Compare Vacation Rentals & Rent By Owner Homes in Windermere, Florida, USA
About Windermere Vacation Rentals
With more than 37 Windermere 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 Windermere.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Windermere, 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 Windermere. Places to stay near Windermere are 751.81 ft² on average, with prices averaging ZA R5,976 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Windermere 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 Windermere, FL
Frequently Asked Questions About Windermere?
What are the top vacation rentals in Windermere?
- The Home of Sweet Peace
- Beautiful 4 Bedroom Home
- Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC
- Luxury Retreat in Windermere The Perfect Base for Exploring Orlando
- Orlando 20 Guest Villa Centrally Located with Game Room
- Welcome to the Farm House! Excellent Location, Pet Friendly!
- Spacious yet Cozy 5 Bdrm Peaceful Home
- Rustic Hideaway - Modern Estate - Great Location + Pet Friendly!
- Beautiful Private gated Lakefront estate in Windermere on 2 acres of land!
- Luxurious Vacation Home in Beautiful Windermere, 20 Min. to Disney & Universal!
How many Rentbyowner vacation rentals are available in Windermere?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 37 in the Windermere 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 Windermere.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Bay Lake Vacation Rentals in Orlando, Florida | 930 |
| Southwest Orlando Vacation Rentals in Orlando, Florida | 929 |
| Metro West Vacation Rentals in Orlando, Florida | 433 |
