Compare Cottages, Resorts, & Rentals in Winter Haven, Florida, USA
About Winter Haven Vacation Rentals
There are over 388 amazing vacation rentals available in Winter Haven. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Winter Haven.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Winter Haven, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Winter Haven. The average size of places to stay near Winter Haven is approximately 898.11 ft², with prices averaging US $289 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Winter Haven. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Winter Haven, FL
Frequently Asked Questions About Winter Haven?
What are the top cottages, summer homes, and lake houses in Winter Haven?
- Waterfront Winter Haven Home with Dock & Hot Tub!
- LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
- Winter Haven, FL Pet Friendly Residential Retreat
- Waterfront Lakehouse, Private Dock, Tiki Bar, Playground, Near Legoland | Lake Idylwild Delight
- Lake Rochelle Rental Lakefront
- Hot Tub & Fire Pit: Lakefront Home on Lake Eloise
- Spectacular Waterfront Home in Winter Haven
- Fantastic Water Front Home on the Chain of Lakes
- 3br Modern home w/hot tub>5min from LEGOLAND
- Large Family Home, Legoland, Pet Friendly, 7 Beds
How many rentals, hotels, or resorts are available in Winter Haven?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 388 properties listed by Vacation Cottage in the Winter Haven area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Winter Haven.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Winterset Gardens Rental Cottages and Private Getaways in Winter Haven, Florida | 149 |
