Compare Vacation Rentals & Rent By Owner Homes in Winter Park Playhouse, Winter Park, Florida, USA
About Winter Park Playhouse Vacation Rentals
With more than 487 Winter Park Playhouse 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 Park Playhouse.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Winter Park Playhouse, 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 Park Playhouse. Places to stay near Winter Park Playhouse are 571.85 ft² on average, with prices averaging US $255 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Winter Park Playhouse with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Winter Park Playhouse?
What are the top vacation rentals in Winter Park Playhouse?
- Temporary living that feels like home where you can relax and be yourself.
- Ideal Location, Charming 4 bedroom home w Pool, fenced yard.
- Stylish Boutique Guest house in Winter Park
- Mid-Century Modern Gem Near Downtown/Winter Park/Baldwin Park
- Great Family Home
- Charming Clean Home near East End Market Large fenced yard
- Cottage Retreat in the City
- The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
- Mid Century Luxury, 1 block from Park Ave (#3)
- Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
How many Rentbyowner vacation rentals are available in Winter Park Playhouse?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 487 in the Winter Park Playhouse 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 Park Playhouse.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Southwest Orlando Vacation Rentals in Orlando, Florida | 1084 |
| Downtown Orlando Vacation Rentals in Orlando, Florida | 599 |
| Southeast Orlando Vacation Rentals in Orlando, Florida | 221 |
| College Park Vacation Rentals in Orlando, Florida | 39 |
| Pine Hills Vacation Rentals in Orlando, Florida | 27 |
| Union Park Vacation Rentals in Orlando, Florida | 239 |
| Lake Nona Vacation Rentals in Orlando, Florida | 47 |
| Goldenrod Vacation Rentals in Orlando, Florida | 127 |
| Tangelo Park Vacation Rentals in Orlando, Florida | 5156 |
| Baldwin Park Vacation Rentals in Orlando, Florida | 151 |
| South Semoran Vacation Rentals in Orlando, Florida | 395 |
| Alafaya Vacation Rentals in Orlando, Florida | 223 |
