Villa vacation rentals in Leeward

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Top-rated villa rentals in Leeward

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Superhost

Villa in Providenciales and West Caicos

4.85 out of 5 average rating, 144 reviews

Secluded 3 BR Villa on Taylor Bay -Place De La Sol

The luxury of privacy is what this villa is all about. A few steps through a private tropical path takes you to the pristine waters and powder sand beach that is Taylor Bay. This Villa is split between the main villa which hosts 2 bedrooms, living room, bathroom and kitchen/dining. The Master Suite is located across the patio with it's private bathroom and outdoor/indoor shower. Sunsets are 2nd to none and should be done at least once beachside since the villa faces west. **12% TCI Tax Included

Top guest favourite

Villa in Grace Bay

5 out of 5 average rating, 28 reviews

1 BR Villa | Island Escape | August Sale!

Perfect for a quiet couples' escape, steps from Grace Bay Beach. Ideal for couples, remote workers, solo travelers Cottonflower at Grace Shore Villas is a private villa located just a 7 min walk from Grace Bay. We’ve thought of everything you need for your perfect escape, at the best value on the islands! Grace Shore Villas has a designated spot on Grace Bay with beach chairs and umbrellas for our guests only! We have a full time property manager onsite to make your stay more comfortable!

Superhost

Villa in Long Bay Hills

4.95 out of 5 average rating, 37 reviews

Oceanfront Turquoise Dream Villa

Escape to paradise in Long Bay, Turks and Caicos at our luxury villa offering an unparalled oceanfront experience! Picture perfect landscape of endless turquoise waters. Brand new gated two bedroom private villa with pool, patio, grill, indoor/outdoor speakers. Indulge in pure luxury! Villa with dock on the ocean with paddleboards provided. This retreat is perfect for watersports enthusiasts and is a kiteboarding heaven. Stargaze right from our backyard! Unforgettable stay in pure bliss.

Guest favourite

Villa in The Bight Settlement

4.98 out of 5 average rating, 120 reviews

Ideal private 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 suited for a romantic getaway. With your own private pool away from main roads and just a.2-minute walk to the Grace Bay beach and Coral Gardens Reef. Easily walk to local restaurants or visit the nearby supermarket for groceries.

Superhost

Villa in Providenciales

4.88 out of 5 average rating, 138 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.

Superhost

Villa in Long Bay Hills

4.92 out of 5 average rating, 125 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 favourite

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.

Superhost

Villa in Long Bay Hills

5 out of 5 average rating, 3 reviews

Private Villa w/Pool,Resort Amenities and Beach 1

WHITE VILLAS (1) is a modern 2-bedroom, 3-bathroom retreat just a 3-minute walk from Long Bay Beach and 5 minutes from Grace Bay. Sleeping up to 6, 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.

Guest favourite

Villa in Grace Bay

4.95 out of 5 average rating, 20 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 favourite

Villa in Leeward Settlement

4.91 out of 5 average rating, 57 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 favourite

Villa in Caicos Islands

4.95 out of 5 average rating, 118 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 favourite

Villa in Leeward Settlement

5 out of 5 average rating, 7 reviews

Golden Palms – Private Pool & Beach Nearby

Our Lotus Villa is an Oasis in the heart of the Caribbean and escape to a tropical haven in our stunning 3-bed room, perfectly nestled in the heart of Turks and Caicos. This Luxurious retreat promises an unforgettable Island experience, with its pool and garden views, and lavish amenities. The villa is newly built and thoughtfully designed to make your visit unique, comfortable and unforgettable!