Luxury rentals in Leeward

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Top-rated luxury holiday rentals in Leeward

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Luxe
An aerial view of Villa Vieux Caribe showcases its traditional stone architecture against a backdrop of tranquil waters. The property is surrounded by lush greenery and features multiple decks, private docks, and a pool, reflecting the serene ambiance of the Caribbean at sunset.
Villa in Chalk Sound
4.96 out of 5 average rating, 28 reviews

Villa Vieux Caribe

Enjoy postcard-worthy ocean views at Villa Vieux Caribe. Set on lush grounds on the southern coast of Providenciales, the seven-bedroom stone villa has traditional stone architecture and panoramic views of Chalk Sound National Park and Caicos Banks. Snorkel just off the property’s beach in calm Taylor Bay, sunbathe on one of several decks, and retreat to private, hotel-like accommodations in the evening. The heart of the villa is its outdoor spaces, which range from a large deck to a terrace around the private pool. Steps lead from the house down to the beach, where you’ll find two private docks and two kayaks. The pool terrace even has a barbecue, wet bar and dining area, so you can enjoy the sunset over a drink and dine al-fresco. Relax in the hammock, or escape the heat thanks to the house’s ceiling fans and air conditioning. For your convenience, Wi-Fi access is available, too. Inside, Villa Vieux Caribe is light and airy, with fresh, neutral decor and high ceilings that let in the trade winds. The living room is calm, comfortable and traditional, with tile floors, cream-colored walls, dark wood and linen-toned upholstery. The kitchen has classic white beadboard cabinets and is open to the dining area, where you’ll find rustic woven rush chairs and antique pottery accents. Each of the villa’s seven bedrooms has an en-suite bathroom, air conditioning, a ceiling fan, television and safe. There are five bedrooms with king beds, and two bedrooms with two queen beds each. Two of the suites are located on a lower level and have their own private entrance, sitting room with kitchenette and deck; one of these suites is wheelchair-accessible. Swimming, snorkeling and boating are just steps away from Villa Vieux Caribe on Taylor Bay. There’s also a beach just a 2-minute walk away. By car, it’s a 10-minute drive to the grocery store or the international airport, and a 15-minute drive to downtown Providenciales. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Television, Safe, Ceiling Fan, Air Conditioning. En-suite bathroom with shower • Bedroom 2: King size bed, Television, Safe, Ceiling Fan, Air conditioning. En-suite bathroom with shower • Bedroom 3: King size bed, Television, Safe, Ceiling Fan, Air Conditioning. En-suite bathroom with shower • Bedroom 4: 2 Queen size beds, Television, Safe, Ceiling Fan, Air conditioning. En-suite bathroom with shower • Bedroom 5: 2 Queen size beds, Television, Safe, Ceiling Fan, Air conditioning. En-suite bathroom with shower • Bedroom 6: King size bed, Television, Safe, Ceiling Fan, Air conditioning. En-suite bathroom with shower • Bedroom 7: King size bed, Television, Safe, Ceiling Fan, Air conditioning. En-suite bathroom with shower

Luxe
The villa's exterior is highlighted by large arched windows and a terracotta roof. The inviting pool reflects the twilight sky, surrounded by lounge chairs and lush landscaping, creating a tranquil setting for relaxation and outdoor enjoyment.
Villa in Silly Creek
4.78 out of 5 average rating, 45 reviews

Villa Sublime

With unbeatable views of the crystal-clear ocean and sophisticated European-style furnishings, Villa Sublime truly lives up to its name. Located on the south coast of Providenciales near Silly Creek, the property has three bedrooms, with the option of a fourth, and plenty of space for up to six guests to spread out. Sunbathe around the pool or slip into the ocean via the villa’s unique grotto. Not only is Villa Sublime itself quite spacious, but its 1.5 acres of land afford stunning views of Silly Creek and sunsets over Turtle Rock. Start each day with breakfast at the covered outdoor dining area, then soak in the sunshine from the pool terrace or take the path down to the ocean for a swim. Inside, the villa has central air conditioning and other perks. Villa Sublime’s living spaces mix traditional Caribbean pieces with European touches for one-of-a-kind style. In the living room, white walls, slipcovered sofas and wicker armchairs feel cool and tropical, while a Persian-style rug, antique armoire, columns and wrought-iron accents add a sense of history. The dining room, which is open to the kitchen, has an elegant wrought-iron and glass table plus an ocean view, and the kitchen itself has fresh-feeling white cabinets and stone countertops. Each of the property’s three bedrooms has air conditioning, a ceiling fan, a television and a DVD player. There is one bedroom with a king bed and en-suite bathroom, one bedroom with a queen bedroom and en-suite bathroom and one bedroom with a queen bed and adjacent bathroom. Larger parties can use the den, which has two twin sleeper sofas, as a fourth bedroom. Swimming in the turquoise Turks and Caicos waters is at your doorstep at Villa Sublime, but the beach is just a short drive away, too. It’s also 15 minutes by car to downtown Providenciales and its shopping, restaurants and resorts, as well as the international airport. Copyright © 2014 Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, En-suite bathroom with shower and tub, Air conditioning, Ceiling fan, Television, DVD player • Bedroom 2: Queen size bed, En-suite bathroom with shower, Air conditioning, Ceiling fan, Television, DVD player • Bedroom 3: Queen size bed, Adjacent bathroom with shower and tub, Air conditioning, Ceiling fan, Television, DVD player OUTDOOR FEATURES • Waterfront Gazebo STAFF & SERVICES Included: • Light mid-week cleaning • Gardener Extra Cost (advance notice may be required): • Air conditioning consumption over 100KW • Activities and excursions

Luxe
An outdoor living area showcases a spacious teak deck, furnished with loungers and a coffee table. The backdrop features a modern house with a shaded upper deck, surrounded by lush greenery and a clear blue sky. Sunlight enhances the inviting atmosphere.
Villa in Grace Bay
5 out of 5 average rating, 11 reviews

Beach Cake

Step off the gorgeous teak deck to feel the sand between your toes at this beachfront upside-down-house in Turtle Cove. After a snorkeling adventure, head upstairs to relax in the pool lounge, where you can gaze out over the Caribbean from beneath the shaded overhang. Or, get a lay of the land from the third-floor sky deck. There are a few great restaurants within walking distance. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with semi-alfresco stand-alone shower & bathtub, Dual vanity, Television, Safe, Private terrace, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with semi-alfresco stand-alone rain shower, Dual vanity, Television, Shared terrace OUTDOOR FEATURES • Outdoor living space • More under “What this place offers” below STAFF & SERVICES Included: • $400/week air conditioning allowance Extra Cost (advance notice may be required): • Pool heating • Activities and excursions • Air conditioning charges above $400 allowance

Luxe
Home in Providenciales
5 out of 5 average rating, 5 reviews

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.

Luxe
Villa in Chalk Sound
5 out of 5 average rating, 12 reviews

[LR] Hesperides House

Hesperides House is a brand new five-bedroom luxury waterfront accommodation in the Turks and Caicos Islands. Named for the mythical garden at the edge of the western world of ancient Greek lore, and the three nymphs of the golden light of sunset who tend to it, Hesperides House is a stunning contemporary residence that lives up to its namesake. Located on the sunny southwestern shore of Provo in exclusive Silly Creek Estates, the home is situated in a private gated community on the edge ...

Luxe
A modern villa sits gracefully among lush greenery, featuring a private pool and expansive outdoor space. The architecture includes large windows and an inviting overhang, framed by tropical plants, with distant ocean views visible beyond the property.
Villa in Providenciales
5 out of 5 average rating, 3 reviews

Villa Cosmo with extra Suite Sofabed

Escape to a Haven of Luxury: Revel in your own Private Pool, Immerse in Nature with an Expansive Outdoor Space and Lush Gardens. Bask in Open-Plan Elegance with Breathtaking Ocean Views. Indulge in Superior Comfort with Top-Notch Byredo Bathroom Essentials and Chic Roche Bobois Furnishings. Enhance your Stay with State-of-the-Art Sonos Sound, Eco-Friendly Tesla Solar Power, Premium Miele Appliances, and Exquisite Jack Brown Outdoor Furniture. Experience the Ultimate Retreat.

Luxe
A modern waterfront villa is shown with a spacious terrace and swimming pool. Poolside loungers are arranged under the sun, while outdoor seating is situated near the water's edge. Lush palm trees frame the property, enhancing the coastal ambiance.
Villa in Leeward Settlement
4.92 out of 5 average rating, 12 reviews

Sugar Apple - Modern, Waterside Base

Welcome to Sugar Apple, a new breathtaking villa on the serene cul de sac of Kira Island. Sugar Apple sits directly on the Leeward Marina, allowing for the most breathtaking waterfront view. This exclusive property is just five minutes from the most acclaimed Grace Bay Beach.The villa has 4 bedroom room with ensuite facing garden or ocean view front. The property features outdoor and indoor dining, outdoor gas grill, fire pit, bicycles and private boat dock.

Luxe
A modern villa exterior is presented, featuring a swimming pool with clear water and surrounding decking. Outdoor furniture, including a seating area and dining table, is visible. The expansive layout incorporates bright, open walls and large windows, creating a seamless connection between indoor and outdoor spaces.
Villa in Providenciales
5 out of 5 average rating, 10 reviews

Aqueous: Luxury Villa w/Tranquil Pool Near Beach

Welcome to Aqueous Villa—this 3-bedroom luxury villa offers a quiet retreat in the gated Sunset Beach Villas neighborhood in Leeward. The calming waves and powder-white sand of our world-famous beaches are just minutes away—your stay comes with a daily private resort-style lounger and umbrella beach set up, as well as a complimentary electric beach cart. Please note upon booking you will be required to review a renter agreement and pay a security deposit.

Luxe
The villa features a modern design set against a vibrant turquoise canal. Palm trees frame the expansive terrace, where lounge chairs are arranged invitingly. A private dock with stairs leading to the water enhances the outdoor experience, reflecting the tranquility of the surrounding tropical environment.
Villa in Leeward Settlement
5 out of 5 average rating, 4 reviews

Sunset Bay Villa - 10 mins away from Grace Bay

**This listing can be booked as an 8-bedroom villa or 5 bedroom villa . Please get in touch with the host for more information. Main House - 5 bedrooms Guest House - 3 bedrooms Total bedrooms - 8 Early booking Discount for 7 nights or more - Please get in touch with the host for more information The breathtaking Sunset Bay Villa is a brand-new villa that exemplifies what it means to enjoy a luxurious and carefree holiday by the canal.

Luxe
Villa in Turtle Tail
5 out of 5 average rating, 6 reviews

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.

Luxe
Lounge chairs are positioned under woven umbrellas on a spacious terrace, overlooking an infinity pool that merges with the vibrant ocean. The sky is clear, reflecting shades of blue, while lush greenery lines the edge of the pool area.
Villa in Providenciales
5 out of 5 average rating, 16 reviews

La Mer Villa West

Situated by oceanfront with uninterrupted views of the turquoise waters, La Mer West offers luxury villa rentals in Sapodilla Bay, Providenciales. The home provides a European touch to modern Caribbean architecture, unique to rental villas in Turks and Caicos Islands. This well-appointed, staffed villa is situated right on the ocean’s edge and offers a seamless blend of indoor and outdoor living across 7,500 square feet.

Luxe
A refreshing pool area is framed by lush palm trees and vibrant planters. Two lounge chairs are positioned poolside, offering a view of the water's shimmering surface under a clear blue sky. A covered seating area is visible in the background, providing shaded relaxation.
Villa in Leeward Settlement
5 out of 5 average rating, 13 reviews

Seagrace

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, & beach umbrellas for your day trips to Grace Bay Beach, just 5 minutes away. Includes kayaks and paddleboards.

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