271+ Private Villas and Holiday Rentals in Winter Woods |
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  2. Florida
  3. Daytona Beach
  4. Winter Woods

Winter Woods Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Winter Woods

Discover more than 271 vacation rentals available in Winter Woods. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winter Woods.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winter Woods, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winter Woods. On average, places to stay near Winter Woods offer 851.39 ft², with nightly prices averaging US $309.

With Casai, finding and comparing holiday rentals in Winter Woods is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Winter Woods

Type Count
Vacation Homes 234
Holiday Apartments 16
Villas 4
Cottages 3

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal 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 holiday rentals in Winter Woods?

With numerous options available in Winter Woods, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Winter Woods:

How many holiday rentals have private pools in Winter Woods?

Discover a selection of holiday rentals with private pools near Winter Woods with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Winter Woods are best for families?

If you're searching for a family-friendly holiday home in Winter Woods, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Winter Woods:

How many Casai.com holiday rentals are available in Winter Woods?

As of 2026, Casai boasts over 271 properties listed in the Winter Woods area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winter Woods.

Nearby Neighborhood (3) 
Neighborhood Property Count
Kingswood Vacation Rentals in Daytona Beach, Florida 281
Willow Run Vacation Rentals in Daytona Beach, Florida 243
Town Park Vacation Rentals in Daytona Beach, Florida 159

People Also Ask

There are 271 Winter Woods, FL Holiday Rentals

Recently Booked Holiday Rentals in Winter Woods