Book Luxury Airbnb Alternatives in Leeward Settlement

We selected the 42 homes worth renting in this location

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Home spotlights in Leeward Settlement

Brise de Mer

Brise de Mer

  • 8 guests

  • 4 bedrooms

Long Bay Hills, Providenciales

This picturesque villa in Long Bay Hills offers a truly captivating holiday experience. With its unbeatable location right on the beach, it provides breathtaking views of the waterfront and the lush garden.

Lady Turquoise

Lady Turquoise

  • 8 guests

  • 4 bedrooms

Providenciales, Caicos Islands

On the shores of Sapodilla Bay, you will find this Colonial Barbadian-style home with its coral stone, white-washed exterior and picturesque views of the turquoise waters from every room. With access to a private balcony or terrace from each bedroom, why not start each morning here with the fresh salt breeze, accompanied by the incredible views?

Dockside Dream

Dockside Dream

  • 6 guests

  • 3 bedrooms

Leeward Settlement, Providenciales

As the turquoise canal slinks lazily past, soak up the sun as you sit poolside at this beautiful home. This villa is made for outdoor living – for those who love staying active, head to the private dock, grab the stand-up paddle board and indulge in some time out on the water.

Joyful Spirit

Joyful Spirit

  • 10 guests

  • 5 bedrooms

Leeward Settlement, Providenciales

From blissful canal views to elegant interiors and exceptional service, this home delivers all of this and more from its privileged spot in the Leeward quarter of Providenciales. Featuring a private dock, days can be spent embracing the Atlantic Ocean with idyllic boat trips or exploring the island’s soft sandy beaches – just a short walk away.


We selected the top 3% holiday homes in Leeward Settlement Airbnb Alternatives

Explore the 42 most perfect homes in our collection

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Most popular homes in Leeward Settlement

Grace Bay Retreat

Grace Bay Retreat

  • 4 guests

  • 2 bedrooms

Grace Bay, Providenciales

Island Flora

Island Flora

  • 8 guests

  • 4 bedrooms

Providenciales, Caicos Islands

Pineapple Caipirinha

Pineapple Caipirinha

  • 6 guests

  • 3 bedrooms

Leeward Settlement, Providenciales

Bahamian Bliss

Bahamian Bliss

  • 6 guests

  • 3 bedrooms

Leeward Settlement, Providenciales

Gentle Horizon

Gentle Horizon

  • 10 guests

  • 5 bedrooms

Long Bay Hills, Providenciales

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Leeward Settlement to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Leeward Settlement Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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