254+ Rental Villas and Private Getaways in Winter Woods |
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Winter Woods Vacation Rentals & One Degree Stays Homes

About Winter Woods Vacation Rentals

There are more than 254 vacation rentals that are available in Winter Woods. 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 Winter Woods.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Winter Woods, 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 Winter Woods. Places to stay near Winter Woods are 870.59 ft² on average, with prices averaging US $288 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Winter Woods 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 Winter Woods

Type Count
Vacation Homes 222
Holiday Apartments 15
Cottages 2
Villas 2

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

★ 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 Winter Woods.

Weather in Winter Woods, FL

View the weather forecast for Winter Woods before booking your Winter 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 Winter Woods?

What are the top vacation rentals in Winter Woods?

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

How many vacation rentals have private pools in Winter Woods?

There are 34 vacation rentals with private pools near Winter Woods. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Winter Woods are best for families?

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

How many onedegreestays vacation rentals are available in Winter Woods?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 254 in the Winter Woods 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 Winter Woods. 

Nearby Neighborhood (3) 
Neighborhood Property Count
Kingswood Vacation Rentals in Daytona Beach, Florida 225
Willow Run Vacation Rentals in Daytona Beach, Florida 184
Town Park Vacation Rentals in Daytona Beach, Florida 133

People Also Ask

There are 254 Winter Woods, FL Vacation Rentals

Recently Booked Vacation Rentals in Winter Woods