Winter Haven houses

We found 1,060 houses — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any vacation home rentals in Winter Haven?
Opt for one of our 1,060 vacation home rentals in Winter Haven and you'll have an ideal base for your next big adventure. Inwood, Cypress Gardens and Jan Phyl Village are among the city's most sought-after areas.
How much does it cost to stay in a vacation rental house in Winter Haven?
A number of factors will influence the price of a vacation home rental in Winter Haven, such as the size of the property and when and how long you want to stay. All you have to do is enter your vacation dates and any preferences to find a house that meets your budget and taste.
When is the best time to rent a vacation house in Winter Haven?
If you're thinking about spending some time in Winter Haven during your trip to Polk County, consider February. Most guests stay in a Vrbo vacation home rental at this time of year when daily average temperatures range between 13ºC (55ºF) and 23ºC (73ºF).
Where can I rent a Winter Haven vacation house with great views?
Switching to getaway mode is a cinch when you book one of our Winter Haven houses with views of historic areas. From guests looking for adventure to those that prefer to simply sit back and unwind, Vrbo has vacation home rentals with views to impress all kinds of travelers.
Does Winter Haven have any weekend house rentals?
Explore our weekend rentals and prepare for an action-packed few days away. Our tips for booking the perfect house in Winter Haven? Stay flexible when searching and modify your travel dates until you find the vacation home rental that suits your style.
Are there any pet-friendly house rentals in Winter Haven?
With seven pet-friendly vacation home rentals in Winter Haven, you can enjoy your next big trip with your best friend by your side. Along with comfortable beds for everyone, plenty of houses also come with perks like fenced-in yards and complimentary dog treats. Browse what's available by choosing the "Pets allowed" filter.
What are the top things to do in Winter Haven?
Planning a memorable escape to Winter Haven means discovering fun things for all the family. LEGOLAND® Florida, Chain of Lakes Park and Bok Tower Gardens are just two of the options here. And our vacation home rentals are the perfect base for your sightseeing activities.
Why should I book my vacation rental house with Vrbo?
No sharing your space, no awkward encounters with strangers. When you stay in a Vrbo vacation home rental, you'll get the whole place all to yourself. Need to change or cancel your travel plans? Our flexible cancellation policies let you book your rental house with peace of mind.

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