Compare Vacation Rentals & Rent By Owner Homes in Windward Cay, Kissimmee, Florida, USA
About Windward Cay Vacation Rentals
With more than 14553 Windward Cay 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 Windward Cay.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Windward Cay, 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 Windward Cay. Places to stay near Windward Cay are 1554.63 ft² on average, with prices averaging US $363 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Windward Cay 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 Windward Cay?
What are the top vacation rentals in Windward Cay?
- Conservation View - Hot Tub - Free Pool Heat - Very Private
- Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
- BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY. FULLY EQUIPED
- 5 Stars House With WiFi, Game Room, Private Heated Spa & Pool In a Gated Area
- 3 BR Private Pool Home 5miles from Disney - Free Pool and Spa Heat + Gas Grill
- Beautiful Home, 6-Bdrms, 5-Baths, Very Near Disney, Private Pool and Spa
- Lake Berkley Villa, Lakefront , Enclosed Private Pool, Game Room, Wi-fi
- 4766 - 5 Bedroom Pool Home in Storey Lake Resort Under 10 Minutes to Disney
- 4781 - 5 Bedroom Pool Home Overlooking Pond - Storey Lake Under 10 Min to Disney
- 4731 208 - 3 Bedroom Corner Unit in Storey Lake Resort Under 10 Min to Disney
How many Rentbyowner vacation rentals are available in Windward Cay?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 14553 in the Windward Cay 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 Windward Cay.
