Compare Vacation Rentals & Rent By Owner Homes in Tradewinds, Sanibel, Florida, USA
About Tradewinds Vacation Rentals
With more than 238 Tradewinds 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 Tradewinds.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Tradewinds, 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 Tradewinds. Places to stay near Tradewinds are 943.99 ft² on average, with prices averaging US $379 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Tradewinds 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 Tradewinds?
What are the top vacation rentals in Tradewinds?
- Key West Style Home. With Screened Heated Pool. Only a 6 Minute Walk To Beach.
- 3 min walk to shells&sand-great escape Fully restored Sanibel Island
- Bright & Beautiful Near-Beach Pet Friendly Home!
- Surrounded by Nature - 28 Day Rental - completely renovated after Hurricane Ian.
- Spacious updated Sanibel home with private pool near Bowman’s Beach
- Beachy Keen-Tranquil home away from home with private beach! Discount MarchApril
- Urlaub Haus, Beautifully Remodeled, Lake-Front Pool Home
- Sanibel Island Private Vacation Home - Dog Friendly
- Charming 3-bedroom house in Sanibel with AC and WiFi a short walk to the beach
- Island time.walk to beach, heated pool, wide water views. Pet friendly!
How many Rentbyowner vacation rentals are available in Tradewinds?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 238 in the Tradewinds 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 Tradewinds.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Chateaux Sur Mer Vacation Rentals in Fort Myers, Florida | 218 |
| Sea Spray Vacation Rentals in Fort Myers, Florida | 199 |
