Windwood Bay vacation rentals

We found 73 vacation rentals — enter your dates for availability

Discover a selection of 70 homes, 23 villas, and vacation rentals in Windwood Bay that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the amenities you need and want for your stay, which might include WiFi and a pool. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

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Find out more about Windwood Bay

Popular types of accommodation around Windwood Bay

Explore the charm of Windwood Bay with our selection of vacation rentals! From spacious houses to modern apart hotels and cozy condos, there’s something for everyone. Whether you're looking for a serene getaway at Windwood Bay Villas or the convenience of The Reserve at Windwood Bay, you'll find the perfect spot for your stay in Davenport. Discover the ideal vacation rental in Windwood Bay that suits your needs and enhances your travel experience.

  • Houses: The top choice for travelers in Windwood Bay, offering spacious and comfortable accommodations suitable for families or groups.
  • Condos: A favored option for those seeking convenience and amenities, ideal for couples or small families.
  • Apartments: Popular among solo travelers and couples, providing a cozy and affordable stay.
  • Villas: A luxurious choice, perfect for larger gatherings, featuring upscale amenities and privacy.
  • Cottages: Charming and quaint, ideal for a romantic getaway or a peaceful retreat.**

Top attractions around Windwood Bay

Windwood Bay in Davenport, Florida, is perfect for outdoor enthusiasts and families seeking adventure. Visitors can explore popular attractions like theme parks, scenic lakes, and urban parks that provide a blend of fun and cultural experiences. Whether you're looking for a day of excitement or a relaxing outing, Windwood Bay has something for everyone to enjoy.

  1. Walt Disney World® Resort: A magical theme park just 11 miles from Windwood Bay, featuring iconic attractions, character meet-and-greets, and enchanting experiences for the entire family. Enjoy thrilling rides, spectacular shows, and a variety of dining options in a whimsical setting.
  2. Universal Studios Florida: Located 18 miles away, this film studio-themed park immerses you in the world of movies, offering exhilarating rides based on popular films and interactive experiences that are perfect for families.
  3. Orange County Convention Center: Just 15 miles from Windwood Bay, this arts center hosts a variety of cultural events, exhibitions, and conventions, showcasing local talent and providing a taste of the vibrant arts scene in Central Florida.

Things to do recommended for couples

Experience romance in Davenport, Florida! Take a ride on The Wheel at ICON Park™ for stunning views, challenge each other at Disney's Winter Summerland Miniature Golf Course, or enjoy a luxurious day at Ridgewood Lakes Golf and Country Club. Perfect for memorable couple adventures!

Things to do recommended for families

Your family will have a blast at ESPN Wide World of Sports, only 7 miles from Windwood Bay, engage in thrilling water adventures at Disney's Blizzard Beach Water Park, also 7 miles away, or unwind at Northeast Regional Park, just 6 miles away, perfect for relaxation and wellness.

Things to do recommended for groups

Groups visiting Windwood Bay can enjoy shopping and dining at Disney Springs™ or Old Town, both offering vibrant atmospheres. For outdoor enthusiasts, the nearby ChampionsGate Golf Club provides a perfect spot for a fun day on the greens, just minutes away from your accommodations.

What do I need to keep in mind when booking a vacation around Windwood Bay

If you're traveling with a group, your family, pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Windwood Bay with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Windwood Bay with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Windwood Bay: For many families, a vacation isn't truly fulfilled without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Windwood Bay: If you're in search of vacation rentals that offer special rates for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria for an even better experience.

Where to stay around Windwood Bay

Windwood Bay in Davenport, Florida, is the perfect base for an unforgettable vacation. Explore the vibrant atmosphere of nearby Orlando, with its world-famous attractions, or discover the charm of Davenport's family-friendly neighborhoods. Enjoy outdoor adventures in Central Florida or relax on the stunning Southside beaches. With its mix of sports, family activities, and romantic excursions, you’ll find plenty to create lasting memories in this beautiful region.

  • Orlando: Located 24 miles from Windwood Bay, Orlando is a vibrant city known for its family-friendly atmosphere and entertainment options. Visitors flock to this bustling metropolis for its world-renowned theme parks, including Walt Disney World and Universal Studios. Beyond the attractions, Orlando offers a diverse range of shopping areas, from luxury malls to quaint boutiques. The arts scene thrives here, with venues such as the Dr. Phillips Center for the Performing Arts hosting concerts and theatrical performances. With its blend of excitement and culture, Orlando is an essential stop for any vacationer in the area.
  • Kissimmee: Just 12 miles from Windwood Bay, Kissimmee is a charming city that caters to families and thrill-seekers alike. This lively destination is famous for its proximity to major theme parks and is a hub for outdoor activities. Visitors can enjoy shopping at local malls and resorts that offer a range of amenities. Kissimmee also boasts beautiful lakes and parks, perfect for a leisurely stroll or a picnic. With its inviting atmosphere and numerous attractions, Kissimmee is a fantastic place to experience the magic of Central Florida.
  • Bridgewater Crossing: Only half a mile from Windwood Bay, Bridgewater Crossing is a peaceful neighborhood perfect for outdoor enthusiasts and families. This idyllic area features stunning golf courses and resorts that provide a relaxing atmosphere for visitors. The neighborhood is conveniently located near popular attractions, including theme parks and event venues, making it an ideal base for exploring the region. With its focus on sports and outdoor activities, Bridgewater Crossing offers a serene getaway while still being close to the excitement of nearby attractions.

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your booking. It truly pays off to take on the planning role! By enrolling in our travel rewards program, One Key, you can immediately access member discounts and earn as well as use OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, continue from where you last left off, or manage your existing plans all in one place. Your saved or booked properties will be organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental in Windwood Bay?
In Windwood Bay, vacation houses are the most popular type of rental, with around 51 available in the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many of these houses also include private backyards and outdoor seating areas, great for enjoying the warm Florida weather after a day of exploring local attractions. Additionally, there are about 10 villas and several cottages and apartments, providing a variety of options for travelers seeking different experiences.
Are there any beach house rentals in Windwood Bay?
In Windwood Bay, Florida, there are approximately 45 beach house rentals available, primarily consisting of spacious private homes. These rentals typically feature multiple bedrooms, fully equipped kitchens, and inviting living spaces, making them ideal for families and larger groups. Many properties also offer outdoor amenities such as private pools, barbecue areas, and patios, allowing guests to enjoy the pleasant Florida weather.
How much does it cost to rent a vacation home in Windwood Bay?
Prices for vacation rentals in Windwood Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Windwood Bay to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Windwood Bay vacation house rentals?
You can find great discounts on house rentals in Windwood Bay on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Windwood Bay?
In Windwood Bay, travelers can expect a range of popular rental amenities that enhance their stay. Many properties feature fully equipped kitchens, allowing guests to prepare their meals with ease. Private pools are a highlight, with several rentals offering heated pools for comfortable swimming year-round. Additionally, these homes often include kitchen islands, providing extra space for cooking and dining.
Are there any family house rentals in Windwood Bay?
In Windwood Bay, Florida, there are some family-friendly house rentals available, with approximately 55 options to choose from. This charming neighborhood is conveniently located near popular attractions such as Walt Disney World and other theme parks, making it an ideal spot for family vacations.

Travelers can expect spacious living areas, well-equipped kitchens for preparing meals, and private pools in many properties, allowing for relaxation and fun right at home. Kids can enjoy outdoor play areas, while parents appreciate amenities like Wi-Fi and laundry facilities.

Additionally, the locale is just a short drive to shopping centers and dining options, ensuring that families have everything they need for a memorable stay.
Can I rent a vacation home with a pool or hot tub in Windwood Bay?
In Windwood Bay, there are plenty of vacation homes available for rent that come with pools and hot tubs, with approximately 61 properties featuring pools and 26 offering hot tubs. This serene community in Florida is known for its close proximity to the attractions of the greater Orlando area while providing a tranquil retreat.

Travelers can expect a variety of amenities in these rentals, including private swimming pools, relaxing hot tubs, and spacious outdoor areas great for barbecues or lounging under the sun. Many homes also come equipped with full kitchens, comfortable living spaces, and entertainment options such as game rooms or home theaters.
Are there any Windwood Bay vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Windwood Bay with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Windwood Bay?
In Windwood Bay, travelers can indeed find a selection of pet-friendly vacation rentals, with about ten options available. This charming community in Florida offers a variety of rental properties that cater to families and groups, featuring amenities such as private pools, spacious backyards, and modern kitchens. Many of these rentals are designed with open layouts, allowing for comfortable living spaces and easy access to outdoor areas where pets can enjoy the sunshine.

Windwood Bay is conveniently located near several parks and recreational areas, providing ample opportunities for pet owners to take their furry friends for walks and playtime. Local parks often have walking trails and open green spaces, making it easy to enjoy the outdoors with pets. The community's proximity to attractions and amenities adds to its appeal, ensuring that guests have a delightful stay while accommodating their pet needs.
Can I find long-stay vacation rentals in Windwood Bay?
A long-stay vacation rental in Windwood Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Windwood Bay for a vacation rental?
The best time to visit Windwood Bay for a vacation rental is during the peak season from July to September. This vibrant period attracts families and travelers eager to soak up the sun and enjoy the area's many attractions. With warm temperatures typically ranging from the mid-70s to the low 90s Fahrenheit, it's the ideal backdrop for outdoor activities, from lounging by the pool to exploring nearby theme parks and natural reserves.

July stands out as the most popular month, bustling with energy and excitement as visitors flock to experience the local festivals, outdoor fun, and the lively atmosphere. Families can take advantage of the school holiday season, making it a great time for creating cherished memories together.

If you're considering a visit that is light on the budget, October emerges as a fantastic option. During this month, you can enjoy the pleasantly warm weather while avoiding the summer crowds.
Are there any remote work vacation rentals in Windwood Bay?
In Windwood Bay, Florida, there are numerous vacation rentals suitable for remote work, with around 58 options available. This area is known for its peaceful residential environment, making it an ideal setting for productivity. Many of these rentals come equipped with dedicated workspaces, including desks, ergonomic chairs, and high-speed WiFi, ensuring that you can stay connected and focused during your stay. Some properties even offer additional amenities such as computer monitors and safe spaces for your belongings.

Beyond the work environment, Windwood Bay is conveniently located near popular attractions, including the vibrant theme parks of Orlando and the scenic natural landscapes of Central Florida. After a day of work, you can unwind by enjoying the nearby recreational facilities or exploring local dining options that offer a taste of Florida's diverse culinary scene. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Windwood Bay vacation rental?
Book your Windwood Bay vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Windwood Bay home rental booking on Vrbo?
To find Windwood Bay vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

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