Compare Vacation Rentals & Rent By Owner Homes in Longboat Key, Florida, USA
About Longboat Key Vacation Rentals
With more than 849 Longboat Key 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 Longboat Key.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Longboat Key, 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 Longboat Key. Places to stay near Longboat Key are 852.27 ft² on average, with prices averaging CA $557 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Longboat Key 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 Longboat Key, FL
Frequently Asked Questions About Longboat Key?
What are the top vacation rentals in Longboat Key?
- Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
- 50 ft from sand, Private Island 125 +review
- Island Time on LBK: Open Sunday, $225/nt + Fees!
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Unit #218 Sand Cay Beach Resort Gulf Front
- Upscale Beachplace Condo.availability starting in May 2026.please inquire
- Beach and Boaters Paradise! Heated pool, Fish off the dock, walk to the beach!
- Unit #210 Sand Cay Beach Resort Pool View
- Unit #110 Sand Cay Beach Pool View
- Beachcomber unit 204
How many Rentbyowner vacation rentals are available in Longboat Key?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 849 in the Longboat Key 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 Longboat Key.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Longbeach Village Vacation Rentals in Sarasota, Florida | 2398 |
| Bay Isles Vacation Rentals in Sarasota, Florida | 821 |
