House holiday rentals in Leeward

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Top-rated house rentals in Leeward

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Guest favourite

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

Home in Grace Bay

4.88 out of 5 average rating, 117 reviews

Gated Villa w Pool. Walk to GraceBay Beach & Shops

Super Popular for Families, Couples & Group Vacations! Steps to shopping, dining, night-life, and a short walk to Famous Grace Bay Beach. “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 and sunbathing or hanging out by the larger pool with some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

Guest favourite

Home in Providenciales

5 out of 5 average rating, 23 reviews

2 Bedroom Stunning Views

Kick back and relax in this calm, stylish space. This modern 2-bedroom, 2-bathroom home is nestled along the serene Chalk Sound, offering peaceful seclusion with breathtaking views. FAR from the hustle and bustle of Grace Bay, it caters to guests looking to relax and reset. Enjoy spacious living, stylish finishes, and stunning water views from almost every room—perfect for those seeking comfort and tranquility. 15 mins to airport 20 mins to Grace Bay 5 mins to Taylor Bay & Sapoddila Bay Beach

Top guest favourite

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.

Superhost

Home in Providenciales

4.91 out of 5 average rating, 110 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, 348 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

Superhost

Home in Providenciales

4.76 out of 5 average rating, 126 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!

Top guest favourite

Home in Long Bay Hills

4.97 out of 5 average rating, 36 reviews

Moonrise, Turks and Caicos

Kick back and relax in this calm, stylish space. This Long Bay beach villa featuring 1800 sq feet of A/C space with views of the Caicos bank. Enjoy two spacious ensuite bedrooms and a large open living, dinning, kitchen area. The outdoor space features 3 sun decks, covered dinning, and a relaxing pool. It's a short 5 minute walk to the Long Bay beach access via a path. A 2 minute drive to South Bank and 10 minutes to Grace Bay beaches. Managed by Ski2Sea

Guest favourite

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.

Guest favourite

Home in TC

4.98 out of 5 average rating, 186 reviews

“The Lighthouse”, Private Pool, Ocean Views, Beach

The Lighthouse private cottage features a tower fashioned after a lighthouse affording stellar ocean views Private pool just outside living room doors! Deck & patio lounge w/ BBQ for fun & sun Nestled in the Thompson Cove Canal area and just a 3-minute walk to the beach WiFi, Smart TV with Netflix. Book now for a relaxing yet adventurous getaway! Kayaks, SUPs & snorkel gear included!

Top guest favourite

Home in Grace Bay

4.98 out of 5 average rating, 123 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!

Superhost

Home in Long Bay Hills

4.81 out of 5 average rating, 69 reviews

Ponciana House 3Bed Villa, Ridgetop Sea View, Pool

New 3 bed / 2 bath villa with salt water pool, ocean view, multiple sun decks, outdoor BBQ and wet bar, close to Long Bay Beach, split AC in all rooms, high end finishes, custom built-in storage and wood accents. View our host profile or contact us to book the entire villa or other units.