
Villa vacation rentals in Leeward
Find and book unique villas on Airbnb
Quick stats about villa rentals in Leeward

Total vacation rentals
Explore 150 vacation rentals in Leeward

Nightly prices starting at
Leeward vacation rentals start at ﺩ.ﺇ 551 per night before taxes and fees

Verified guest reviews
Over 2,620 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
150 of Leeward vacation rentals include wi-fi 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!
Top-rated villa rentals in Leeward
Guests agree: these villas are highly rated for location, cleanliness, and more.

Cheers 🥂 Villa 🌴
Beautiful private Villa in a superb location,surrounded with🌴.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.

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🌴

Gated Villa + Private Pool• Walk to GraceBay Beach
Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

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.

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).

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 4D / 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.

Blanca: Taylor Bay Beach-Ocean View
Get away from it all on a beautiful white powdery half-moon shaped beach! The villa offers spectacular turquoise ocean views and dreamy sunsets from the terrace & pool. A private/gated path brings you to the beach in 30 steps where your loungers await you. Located in the prestigious Sunset Bay Community, offering nightly private security patrol & guards. The Island Escapes Villa Managers will meet & greet you and offer an unparalleled level of service during your stay.

Swan Villa-2br 2Bath
This stunning canal-front villa, located in the prestigious Leeward neighborhood, offers a luxurious retreat. This villa features two bedrooms, two and a half bathrooms, a fully equipped kitchen, and a spacious living room, accommodating up to four guests with a king and queen bed. Please note that the owner keeps a boat at the dock. Occasionally, the captain or an assistant may stop by to clean or perform routine maintenance on the boat. (Edit June 7th, 2026)

Caya Villa 1 - 2 Bedroom - Modern Island Home
Caya Villas are welcoming, modern island fusion styled homes with endless roof deck views to the Caicos Bank. Nestled in the heart of beautiful Long Bay Beach, that’s home to the renowned Shore Club Resort and a less than a mile away from the worlds top beach, Grace Bay Beach. Our two adjacent villas in a gated property are your perfect getaway! 12% Government Tax is calculated in final payment. Follow @islehavenpropertiestci Tag #islehaventci

Luxury Grace Bay Villa1, pool, 2 min walk to beach
Wake up just a 2-minute stroll from the powder-soft sands of Grace Bay Beach. Unwind by your private pool, enjoy alfresco dining under the stars, and relax in a beautifully designed villa with every modern comfort. The villa features a king bedroom and a twin bedroom, each with its own ensuite bathroom, plus a queen sofa bed. Walk to restaurants, shops, and the beach, then return to your own peaceful island retreat.

Golden Palms – Lotus Villas #2 Privacy, Pool, BBQ
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!
Popular amenities for Leeward villa rentals
Private villa rentals

Stunning Villa - short walk to Sapodilla Beach

Townhome Villa – Steps to Grace Bay (Sleeps 4)

Mistral * Exquisite ocean view NEW 3BR Villa

‘My Little Hideaway’ at Lucayan Cays

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

Sea Villa - Cozy Family Villa Steps From the Beach

Boutique: Pool & Private Beach Chairs on Grace Bay

Hakuna Matata Villa
Luxury villa rentals

Contemporary 3 Bed 2.5 Bath Villa minutes from the

Love Villa

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

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

White Villas - Villa Near Ocean + Private Pool (6)

White Osprey Villa

Grace House Amazing home in the heart of Grace Bay

Gorgeous Waterfront Villa w/ HUGE Outdoor Patio
Villa rentals with a pool

Sapodilla Bay - Walk to the Beach!

Aqua Divina Villas

Pet-Friendly Villa, Pool, Fire Pit, BBQ & Patios

Legacy Villa

Our Home on the Water - I Land Time Villa

Luxury Modern villa with pool

Blue Flamingo Villa - Paradise Is a Lifestyle!

Cocodemer, a short walk to secluded Pelican Beach.
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