Compare Cottages, Resorts, & Rentals in Winter Garden, Florida, USA
About Winter Garden Vacation Rentals
There are over 337 amazing vacation rentals available in Winter Garden. 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 Garden.
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 Garden, 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 Garden. The average size of places to stay near Winter Garden is approximately 685.4 ft², with prices averaging US $251 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Winter Garden. 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 Garden, FL
Frequently Asked Questions About Winter Garden?
What are the top cottages, summer homes, and lake houses in Winter Garden?
- Walkable Winter Garden Bungalow: 3 Blocks to Dtwn
- 25%off/Disney5mi/Fishing/2HotTub/3Pools/Gym/Courts
- WATERFRONTWntrGdnHSE VIEWS Dock Wildlife 13mi Disn
- Holiday Inn Club Vacation Orange Lake
- Spacious garage apartment in Winter Garden that sleeps four.
- Dtwn Winter Garden Home: 12 Mi to Disney!
- Modern Florida Bungalow: 3 Miles to Winter Garden!
- 2-bedroom home 5 miles to Disney on Lake. Four Corners. Vista Del Lago amenities
- Walkable Winter Garden Bungalow 3 Blocks to Dtwn
- BLESSED NEST: 5mi to Disney, resort amenities, sleeps 8, gated, free golf cart
How many rentals, hotels, or resorts are available in Winter Garden?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 337 properties listed by Vacation Cottage in the Winter Garden 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 Garden.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| West Kissimmee Rental Cottages and Private Getaways in Orlando, Florida | 16701 |
| Bay Lake Rental Cottages and Private Getaways in Orlando, Florida | 994 |
| Orange Lake Rental Cottages and Private Getaways in Orlando, Florida | 116 |
| Vista del Lago Rental Cottages and Private Getaways in Orlando, Florida | 14034 |
| Oakland Rental Cottages and Private Getaways in Orlando, Florida | 79 |
| Killarney Rental Cottages and Private Getaways in Orlando, Florida | 32 |
