House holiday rentals in Leeward

Find and book unique houses on Airbnb

Top-rated house rentals in Leeward

Guests agree: these houses are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1

Guest favourite

The image showcases a modern villa with a private pool in the foreground. Lounge chairs are arranged around the pool, while an outdoor dining area and BBQ are visible under a shaded structure. Large glass doors lead into the bright interior space.

Home in Leeward Settlement

4.94 out of 5 average rating, 18 reviews

Leeward Landing Villa

Escape to paradise at Beach Landing Villa nestled in the heart of Leeward TCI. This luxurious villa is just minutes away from the pristine award-winning Grace Bay Beach offering a perfect blend of relaxation and adventure. Conveniently cruise your community with the provided pedal bikes. Lounge in the backyard in your private pool or relax indoors with the brilliant large screened TV equipped with all the latest streaming services. Book your villa now for an unforgettable experience in paradise!

Guest favourite

A bright outdoor pool area is framed by lush greenery and features comfortable seating under a shaded gazebo. The sunlight reflects off the water, creating a serene atmosphere, while the clear sky adds to the inviting environment.

Home in Grace Bay

4.88 out of 5 average rating, 117 reviews

Gated Villa + Private Pool• Walk to GraceBay Beach

Super Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach shopping, dining, night-life, “Great space. Loved the outdoor/indoor living combo.” Jenny Bear, DE, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a private plunge pool for kids & sunbathing or hanging out by the larger pool with some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

Guest favourite

A bright living area showcases white furniture accented with cushions in soothing shades of blue and grey. An elegant glass coffee table sits in the center, reflecting natural light from expansive windows, while a glimpse of the kitchen and dining area can be seen in the background.

Home in Islands

4.99 out of 5 average rating, 111 reviews

The Sapphire Villa. Tropical Oasis. Make memories

This is where an unscripted holiday begins. At our Villa, we provide the canvas for luxury and privacy for the perfect getaway. Where dreams are fulfilled, and precious memories are made to live forever. Whatever you desire is within reach. Our Villa combines with the extraordinary tranquility of Turks and Caicos Islands for sophisticated, low-key luxury. Here is where to create your story within the privacy of your own home away from home in an exceptional place that becomes uniquely yours.

Guest favourite

The exterior of the villa is highlighted by a private pool, surrounded by lounge chairs under palm trees. The two-story structure features large glass doors, offering views of the pool area and landscaped surroundings.

Home in Grace Bay

5 out of 5 average rating, 15 reviews

~Villa Bonita~

Villa Bonita is a newly built 2-bedroom (King Beds), 2.5-bathroom home situated in the heart of Grace Bay. It features a private pool and is just a 10-minutes walk from the nearest beach access. It is conveniently located near all the top restaurants and the casino. Base price is for 2 persons each additional guest (4 max) is $45 USD/person/night. Villa Bonita is filled with love ❤️ where you can relax in peace during your holiday. We have all the essentials to quietly enjoy your stay.

Superhost

The living room features a neutral color palette with light wood accents and high ceilings. Two sets of sliding glass doors provide access to the wrap-around balcony. Seating options include a leather sofa and two wooden chairs beside a glass coffee table, with a television mounted on a console.

Home in Providenciales

4.89 out of 5 average rating, 113 reviews

Sea La Vie - Beachside 2 bdr Unit #4, Ocean views

Located in a secluded Beachside property, 500 ft from Long Bay Beach, and 5-minutes drive from Grace Bay Resorts and shops, this spacious, private, 2-Bedroom\2-Bathroom unit can accommodate up to 6 guests, with a king size bed, 2 full size beds, and a queen sofa bed. It occupies 2nd and 3rd floor of our middle building, roughly 15 yards from the pool, no pool view. With beautiful scenic views of the ocean and Long Bay Beach area, from its 3rd floor Livingroom and wrap-around balcony.

Guest favourite

Home in Providenciales

4.96 out of 5 average rating, 351 reviews

Villa Cocuyo Micro Villa with pool

"Discover a truly unique escape at our one-of-a-kind villa in the picturesque Blue Mountain. Crafted by a local architect, this exceptional residence is nestled on a half-acre of beautifully landscaped grounds, offering an exclusive retreat in a private and secure community. Admire the lush garden in the comfort of your own oasis. The villa boasts a distinctive design that is often imitated but never duplicated, showcasing the perfect blend of style, modern layout and local charm

Guest favourite

A picturesque entrance leads to a light blue house surrounded by lush tropical vegetation. A smooth driveway, lined with palm trees and native plants, leads up to the home, providing a sense of privacy and tranquility. The clear sky enhances the inviting atmosphere.

Home in Leeward Settlement

4.95 out of 5 average rating, 85 reviews

PERIWINKLE | Charming Island Home|Near to Beach

Nestled in the Gated Upscale community of Leeward at the end of a quiet cul-de-sac is Periwinkle. Experience the true flavor of the Islands with us. Be cradled and relax in the lush native vegetation and enjoy the view from the many windows which decorate the home. Periwinkle is a short stroll away from the magnificent soul quenching Leeward Beach and a five minute drive to the heart of Grace Bay for great shopping and dining experiences. Escape to the quieter side of Paradise.

Guest favourite

An overhead view reveals a private pool bordered by a patio with lounge chairs and outdoor seating, complemented by lush greenery. Nearby, a sandy beach leads to two kayaks resting beside the water, all under the shade of palm trees.

Home in Providenciales

4.92 out of 5 average rating, 52 reviews

3 Bed Beach Oasis on Flamingo Lake w/Private Pool

Márohu is a stunning 3-bedroom modern Caribbean villa set within the exclusive neighbourhood of Turtle Tail, just a 10-minute drive from the world-renowned Grace Bay Beach. This spacious, well-equipped, and family-oriented villa offers expansive floor-to-ceiling views over Flamingo Lake from every room. You’ll experience the best of outdoor living with our own pool and sandy beach, ideal for lounging, a friendly game of cornhole, or exploring the lake with our included kayaks.

Superhost

A spacious gazebo features a red and white picnic table, providing an ideal spot for relaxation. The surrounding views showcase the tranquil waters of Chalk Sound and lush greenery, creating a serene environment for enjoying nature.

Home in Providenciales

4.76 out of 5 average rating, 129 reviews

Beach Cottage with Amazing Chalk Sound Views!

Adorable cottage for an authentic Providenciales experience w/breathtaking views! - Quaint cottage w/amazing views of Chalk Sound & on clear days, West Caicos! - Silly Creek Mansion across the water - Minutes away from great restaurants from beach shacks to fine dining - Nearby beautiful beaches like Taylor Bay & Sapodilla Bay Beach. - Water sports abound like jet ski and kayak rentals. - Quiet area, So. Providenciales flanked by Chalk Sound & Atlantic Ocean!

Guest favourite

An infinity pool glistens under a clear blue sky, with lounge chairs positioned elegantly at the water's edge. The tranquil waters of Chalk Sound are visible in the background, reflecting the vibrant hues of the ocean and the distant shoreline.

Home in Providenciales

4.87 out of 5 average rating, 31 reviews

NEW Water Access! Luxe Villa, Infinity Pool& Views

Welcome to Maresia Villa — a luxury waterfront retreat in Turks & Caicos. ** NEW: direct water access with a kayak for guest use** Enjoy an infinity pool, rooftop terrace for stargazing, and breathtaking sunset views and Chalk Sound’s turquoise lagoon from every room. Just 1 minute drive from Sapodilla Bay beach, this villa is ideal for couples, families, or group of friends. SPECIAL OFFER: Stay 7+ nights and enjoy 10% off your booking!

Top guest favourite

A vibrant green house is surrounded by lush tropical plant life and colorful flowers. A white railing leads to the front steps, with a barbecue grill positioned nearby. Sunlight brightens the scene, enhancing the inviting exterior.

Home in Grace Bay

4.98 out of 5 average rating, 124 reviews

Charming Gecko House Island Vibes - Grace Bay

Perfect place for solo travelers and couples! Affordable and charming house situated in a quiet residential neighborhood in Grace Bay just a short 8 minute walk (less than a 3 minute ride) to the world famous Grace Bay Beach. And yes, we have a pool!!! Close to the beach and steps away from the very popular Coco Bistro Restaurant and Coco Van! Note: October-November: there is some construction in the area. Pls inquire. 😊

Guest favourite

The modern villa is framed by lush tropical greenery, featuring a spacious pool surrounded by lounge chairs and umbrellas. Large glass sliding doors provide a seamless connection between indoor and outdoor areas, enhancing the villa's inviting atmosphere.

Home in Leeward Settlement

5 out of 5 average rating, 15 reviews

Sapphire Sands – Privacy, Pool, BBQ & Near Beach

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. Our 3-bedroom villa is a masterpiece of modern design, blending seamlessly into the natural beauty of its surroundings.