Compare Cottages, Resorts, & Rentals in Longboat Key, Florida, USA
About Longboat Key Vacation Rentals
There are over 805 amazing vacation rentals available in Longboat Key. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Longboat Key.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Longboat Key, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Longboat Key. The average size of places to stay near Longboat Key is approximately 845.6 ft², with prices averaging US $423 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Longboat Key. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Longboat Key, FL
Frequently Asked Questions About Longboat Key?
What are the top cottages, summer homes, and lake houses in Longboat Key?
- Flash sale 5-floor penthouse 60 feet 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: Open Thursday, $203/nt!
- 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 rentals, hotels, or resorts are available in Longboat Key?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 805 properties listed by Vacation Cottage in the Longboat Key area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Longboat Key.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Bay Isles Rental Cottages and Private Getaways in Sarasota, Florida | 30 |
| Longbeach Village Rental Cottages and Private Getaways in Sarasota, Florida | 1616 |
