Compare Villas, Resorts, & Rentals in Longboat Key, Florida, USA
About Casai's Private Villas and Holiday Rentals in Longboat Key
Discover more than 829 vacation rentals available in Longboat Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Longboat Key.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Longboat Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Longboat Key. On average, places to stay near Longboat Key offer 847.71 ft², with nightly prices averaging US $416.
With Casai, finding and comparing holiday rentals in Longboat Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply 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 holiday rentals in Longboat Key?
- Are you ready for a luxury 5-floor penthouse 60 ft from water, 150 reviews
- Flash Sale take a peek awesome reviews 50 feet from sand
- Flash sale,Jan 13-24 50 ft from sand, Private Island 125 +review
- Jan 10-17 on sale only week left till April 18 of a kind home right on the beach
- Direct Oceanview on LBK!
- Client texted view crazy ON SALE
- Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- THE BEACH CONDO #107 BEACHFRONT FULL VIEW
- Unit #218 Sand Cay Beach Resort Gulf Front
- Renovated Beach Paradise. Ground Floor unit 64
How many Casai.com holiday rentals are available in Longboat Key?
As of 2026, Casai boasts over 829 properties listed in the Longboat Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Longboat Key.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Bay Isles Vacation Rentals in Sarasota, Florida | 29 |
| Longbeach Village Vacation Rentals in Sarasota, Florida | 2394 |
