Compare Vacation Rentals & Rent By Owner Homes in Longboat Key, Florida, USA
About Longboat Key Vacation Rentals
With more than 761 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 858.59 ft² on average, with prices averaging US $386 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
Longboat Key Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Longboat Key?
- Flash sale Sept 2-4/7-13, 5-floor penthouse 60 feet from water, 150+ reviews
- Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.
- Flash sale late, August/September 50 ft from sand, Private Island 125 +review
- Major Upgrades 1 of a kind home right on the beach
- Direct Oceanview: Open Monday - Friday, $200/nt!
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Client texted view crazy
- 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!
How many Rentbyowner vacation rentals are available in Longboat Key?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 761 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 | 27 |
| Bay Isles Vacation Rentals in Sarasota, Florida | 653 |
