
Villa holiday rentals in Leeward
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Top-rated villa rentals in Leeward
Guests agree: these villas are highly rated for location, cleanliness and more.

Endless 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, & 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🌴

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. It is an ideal venue to celebrate anniversaries, birthdays, or honeymoons, or just for a couple seeking a romantic, private setting. Enjoy your own private pool hidden 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.

Grace House Amazing home in the heart of Grace Bay
Welcome to your Grace Bay home! Nestled in one of Turks & Caicos most sought-after locations, this exceptional home offers generous and thoughtfully curated living spaces, a tropical outdoor oasis, and easy access to everything Grace Bay has to offer. Just minutes from the world-famous Grace Bay Beach, award-winning restaurants, luxury resorts, and vibrant attractions. Whether you're traveling with family or friends, you'll find plenty of room to relax, reconnect, and make lasting memories.

Canal Front 3BR Villa and dock+ Pool+Sups+Kayaks
Classic Caribbean 3 Bedroom canal front villa in Leeward. Cotton House has been designed in the timeless, traditional Caribbean aesthetic and is solar powered. Located in the gated Leeward community (25 min from PLS airport - 8 min to Grace Bay), this canal front home exudes an easy living elegance. Each bedroom opens to a central courtyard, the serene heart of the home featuring fountain, ferns, climbing vines, and tropical trees. *Ask us about our 4 and 5 Bedroom options for this villa.

Sea Sun Relax - villa 5 min walk to Grace Bay
Location, location, location! Stay at this recently renovated 1,650 sq. feet, 2 bedrooms, 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. Also, another queen bed is inside a mini-cottage. The house is within 0.5 KM / 5-6 min. walk from Sunset beach and Perlican beach ( as well as the Grace Bay beach that is one of the best in the world).

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 a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. 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. 🚧 in the neighborhood.

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!!

Villa DelEvan 4B / 1-bedroom 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.

Premier Seaside Villa with Pool at White Villas (7
WHITE VILLAS (7) 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.

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!

Hakuna Matata Villa
Hakuna Matata Villa is a three-bedroom, three-bath home located in Long Bay on the south side of Providenciales. and just a 2-minute drive from Long Bay Beach. The giant swimming pool of the Caicos Bank features miles of shallow warm turquoise water. Hakuna Matata Villa offers fantastic value for your money with close proximity to the shops and amenities of Grace Bay and Blue Haven Marina where many boat trips and watersports activities are based.

Caribbean Villa with Private Pool Near Grace Bay
Two-story gated villa in Long Bay Hills with Caribbean sea views, private pool, and BBQ. Optional private chef, in-house massage, and yacht experiences available. 5 minutes to Long Bay Beach, 10 minutes to Grace Bay Beach. Complimentary airport transfers for 5+ night stays. Built for groups and families seeking a full-service Turks and Caicos base with beach access and concierge-level flexibility.
Popular amenities for villa rentals in Leeward
Private villa rentals

Boutique Villa | Private Beach Chairs on GraceBay

Stunning Villa - short walk to Sapodilla Beach

Townhome Villa – Steps to Grace Bay (Sleeps 4)

3bd/2.5ba for 6-Pool-90 steps to Grace Bay Beach

The Retreat, Spacious 1-Bed, 1-Bath Villa

Delightful Family Villa with Pool in Leeward

Marvellous 3 Bdr Villa with Private Swimming Pool

Sun Villa-Family friendly Villa Close to the Beach
Luxury villa rentals

BeachHaus Villa with ocean view and private pool

Gated Villa + Private Pool• Walk to GraceBay Beach

Long Bay Beach - Pool, Games & Walk to the Beach

Waterfront 3BR Villa w/ Pool, Canal View , Parking

White Osprey Villa

Blanca: Taylor Bay Beach-Ocean View

TC Villas | Coccoloba | Beachfront w. Pool, Kayaks

Stylish & Contemporary 2-Bedroom Villa
Villa rentals with a pool

Oceanfront Turquoise Dream Villa

Sapodilla Bay - Walk to the Beach!

Contemporary 3 Bed 2.5 Bath Villa minutes from the

Our Home on the Water - I Land Time Villa

‘My Little Hideaway’ at Lucayan Cays

Blue Flamingo Villa - Paradise Is a Lifestyle!

Cocodemer, a short walk to secluded Pelican Beach.

T'PII Villa: Brand New Villa in Turtle Creek
Quick stats about villa rentals in Leeward

Total holiday rentals
Explore 140 holiday rentals in Leeward

Nightly prices starting at
Leeward holiday rentals start at £156 per night before taxes and fees

Verified guest reviews
Over 2,320 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
140 of Leeward holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Leeward rentals

4.8 Average rating
Leeward stays are highly rated by guests – averaging 4.8 out of 5!
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