Vacation Homes in Windward, Placida: House Rentals & More

Discover a selection of vacation rentals in Windward that are perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

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Find the best place to stay - Windward

PALM BREEZE - SWIM UP TO THE BAR! Integrated spa, Outdoor grill, Fire pit!

Sleeps 8 · 4 bedrooms · 2+ bathrooms

Top rated rentals - Windward

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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
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More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Frequently asked questions

How much does it cost to rent a vacation rental in Windward?

Season, length of stay and property type are some factors that can determine the price of a vacation home. Simply click on your dates of travel to find your ideal fit. From comfy cottages to sprawling luxury villas, all Vrbo vacation rentals offer unbeatable value.

How much does it cost to rent a beach house in Windward?

When you travel and the size and style of the property will help determine the cost of your beachside escape. Put in your Windward travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the features and amenities you want.

What are the top attractions for families in Windward?

Keep your kids occupied at these popular family-friendly attractions in Windward:

Little Gasparilla Island Beach
Don Pedro Island Beach
Don Pedro Island State Park

How old do you have to be to rent a vacation rental in Windward?

The minimum required age is typically 16, 18 or 21. It can vary across properties on Vrbo, so look at the rules of your preferred Windward vacation home before booking your stay.

How long can I rent a vacation rental in Windward for?

It's really down to the Windward property. To view a list of options offering extended stays, just enter your dates and number of people into Vrbo's search page. Look forward to having the whole property to yourself, as well as comforts such as a kitchen, air conditioning and a yard where the kids can run and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.