14711+ Rental Villas and Private Getaways in Windward Cay |
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Windward Cay Villa Rentals

About Windward Cay Vacation Rentals

There are more than 14711 incredible getaway rentals that are available in Windward Cay. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Windward Cay.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Windward Cay, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Windward Cay. Places to stay near Windward Cay are 1581.64 ft² on average, with prices averaging CA $512 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Windward Cay. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Windward Cay

Type Count
Vacation Homes 9383
Holiday Apartments 1753
Villas 1708
Cottages 58
Ski Chalet Rentals 17
Others 11
B&B 8
Cabin Rentals 2

Use these Quick Filters to Find a Vacation Rental in Windward Cay

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Windward Cay with BedroomVillas.

Weather in Windward Cay, FL

View the weather forecast for Windward Cay before booking your Windward Cay Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Windward Cay, FL


Disney 4 Properties
Windward Cay 3 Properties

Frequently Asked Questions About Windward Cay?

What are the top hotels or resorts in Windward Cay?

We provide an array of great vacation destinations in Windward Cay. If you are looking to stay in or around the Windward Cay area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Windward Cay:

How many vacation rentals have private pools in Windward Cay?

We have 6596 luxury villas and vacation rentals featuriung a private pool in and near Windward Cay. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Windward Cay is best for families?

Searching for a family-friendly getaway in Windward Cay? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Windward Cay?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 14711 in the Windward Cay area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Windward Cay. 


People Also Ask

There are 221 hotels in Windward Cay 149 resorts, and 12846 rentals

Recently Booked Hotels, Resorts, or Rentals in Windward Cay