Windwood Bay holiday lettings
We found 76 holiday rentals — enter your dates for availability
Discover a selection of 72 homes, 24 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.
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Windwood Bay
Relax in Private Pool & Spa | Game Room | Near Disney, Universal & Golf
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Un-over looked large pool, in ground hot tub with outlook to conservation area.
Sleeps 10 · 5 bedrooms · 5 bathrooms
9.69.6 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
Greenviews, pool, spa and games room
Sleeps 10 · 5 bedrooms · 4+ bathrooms
7.87.8 out of 10
Goodgood
8 reviews(8 reviews)
4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
7 Day Summer Sale! Book Ahead & Save 20%
Sleeps 10 · 5 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Modern Vacation Home Minutes Away From The Parks
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Top rated rentals - Windwood Bay
Great Vacation Rental
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Holiday
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Great location, clean villa with home comforts
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Excellent location & property
1010 out of 10
Exceptionalexceptional
106 reviews(106 reviews)
Great Home in a Great Location
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Lovely villa, perfect location
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
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.