Compare Vacation Rentals & Rent By Owner Homes in Winter Garden, Florida, USA
About Winter Garden Vacation Rentals
With more than 298 Winter Garden 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 Garden.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winter Garden, 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 Garden. Places to stay near Winter Garden are 654.11 ft² on average, with prices averaging US $249 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winter Garden 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 Garden, FL
Winter Garden Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Winter Garden?
- Family Friendly Home °o° Just 6 Miles To Disney
- Walkable Winter Garden Bungalow: 3 Blocks to Dtwn
- Disney’s Backyard Oasis
- 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!
- Mid Century Hipster
- 16 Mi to Disney: Cottage w/Deck in Winter Garden
- Modern Florida Bungalow: 3 Miles to Winter Garden!
How many Rentbyowner vacation rentals are available in Winter Garden?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 298 in the Winter Garden 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 Garden.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| West Kissimmee Vacation Rentals in Orlando, Florida | 16499 |
| Bay Lake Vacation Rentals in Orlando, Florida | 1075 |
| Orange Lake Vacation Rentals in Orlando, Florida | 113 |
| Vista del Lago Vacation Rentals in Orlando, Florida | 13817 |
| Oakland Vacation Rentals in Orlando, Florida | 49 |
| Killarney Vacation Rentals in Orlando, Florida | 26 |
