Windswept Villas holiday lettings

We found 92 holiday rentals — enter your dates for availability

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October 2025

November 2025

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Condo/Apartment

Find the best place to stay - Windswept Villas

Premier Host

Condo Front Beach Kiawah Island

Sleeps 6 · 2 bedrooms · 2 bathrooms

Second floor oceanfront villa with deck & full kitchen super close to the beach

Sleeps 4 · 2 bedrooms · 2 bathrooms

Premier Host

4319 Windswept- Oceanfront Villa! Beautifully Renovated! Spectacular Ocean View!

Sleeps 2 · 1 bedroom · 1 bathroom

Top rated rentals - Windswept Villas

An updated full kitchen is just inside the front door.

Premier Host

Lovely home away from home.

We were privileged to stay 2 weeks at Tom and Anne's lovely villa and enjoyed every minute of it. The villa is so cozy and welcoming and offered everything we needed to be comfortable. The location is awesome, just a bike ride from all the amazing things nature has to offer and a very short walk to the beach. We would like to say thank you Tom and Anne for having us stay at your lovely home away from home. Hopefully we can come back next year! With kindest regards, Stephan and Marianne

Stephan R.

Stayed May 2024

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More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value