Villa vacation rentals in Leeward

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Top-rated villa rentals in Leeward

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Guest favorite

The villa's modern architecture is highlighted by multiple levels and a rooftop terrace. Lush greenery surrounds the property, with palm trees framing the outdoor seating area. Soft lighting emanates from the interior, creating a welcoming atmosphere as dusk falls.

Villa in Grace Bay

4.95 out of 5 average rating, 41 reviews

Ideal Honeymoon Villa

Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

Guest favorite

The modern villa is framed by lush greenery and a clear blue sky. Large windows invite natural light and provide views of the private pool, while a partially covered terrace offers shaded outdoor space for relaxation.

Villa in The Bight Settlement

4.97 out of 5 average rating, 118 reviews

Idyllic getaway villa | 250 yds to the beach

The perfect getaway villa, just 250 yards from Grace Bay beach, Gracehaven Getaway is tucked away from passing traffic in a little garden oasis of its own. Just right for a couple seeking a romantic, private setting. This cute recently built ,modern villa is ideal for a quiet vacation in a peaceful setting with your own private pool away from main roads. Just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Walk to local restaurants or visit the nearby supermarket for groceries.

Superhost

An outdoor dining area features a rectangular table surrounded by chairs, with a grill nearby. Lounge chairs are positioned alongside a sparkling pool, set against a backdrop of lush greenery and a clear blue sky. Pendant lights hang from the ceiling, enhancing the space.

Villa in Providenciales

4.89 out of 5 average rating, 137 reviews

Gardenia Villa a Private Escape

Gardenia Villa. This contemporary Oasis is perfect for a small family or couples, located steps away from the world’s #1 Grace Bay Beach. The villa entrance opens to a bright entryway leading to the living room area with a spectacular view through a wall of sliding doors to the covered deck and pool. The open plan is perfect for entertaining with the dining and kitchen area all part of the living space. The upstairs consist a master King and second queen sized bedrooms both ensuite baths.

Guest favorite

An aerial view showcases the expansive property, featuring lush tropical landscaping and a shared pool surrounded by palm trees. Two distinct single-story buildings can be seen, with a driveway leading to both. The serene setting is complemented by the vibrant greenery.

Villa in Providenciales

4.98 out of 5 average rating, 44 reviews

Sea Villa - Cozy Family Villa Steps From the Beach

Discover tranquility at Sea Villa, a 2-bedroom, 1-bathroom haven just steps from the beach. This cozy retreat is ideal for couples or small families seeking relaxation and adventure. Enjoy the complimentary golf cart for easy island exploration, and make the most of your stay with direct beach access. For added convenience, we offer car rentals at an affordable rate, so you can explore Turks and Caicos at your own pace. Experience comfort, convenience, and island charm at Sea Villa.

Guest favorite

A modern kitchen island is surrounded by stylish barstools, featuring a sleek design and ample counter space. Light wood cabinetry contrasts with white countertops. Large windows provide natural light and showcase views of the outdoor patio, enhancing the open-plan layout.

Villa in TC

4.95 out of 5 average rating, 20 reviews

Live Villa

Modern Triple Townhome Rentals:🌴 "Live, Love, Laugh" Live Villa is a luxurious 2-bedroom, 3-bathroom rental in Grace Bay, located just behind Coco Bistro and a short walk to Grace Bay Beach. This newly built villa features en-suite bathrooms, AC in every room, fast internet, and a private pool for ultimate relaxation. Perfect for up to 4 guests, it combines modern amenities with a prime location and Super Host service to ensure an unforgettable stay. Book now for a dream getaway!🌴

Superhost

A modern villa is showcased, with its sleek design complemented by lush tropical landscaping. A private plunge pool is visible, surrounded by wooden decking and lounge chairs. A small outdoor dining area and a barbecue grill are also present, creating a relaxing outdoor living space.

Villa in Long Bay Hills

4.92 out of 5 average rating, 121 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Guest favorite

An outdoor area features a swimming pool bordered by sun loungers and a shaded seating area. Umbrellas provide shade, while lush greenery and ocean views create a serene environment. The clear water of the pool reflects the blue sky, enhancing the inviting space.

Villa in Providenciales

4.99 out of 5 average rating, 111 reviews

Villa DelEvan 4B / 1-bedrm villa

Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

Guest favorite

The two-story villa is showcased under a twilight sky, featuring a private pool surrounded by loungers. Spacious balconies offer views of the lush landscaping, with glass doors inviting natural light into the interior living areas. The exterior is accented by palm trees, enhancing the tranquil setting.

Villa in Grace Bay

4.95 out of 5 average rating, 19 reviews

NEW *2 BR Villa Maya- BBQ- Golf- Pool in Grace Bay

This stunning Grace Bay villa is perfect for a family trip, girls' getaway, or couples' retreat on honeymoon. Featuring 2 king bedrooms, 2.5 baths, a private pool and a balcony with golf course views, it offers modern luxury and tranquility. Just 5 min from Grace Bay beach, restaurants, and shops, the villa boasts stylish interiors, premium amenities, and a lush backyard with palm trees, bougainvillea, and poolside chilling. Book your dream escape today!

Guest favorite

The villa is presented in a Caribbean architectural style, featuring a spacious front terrace overlooking the pool area. Lush landscaping surrounds the entrance, and palm trees add to the tropical ambiance. The property is complemented by a private driveway and neatly arranged flower beds.

Villa in Long Bay Hills

5 out of 5 average rating, 17 reviews

Ocean Dream 2 Br Villa Blue

Villa Blue is a two-pavilion Caribbean-style villa across a generous ground floor and featuring cool, distinctive high ceilings. It offers 360-degree breath-taking views all-around. This 2-bedroom dwelling has amazing amenities and advantages of the other villas on the development, as well as two studios, all with their own swimming pools. It offers a variety of indoor and outdoor dining areas, a complete kitchen and a stunning infinity pool.<br><br>

Guest favorite

A private salt-water pool features clear blue water, surrounded by a spacious patio. Comfortable seating areas, including lounge chairs and a shaded area with a red umbrella, are set amid lush tropical vegetation and decorative plants, enhancing the inviting atmosphere of the outdoor space.

Villa in Leeward Settlement

4.91 out of 5 average rating, 56 reviews

Sea Sun Relax - villa 5 min walk to Grace Bay

Location, location, location! Stay at this recently renovated 1,650 sq. feet, 3 bed, 2 baths Caribbean house with a large private pool, close to the beach, in the prestigious Leeward gated community at the eastern tip of Providenciales island, in the beautiful Turks and Caicos. The house is 450 meters /4 min. walk away from one of the best beaches in the world (Grace Bay beach consistently gets top ratings from Trip Advisor).

Guest favorite

A private villa exterior is displayed, featuring a modern design with a rectangular pool surrounded by lounge chairs. A shaded outdoor area includes a dining table and seating arrangements under large windows, while tropical plants enhance the serene environment.

Villa in Caicos Islands

4.95 out of 5 average rating, 117 reviews

Cheers 🥂 Villa 🌴

Beautiful private Villa in a superb location. Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is filled with love ❤️ where you can relax in peace during your holiday. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space.

Guest favorite

An outdoor area showcases a private pool with a swim-up bar, surrounded by lounge chairs and shaded seating. Lush greenery provides privacy while a bright blue sky enhances the villa's modern architecture, characterized by large windows and clean lines.

Villa in Providenciales, Long Bay Beach

4.94 out of 5 average rating, 34 reviews

Summer DEALS - White Villas Resort Seaside Villa 8

WHITE VILLA is a luxurious retreat located in Long Bay Beach (5 min. from Grace Bay). This 2 bed/3 bath villa can accommodate up to 6 people. A 3-minute stroll takes you straight to the beach, equipped with chairs and SUP. With no current, no coral, no waves, it’s absolutely perfect for beach lovers and kiteboarders. Our cluster of 10 villas allows us to offer services and amenities you’d normally only find in a 5-start hotel.