Compare Vacation Rentals & Rent By Owner Homes in Winter Haven, Florida, USA
About Winter Haven Vacation Rentals
With more than 410 Winter Haven vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Winter Haven.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winter Haven, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Winter Haven. Places to stay near Winter Haven are 944.21 ft² on average, with prices averaging £219 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winter Haven with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Winter Haven, FL
Frequently Asked Questions About Winter Haven?
What are the top vacation rentals in Winter Haven?
- Private pool lake house with game room—just 4 minutes from LEGOLAND
- Waterfront Winter Haven Home with Dock & Hot Tub!
- Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!
- Lakefront Family Retreat | Private Dock, Tiki Bar & Kayaks | Near Legoland
- Lake Rochelle Rental Lakefront
- Beautiful Lake Front cottage w/heated pool & Hot Tub, 23 miles from Disney
- Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
- 3/2 kid friendly home, only minutes to Legoland.
- 2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
- Spectacular Waterfront Home in Winter Haven
How many Rentbyowner vacation rentals are available in Winter Haven?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 410 in the Winter Haven area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winter Haven.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Winterset Gardens Vacation Rentals in Winter Haven, Florida | 149 |
