2686+ Rental Villas and Private Getaways in Windsor Hills |
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Windsor Hills Vacation Rentals & One Degree Stays Homes

About Windsor Hills Vacation Rentals

There are more than 2686 vacation rentals that are available in Windsor Hills. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Windsor Hills.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Windsor Hills, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Windsor Hills. Places to stay near Windsor Hills are 1588.27 ftยฒ on average, with prices averaging $325 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Windsor Hills with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Windsor Hills

Type Count
Vacation Homes 1471
Villas 536
Holiday Apartments 305
Cottages 2

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

โ˜… Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windsor Hills.

Weather in Windsor Hills, FL

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

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

Frequently Asked Questions About Windsor Hills?

What are the top vacation rentals in Windsor Hills?

There are a lot of options in Windsor Hills. If you plan on staying in the Windsor Hills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor Hills:

How many vacation rentals have private pools in Windsor Hills?

There are 1358 vacation rentals with private pools near Windsor Hills. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Windsor Hills are best for families?

If you are looking for a family-friendly vacation home in Windsor Hills, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windsor Hills:

How many onedegreestays vacation rentals are available in Windsor Hills?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 2686 in the Windsor Hills area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Windsor Hills.โ€ฏ

Nearby Neighborhood (2)โ€ฏ
Neighborhood Property Count
West Kissimmee Vacation Rentals in Orlando, Florida 18305
Crestwynd Bay Vacation Rentals in Orlando, Florida 68

People Also Ask

There are 2686 Windsor Hills, FL Vacation Rentals

Recently Booked Vacation Rentals in Windsor Hills