Discover a selection of 1,000 holiday rentals in Windward Cay, Kissimmee that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including private pool and pool. Prices start at £ 101 per night, and villas and flats & apartments are popular options for a stay in Windward Cay. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Windward Cay
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

Can I find a vacation rental around Windward Cay?

Yes, our 2021 property listings offer a large selection of 1,093 vacation rentals near Windward Cay. From 229 villas to 235 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Windward Cay for a holiday or a weekend are on Vrbo.

Can I rent Villas in Windward Cay?

Yes, of course. Vrbo UK has 229 Villas in Windward Cay. Our other popular types of vacation rentals in Windward Cay include:

  • Flats: 235 rentals available
  • Houses: 830 rentals available
  • Townhouses: 139 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Resorts and more.

Can I find a vacation rental with pool in Windward Cay?

Yes, you can select your preferred vacation rental with pool among our 1,060 vacation rentals with pool available in Windward Cay. Please use our search bar to access the selection of vacation rentals available.