—the highest point in Providenciales—Villa Eden enjoys panoramic views of the crystal-clear turquoise waters along the island’s north shore. This striking 7,000-square-foot oceanfront estate is a showcase of Caribbean architecture with a modern sensibility, offering seamless indoor-outdoor living and a thoughtfully curated array of amenities for relaxation, connection, and indulgence.

Hospitality · Cleanliness · Comfort · Location · Sleep quality

CanalFront Retreat 9BR9.5BA Luxury w/ Private Dock

Welcome to Anara, an exceptional canal-front estate where modern elegance meets resort-style living. Thoughtfully designed for discerning guests and large groups, this expansive 9-bedroom with all King beds, 10-bathroom ensuite villa offers over 13,000 sq ft of refined indoor and outdoor living space, providing the perfect setting for unforgettable island stays. We have complimentary bikes, kayaks and Paddle boards

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*Brand-new* Villa Terra Blue - Walk to Beach

Villa Terra Blue — A Modern Sanctuary Designed for Families & Friends, only 4-min walk to Pelican Beach. Welcome to Villa Terra Blue, a contemporary four-bedroom retreat in the heart of Leeward, Turks & Caicos, designed for families and groups who value style, space, and unforgettable shared moments. Here, modern architecture meets warm, livable comfort—creating the perfect backdrop for connection.

Walkability · Accuracy · Beach · Nearby · Cleanliness · Pool · Getting around · Hospitality · Layout · Indoor spaces · Family · Amenities