
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!

Delightful Family Villa with Pool in Leeward
Slow down, discover our family's favourite spot for gathering and relaxation. Surrounded by luscious flora & access to the world's #1 Beach in 100 steps. Relax at our retreat while the trade winds whisper through the trees. Worries are forgotten, and memories are made in a home away from home. We offer our home as a family retreat. It features a private pool, outdoor shower, huge covered outdoor dining space, BBQ, three bedrooms, and three bathrooms. Relax and make memories of a lifetime!

Grace Bay villa | Pool | 3min walk to Beach & Reef
A modern beach villa with its own private pool. Sleeps up to 4 adults in separate rooms. Just 250 steps from the azure blue waters and soft white corals sands of Grace Bay beach. In a quiet off-street location. Perfect for a romantic getaway. With its quiet secluded garden and pool area, many of our guests come to celebrate birthdays, anniversaries, and honeymoons in full privacy. Walk to coral reef snorkeling in 3 mins plus several restaurants. Large grocery supermarket & shops are nearby.

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).

Modern 4BR oasis on 1 acre, 1 min from the Beach
Legacy Palms Villa is an ideal oasis for visitors to Providenciales. Set on an acre of private land, this secluded location provides privacy and tranquility. Kick back and relax by the pool with tons of natural shade from the beautiful palm trees and natural island vegetation or take a 10 minute walk to the beach. The villa is also a short 5 minute drive to the popular Grace Bay strip where you can find many different restaurants, tourist attractions, shopping, and grocery stores.

Villa DelEvan 4A / 1-bedrm Beach front 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.

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!!

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.

Gated Long Bay Villa Near Grace Bay with Pool
Gated two-story villa in Long Bay Hills with a private pool, sea-view balconies, and an optional private chef and yacht experiences arranged through your host. Long Bay Beach is a 5-minute drive; Grace Bay Beach is 10 minutes away. Complimentary airport transfers for stays of 5+ nights. Built for groups and families who want a fully exclusive property with concierge-level service in Turks and Caicos.

The Caicos House -5 mins to the Beach & Dining!
Daily Housekeeping included! …… Nestled in the tranquil gated community of Leeward, on the heels of the Grace Bay and the Grace Bay Beach, regularly ranked as the “The Best Beach in the World!”. The upscale Leeward community is within a 5-8 minute drive to the Grace Bay shopping and restaurant district, with over two dozen businesses, including a large grocery store and bank.
Popular amenities for Leeward villa rentals
Private villa rentals

Stunning Villa - short walk to Sapodilla Beach

‘My Little Hideaway’ at Lucayan Cays

Boutique: Pool & Private Beach Chairs on Grace Bay

Oceanfront Romantic Getaway in Paradise!

Sun Villa-Family friendly Villa Close to the Beach

NEW *2 BR Villa Kiwi- BBQ- Pool in Grace Bay Beach

Hakuna Matata Villa

3 Bedrooms Villa Near The Beach
Luxury villa rentals

Love Villa

Townhome Villa – Steps to Grace Bay (Sleeps 4)

Caya Villa 1 - 2 Bedroom - Modern Island Home

Private Pool Villa w/ Firepit, Outdoor Dining

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

2bdr Oceanside Vacation Villa, Resort Amenities v3

White Osprey Villa

TC Villas | Miami Vice One | Romantic Beach Escape
Villa rentals with a pool

Walk to Sapodilla Bay | Stunning Chalk Sound Views

Luxury 2 bedroom Villa with ocean view

Tres Vistas, Caribbean, TCI

Kokoon 60% OFF Summer PrivatePool OceanView SunSet

Luxury Modern villa with pool

Blue Flamingo Villa - Paradise Is a Lifestyle!

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

WOW! Waterfront Chalk Sound Oasis w/ Infinity Pool
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