Villa AWA rental in Leeward Settlement  near the beach

Leeward Settlement Vacation Rentals

Found on the eastern tip of Providenciales, Turks and Caicos, Leewards Settlement is a picturesque spot to choose for your Caribbean getaway. Surrounded by water, you can expect incredible ocean views from the heights of our sprawling vacation villas, along with convenient and easy access to some of the most beautiful beaches on the island. When you stay in one of these homes, you are only moments away from the famed Long Bay Beach, and the popular Grace Bay, along with its array of wonderful dining options.

The homes themselves are simply stunning. These large manor homes offer unbridled luxury with decadent decor, prime locations in Leeward Settlement, unbelievable private pools nestled among sculpted outdoor areas, with only steps between you and the warm water of the ocean. Some of these homes also offer additional extras to enhance your vacation, such as home theaters, home gyms, and games rooms.

Sun loungers on a golden sand beach with palm trees

Distances from Leeward Settlement

AttractionsDriving distance from Leeward Settlement (miles)Driving time from Leeward Settlement (minutes)
Providenciales International Airport9.919
Provo Ponies2.97
Long Bay Beach4.511
Royal Turks and Caicos Golf Club1.75
Bird Rock Trail13
Grace Beach2.87
Smiths Reef6.813
Babula Beach7.914
Luxury Vacation Rentals

A curated portfolio of the best vacation homes and villas in the world’s top destinations

Travel Planners

Experienced vacation rental and villa experts to help you find the perfect home

Concierge & Support

Enjoy 5-star hotel concierge services and dedicated local support with every stay

A chef prepares food for guests in one of our Top Villas vacation rentals

Leeward Settlement villas with staff

Leeward Settlement villas provides an exclusive and lavish retreat with the added luxury of dedicated staff to cater to guests' needs. What sets Leeward Settlement villas apart is their exceptional service, as many villas come with a team of staff members who ensure a seamless and unforgettable stay. The attentive and professional staff includes housekeepers, chefs, and butlers, attending to every detail with care and precision.

From daily housekeeping and gourmet meals prepared by talented chefs to personalized recommendations and assistance with arranging activities, the staff at Leeward Settlement Villas provide unparalleled hospitality and create an atmosphere of pure indulgence. Guests can relax and unwind, knowing that their comfort and enjoyment are the top priority. Leeward Settlement Villas with staff offer an unparalleled level of luxury and personalized service, ensuring an extraordinary and unforgettable experience in Barbados.

Leeward Settlement vacation rentals with gorgeous views Sand and Sea luxury villa on the waterfront

Leeward Settlement vacation rentals with views

Located on the eastern tip of the Turks and Caicos island of Providenciales, the Leeward Settlement is surrounded by water, offering the incredible chance for some truly jaw-dropping views. Many of our homes really make the most of the prime location, with sprawling buildings that offer a wonderful vantage point so you can see for miles out over the water, or towards Mangrove Cay and the North Caicos island.

Take it all in when you open your bedroom curtains to greet the morning, or as you float in your private pool without a care in the world. If the surrounding views are calling you, why not choose one of our homes with a boat so you can head out onto the water to explore the scenery?

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

Condé Nast Traveler Logo
Forbes Logo
The Telegraph Logo
The Times Logo
Get travel tips and inspiration on our socials

Follow us to keep up to date with our latest homes and destinations

Sand and Sea pet friendly Leeward Settlement villa

Pet friendly Leeward Settlement villas

We understand the importance of including furry family members in your vacation plans. With our pet-friendly Leeward Settlement villas, you can enjoy a luxurious getaway while bringing along your beloved pets. These villas provide spacious living areas and outdoor spaces where pets can roam and play freely. The surrounding area offers plenty of scenic trails and beaches where guests can enjoy long walks with their four-legged companions.

The dedicated staff at Leeward Settlement Villas ensures that pet-friendly accommodations are clean, comfortable, and equipped with necessary amenities to cater to pets' needs. With pet-friendly policies in place, guests can create unforgettable memories in Barbados while keeping their furry friends by their side. Leeward Settlement Villas' pet-friendly options provide the perfect blend of luxury, comfort, and the joy of traveling with your beloved pets.

Leeward Jewel Leeward Settlement villas with pools

Leeward Settlement villas with pools

Our Leeward Settlement villas offer an exquisite collection of villas that boast private pools, providing guests with the ultimate luxury and relaxation. These stunning pools are the perfect oasis for guests to cool off, unwind, and bask in the tropical ambiance of Turks and Caicos. Whether taking a refreshing morning dip or lounging by the poolside under the warm Caribbean sun, guests can enjoy the privacy and tranquility that comes with their own personal swimming area.

The pools are impeccably maintained and complemented by spacious sun decks and lush tropical gardens, creating a serene and picturesque setting. Whether swimming laps, enjoying a poolside cocktail, or simply soaking up the sun, the private pools at Leeward Settlement Villas provide a haven of luxury and bliss for a truly unforgettable vacation experience.