Windwood Bay vacation rentals

We found 65 vacation rentals — enter your dates for availability

Welcome to Windwood Bay, where the magic of Central Florida unfolds amidst serene lakes and lush golf courses, just a stone's throw from the enchanting Walt Disney World®. This charming community invites families and groups to explore its vibrant neighborhoods, brimming with warmth and adventure. Whether you prefer a luxurious villa with a private pool or a cozy condo, our vacation rentals provide the perfect home base, blending comfort and convenience for unforgettable memories.

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Find out more about Windwood Bay

Why visit Windwood Bay

  • Proximity to Theme Parks: Windwood Bay is just a short drive from popular attractions like Disney World, making it ideal for family fun.
  • Outdoor Activities: Enjoy serene lakes, golf courses, and recreational activities, perfect for adventure seekers.
  • Charming Neighborhoods: Explore beautiful residential areas that reflect the warmth of Central Florida's community spirit.
  • Diverse Accommodation Options: Choose from private vacation homes, luxurious villas, or cozy condos to suit your needs.
  • Family-Friendly Atmosphere: Windwood Bay offers a welcoming environment, ensuring lasting memories for visitors of all ages.

Popular types of accommodation around Windwood Bay

Planning a getaway to Windwood Bay? The excitement begins with selecting your perfect accommodation. Discover the most sought-after options, including stunning houses, luxurious villas, and cozy condos. Whether you prefer a refreshing dip in an outdoor pool or the privacy of your own pool, Windwood Bay has something for everyone. Explore the Reserve at Windwood Bay for an unforgettable stay.

  • Houses: The top choice for visitors to Windwood Bay, offering spacious accommodations perfect for families, friends, or couples seeking privacy and comfort.
  • Villas: A popular option featuring luxurious amenities and stunning surroundings, ideal for those looking for a more upscale retreat.
  • Condos: These provide a convenient and comfortable stay with easy access to local attractions, perfect for smaller groups.
  • Apartments: A practical choice for travelers seeking affordability and a home-like atmosphere during their visit.
  • Cottages: This charming option offers a cozy and intimate setting, perfect for a romantic getaway or peaceful retreat.**

Top attractions near Windwood Bay

Windwood Bay in Davenport, Florida, is perfect for family-friendly vacations filled with outdoor activities and entertainment. Enjoy thrilling theme parks, serene lakes, and golf courses for a well-rounded experience. You can explore local attractions, relax by the water, play ping pong, or plan a trip to Disney World. With its charming homes and beautiful surroundings, Windwood Bay offers something for everyone looking to create lasting memories.

  • Walt Disney World® Resort: A magical theme park offering immersive experiences, thrilling rides, and beloved characters. It's a perfect destination for families, filled with entertainment options that create unforgettable memories.
  • Orange County Convention Center: A vibrant arts center that hosts various cultural events, exhibitions, and performances. It’s an excellent spot to explore local art and engage with the community's creative spirit.
  • ChampionsGate Golf Club: A family-friendly golf course that offers stunning views and a welcoming atmosphere. Ideal for golfers of all skill levels, it features excursions and activities for everyone.

Things to do recommended for couples

For a romantic getaway near Windwood Bay, consider a round of golf at Ridgewood Lakes Golf and Country Club, just 4 miles away, or indulge in the luxury of Windermere Country Club, located 18 miles away. Both offer a perfect blend of relaxation and elegance for couples.

Things to do recommended for families

Families visiting Windwood Bay can explore the thrilling attractions at nearby Walt Disney World, enjoy a day of fun at Legoland Florida, and relax at the scenic Lake Louisa State Park, perfect for picnics and outdoor activities.

Things to do recommended for groups

Groups visiting Windwood Bay can enjoy a thrilling day at nearby theme parks, indulge in a fun-filled adventure at local escape rooms, or relax with a round of golf at beautiful courses. Don’t miss the chance to explore the nearby scenic lakes and nature trails together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling with a group, family, pets, or looking for an extended stay—be sure to filter your options according to what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Windwood Bay with a group: Think about how many bedrooms you'll require, along with amenities like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Windwood Bay with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to 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 fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Windwood Bay: If you’re seeking vacation rentals with great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Windwood Bay

Windwood Bay, nestled in Davenport, Florida, is a fantastic destination for families seeking outdoor adventures and entertainment. With its friendly atmosphere and proximity to Orlando, visitors can enjoy a variety of excursions, from theme parks to relaxing recreational activities. Explore the charming residential neighborhoods and discover the beauty of Central Florida's homes, all while experiencing the warmth of a community that welcomes tourists with open arms.

  • Orlando: Orlando is a bustling metropolis known for its vibrant entertainment scene and family-friendly attractions. Located a short distance from Windwood Bay, this city is a premier destination for fun seekers. Visitors can explore world-renowned theme parks, including Walt Disney World and Universal Studios, which promise thrilling adventures for all ages. In addition to theme parks, Orlando offers a variety of shopping areas, arts centers, and resorts that cater to both leisure and business travelers. The city boasts local landmarks such as beautiful beaches and dynamic film studios, making it a must-visit for anyone looking for a diverse travel experience.
  • Bridgewater Crossing: Situated just 0.5 miles from Windwood Bay, Bridgewater Crossing is a charming neighborhood that emphasizes outdoor and sports experiences. Travelers flock to this area for its pristine golf courses and recreational parks, perfect for family outings and athletic fun. The neighborhood features lovely resorts that provide relaxation and leisure, making it an ideal spot for a serene escape. Nearby attractions include exciting theme parks and film studios, ensuring that visitors can enjoy both relaxation and adventure during their stay.
  • Loma Linda: Also located 0.5 miles from Windwood Bay, Loma Linda is a welcoming neighborhood that offers a blend of outdoor activities and family-friendly experiences. It is particularly popular among sports enthusiasts, with excellent golf courses and resorts available for visitors. Loma Linda is close to a variety of local attractions, including theme parks and urban parks, offering ample opportunities for exploration and enjoyment. The neighborhood's vibrant atmosphere and commitment to family fun make it a fantastic addition to your Davenport itinerary.

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, resume your previous ones, or organize all your travel arrangements. You can easily find your saved or booked properties sorted into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Windwood Bay?
The most sought-after types of vacation rentals in Windwood Bay are villas. Looking for something different? Vrbo has numerous options to match our guests' needs, so you'll see properties in all sizes and shapes. The ideal fit is ready and waiting for you — find yours today.
How much does it cost to rent a vacation rental in Windwood Bay?
Season, property type and length of stay are among the factors that can affect the price of a vacation home. Simply click on your travel dates to find your perfect match. From cozy chalets to sprawling luxury villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in Windwood Bay?
The average price for a vacation rental close to the beach in Windwood Bay will depend on when you're going and the type and size of property you're searching for. Find prices easily on Vrbo by entering the dates you'll be traveling. Then use our filters to select the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.
Are there pet-friendly vacation rentals in Windwood Bay?
Pack a tug toy and treats for your pooch because Windwood Bay has 58 vacation homes that throw out the welcome mat to doggie guests. Let your four-legged buddy enjoy fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Windwood Bay?
Pack your swimming gear and swim ring, because there are 57 houses with a private pool in Windwood Bay. Base yourself at one of these superb vacation rentals and every day will be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Windwood Bay?
The most popular rental amenities people search for in Windwood Bay include an electric car charging station, a fireplace and a nearby river. Whether you're going on vacation with family, your besties or even pets, Vrbo vacation properties come with the best amenities for making epic memories with the people that matter most.
Are there large group vacation rentals in Windwood Bay?
With 30 properties that can sleep 10 guests or more in Windwood Bay, you won't have to keep anyone off the invite list. From family vacations to events like anniversary parties and weddings, Vrbo will help you find a large group rental to suit the occasion.
Are there vacation rentals in Windwood Bay that welcome kids?
Gather your whole crew for an unforgettable adventure in Windwood Bay at one of our 58 family-friendly vacation properties. These stays come with conveniences that are just perfect for getaways with the little ones, including full kitchens, living rooms and pools. Simply check the "Properties good for families" filter box and choose your favorite option.
Are there vacation rentals with WiFi in Windwood Bay?
You can pick from 23 vacation rentals with WiFi in Windwood Bay. If you want to disconnect from the world during your escape, but still want to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Windwood Bay?
Work out your travel dates and then make use of our filters to find vacation rentals with ac in Windwood Bay on Vrbo. With 57 air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a vacation rental in Windwood Bay?
The minimum required age is generally 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your preferred Windwood Bay vacation home before making a booking.
How long can I rent a vacation rental in Windwood Bay for?
How long you can rent a vacation rental in Windwood Bay varies according to the property. Simply enter your chosen dates to see a list of options offering extended stays. With many features like laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get a terrific place to call your home away from home in Windwood Bay.
Does Vrbo offer discounts for vacation homes in Windwood Bay?
In Windwood Bay, you'll find some fabulous bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're off on a short getaway or an extended stay, we have a variety of options to suit every kind of traveler.

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