Vacation Homes in Winston Park, St. Petersburg - Clearwater: House Rentals & More

Discover a selection of vacation rentals in Winston Park that are perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the amenities you expect for your stay, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

Find the best place to stay - Winston Park

DIRECT BEACHFRONT COTTAGE! Ground floor—step out the door and into the SAND!

BEACHFRONT COTTAGE! On the Gulf of Mexico! Groundfloor! Direct OCEANFRONT!

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated rentals - Winston Park

Nice Rental

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
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 Winston Park?

Season, length of stay and property type are some of the conditions that can influence the price of a vacation home. Simply add your dates of travel to find your ideal escape. From homey country cottages to plush villas, all Vrbo vacation rentals provide unbeatable value.

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

The average price for a vacation home by the beach in Winston Park depends on when you're traveling and the type and size of property you're searching for. You can find prices quickly and easily on Vrbo by entering your travel dates and destination. Then make use of the filter tool to select the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.

What are the top attractions for families in Winston Park?

Keep the kids happy at these leading family-friendly attractions in Winston Park:

Great Explorations Childrens Museum
St. Petersburg Museum of History
Spa Beach

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

We recommend checking with the Winston Park vacation home you're looking at on Vrbo as the minimum age varies. However, typically it's 16, 18 or 21.

How long can I rent a vacation rental in Winston Park for?

The length of time you can book a vacation rental in Winston Park depends on the property. Just enter your desired travel dates to see a list of options offering extended stays. With plenty of features such as air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to find a terrific place to call your home away from home in Winston Park.