1192+ Rental Villas and Private Getaways in Windsor Woods |
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  2. Florida
  3. St. Petersburg - Clearwater
  4. Windsor Woods

Windsor Woods Villa Rentals

About Windsor Woods Vacation Rentals

There are more than 1192 incredible getaway rentals that are available in Windsor Woods. 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 Windsor Woods.

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 Windsor Woods, 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 Windsor Woods. Places to stay near Windsor Woods are 607.72 ft² on average, with prices averaging US $243 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Windsor Woods. 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 Windsor Woods

Type Count
Vacation Homes 692
Holiday Apartments 263
Cottages 55
Villas 19
B&B 2
Cabin Rentals 2

Use these Quick Filters to Find a Vacation Rental in Windsor Woods

★ 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 Windsor Woods with BedroomVillas.

Weather in Windsor Woods, FL

View the weather forecast for Windsor Woods before booking your Windsor Woods 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

Frequently Asked Questions About Windsor Woods?

What are the top hotels or resorts in Windsor Woods?

We provide an array of great vacation destinations in Windsor Woods. If you are looking to stay in or around the Windsor Woods 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 Windsor Woods:

How many vacation rentals have private pools in Windsor Woods?

We have 140 luxury villas and vacation rentals featuriung a private pool in and near Windsor Woods. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Windsor Woods is best for families?

Searching for a family-friendly getaway in Windsor Woods? 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 Windsor Woods?

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 1192 in the Windsor Woods 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 Windsor Woods. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Windsor Park Rental Villas and Private Getaways in Florida 1112

People Also Ask

There are 28 hotels in Windsor Woods 2 resorts, and 976 rentals

Recently Booked Hotels, Resorts, or Rentals in Windsor Woods