Windwood Bay holiday lettings

We found 72 holiday rentals — enter your dates for availability

Discover a selection of 70 homes, 23 villas and holiday rentals in Windwood Bay that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you expect for your stay, which might include cable TV and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Why visit Windwood Bay

  • Proximity to Disney World: Enjoy easy access to the world-famous Disney World, ensuring excitement for the whole family.
  • Outdoor Activities: Engage in various outdoor pursuits, from scenic lakeside strolls to thrilling golf courses.
  • Family-Friendly Atmosphere: Windwood Bay provides a welcoming environment perfect for families and friends seeking fun.
  • Diverse Accommodation Options: Choose from luxurious villas, private holiday homes, and stylish condos tailored to your needs.
  • Cultural Experiences: Immerse yourself in local culture through sports and recreational activities available in the area.

Popular types of accommodation around Windwood Bay

If you're planning a getaway to Windwood Bay, the next exciting step is selecting your ideal accommodation. Discover the most sought-after options, including houses, luxurious villas, and stylish condos. Whether you're looking for a spacious bedroom villa or a charming retreat, Windwood Bay has something to suit every traveller's needs. Explore the variety of vacation rentals available and make your stay truly memorable.

  • Houses: The top choice for holidaymakers in Windwood Bay, offering spacious and comfortable stays for families or groups.
  • Villas: A popular option for those seeking luxury and style, providing ample space and amenities for a relaxing getaway.
  • Condos: Favoured by many, these offer a blend of comfort and convenience, often located near attractions.
  • Apartments: A practical choice for visitors wanting a home-like atmosphere with easy access to local amenities.
  • Cottages: Charming and cosy, these quaint retreats provide a lovely escape for couples or small families.**

Top attractions near Windwood Bay

Windwood Bay in Davenport, Florida, is perfect for families and outdoor enthusiasts seeking a variety of activities. The area boasts popular attractions such as theme parks, scenic lakes, and golf courses, making it an ideal destination for those wanting to enjoy sports and cultural experiences. Whether you're travelling with family or friends, Windwood Bay offers plenty of opportunities for adventure and relaxation in a beautiful setting.

  • Walt Disney World® Resort: A magical theme park brimming with entertainment and family-friendly attractions, located 7.5km from Windwood Bay. Experience enchanting rides, character meet-and-greets, and immersive themed lands that create unforgettable memories.
  • Orange County Convention Center: This vibrant arts centre lies 9.3km away and showcases a variety of cultural events, exhibitions, and performances, making it a hub of creativity and artistic expression.
  • ChampionsGate Golf Club: Located just 1.2km from Windwood Bay, this welcoming golf course offers family-friendly excursions, friendly people, and a great atmosphere for both seasoned players and beginners alike.

Things to do recommended for couples

For a romantic getaway in Windwood Bay, enjoy a round of golf at Ridgewood Lakes Golf and Country Club, indulge in fun at Disney's Winter Summerland Miniature Golf Course, or savour delightful wines at True Blue Winery. Each offers a unique, intimate experience for couples.

Things to do recommended for families

During your family vacation in Windwood Bay, enjoy thrilling adventures at Disney's Typhoon Lagoon Water Park, unwind at Northeast Regional Park, or experience the excitement of sports at the ESPN Wide World of Sports Complex, all within a short drive from your accommodation.

Things to do recommended for groups

Groups visiting Windwood Bay can enjoy a delightful day at Disney Springs™ for shopping and dining, explore the vibrant atmosphere of Old Town, and unwind with a round of golf at the picturesque Mystic Dunes Golf Club, all within a short drive from your accommodation.

Booking with Vrbo is a breeze

Are you hoping to keep costs down on your next getaway? It might be worthwhile to maintain some flexibility with your travel dates, as prices can vary. Additionally, opting for a longer stay often allows for significant savings. To discover the perfect Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Where to stay near Windwood Bay

Windwood Bay, nestled in Davenport, Florida, offers a delightful family-friendly atmosphere perfect for a memorable holiday. Explore the nearby attractions, including the world-renowned Disney World, where excitement awaits around every corner. Engaging outdoor activities and recreational opportunities abound in the area, ensuring fun for all ages. Whether you're seeking relaxation or adventure, Windwood Bay and its surrounding regions promise an unforgettable family vacation experience.

  • Bridgewater Crossing: Bridgewater Crossing is a delightful neighbourhood situated half a mile from Windwood Bay. This area attracts visitors with its emphasis on outdoor activities, sports, and family-friendly experiences. Guests can enjoy a variety of venues, including resorts and golf courses, perfect for both relaxation and recreation. Nearby, you'll find significant attractions such as a prominent theme park, a film studio, and a convention centre, offering ample opportunities for entertainment and adventure.
  • Loma Linda: Located half 1.6km away from Windwood Bay, Loma Linda is another charming neighbourhood that prioritises outdoor enjoyment, sports, and family activities. The area boasts an inviting atmosphere with excellent access to resorts and golf courses, making it a popular choice for those looking to unwind or stay active. Attractions in the vicinity include a renowned theme park, a film studio, and a venue for events and conferences, ensuring a diverse range of activities for all visitors.
  • Champions Gate: Situated one mile from Windwood Bay, Champions Gate is a vibrant area that attracts travellers seeking outdoor adventures, sports, and family experiences. Visitors can take advantage of its resorts and golf courses, providing ample options for leisure. Additionally, the neighbourhood is close to notable landmarks, including a theme park, a film studio, and even a beach, making it an ideal destination for those looking to explore and enjoy Florida’s attractions.

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

If you're travelling with a group, family, pets, or seeking extended stays, it's important to tailor your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Windwood Bay with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Windwood Bay with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to 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 holiday just wouldn’t be the same without their beloved pet. If you can relate, take a look at Vrbo properties that welcome furry companions. Most of these pet-friendly accommodations 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 in search of holiday rentals offering discounts 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 accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for you to plan new trips, resume your previous arrangements, or keep your travel plans organised. Here, you can easily access the properties you’ve saved or booked, neatly sorted into Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Windwood Bay?
According to our research, houses are the most sought-after type of holiday property in Windwood Bay. But having said that, everyone's idea of an epic trip isn't the same. Vrbo has holiday homes of all shapes, sizes and budgets, and we'll help you discover the perfect match.
How much does it cost to rent a holiday rental in Windwood Bay?
The average price for a holiday rental in Windwood Bay is determined by several factors, such as time of year, length of stay and property type. Whether you're dreaming about a sprawling villa with lots of space or a comfy cabin just for the two of you, just enter your dates of travel to find stays with fantastic value.
How much does it cost to rent a beach house in Windwood Bay?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Click on your Windwood Bay travel dates to view your available options on Vrbo. Can't live without a private pool? Use our filters to choose the amenities and features you want in your holiday home.
Are there pet-friendly holiday rentals in Windwood Bay?
With 54 properties that welcome four-legged guests, your furry little friend can join you on your Windwood Bay break. Use the filter tool to browse our pet-friendly holiday rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Windwood Bay?
Tick the "pool" box in our filter tool and choose from 54 houses with private pools in Windwood Bay on Vrbo. Morning swim, sunset soak or midnight dip? Free time is up to you when your Vrbo holiday property comes with a swimming pool.
What are popular rental amenities in Windwood Bay?
Some of the most popular rental amenities people prefer in Windwood Bay include a water view, a lake view and an ocean view. Whether you're going on holiday with family, your besties or even pets, Vrbo holiday properties have the best amenities for hanging out with your loved ones.
Are there large group holiday rentals in Windwood Bay?
You can choose from 21 holiday homes in Windwood Bay that can accommodate a group of 10 or more people. Whether you're organising time away with extended family or an event like a birthday party, there's enough room to get your loved ones together under one roof.
Are there holiday rentals in Windwood Bay that welcome kids?
Windwood Bay has 54 family-friendly holiday rentals to choose from. And discovering a stay that welcomes youngsters is a cinch with Vrbo's "Properties good for families" filter. Besides having the entire place to yourselves, you'll also get perks and amenities such as multiple bedrooms, yards and private pools.
What are the top attractions for families in Windwood Bay?
You'll find loads of amazing things to see and do with the family in Windwood Bay, such as:

  • Surfari Water Park
  • Northeast Regional Park
  • Lake Davenport

Are there holiday rentals with WiFi in Windwood Bay?
Whether you want to keep up with world events, check emails or surf social media, there are 23 holiday homes with WiFi in Windwood Bay. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Windwood Bay?
Windwood Bay has 54 holiday rentals where you'll be able to wind down in air-conditioned comfort. To find a stay on Vrbo featuring this perk, enter your travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Windwood Bay?
It's a good idea to check with the Windwood Bay holiday property you want on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Windwood Bay for?
It's really down to the Windwood Bay property. To browse a list of options offering extended stays, simply enter your travel dates and number of guests into Vrbo's search page. Look forward to having the place to yourself, as well as comforts such as a kitchen, air conditioning and a backyard where the kids can burn off energy. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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