Winter Haven house rentals

Opt for one of our 1,071 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.

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.

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 55ºF (13ºC) and 73ºF (23ºC).

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.

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.

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.

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.

From houses by the beachfront to those that’ll put you in the heart of the action, Vrbo has a wide range of vacation home rentals to pick from. One of the many reasons to book with us? You won’t have to share the property with any other guests. Plus, with our One Key™ rewards program, you can earn OneKeyCash™* and spend it on all eligible bookings across Vrbo, Expedia and Hotels.com. And with flexible cancellation policies and support before, during and after your break, we’ll ensure everything goes smoothly. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.