Longboat Key resort rentals
We found 32 resort rentals — enter your dates for availability
Explore Longboat Key resort rentals

Sea Club I Beach Resort
Sleeps 2 · 1 bedroom

Pelican Post at Anna Maria Island Inn
Sleeps 2 · 1 bedroom

Seabreeze at Anna Maria Island Inn
Sleeps 4 · 1 bedroom

Cedar Run Resort - Roam Hospitality
Sleeps 8 · 2 bedrooms

Siesta Key Island Rentals
Sleeps 2 · 1 bedroom

Tropical Beach Resorts
Sleeps 2 · 1 bedroom
Find spaces that suit your style
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- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What can I expect from a resort holiday in Longboat Key?
You deserve to get away, and a resort is the perfect place to indulge in all the amenities and services you need for a relaxing time in Longboat Key. One of the comfortable resorts in the surrounding area might be just what you're looking for, whether you're hoping for an amazing pool, shopping possibilities or fun activities to try.
How many hotel resorts should I expect to find in Longboat Key?
Choose among Expedia's 7 resorts in Longboat Key, where you'll find a selection of great restaurants, beautiful guest rooms and more.
What can I do in Longboat Key?
Travellers enjoy exploring the beaches, and have good things to say about the boating and other water activities. Discover the shopping possibilities at Shoppes of Bay Isles, or take the kids to Sarasota Jungle Gardens for some family fun. You'll also find top attractions such as Lido Beach and Siesta Key Beach in the area.
What's the seasonal weather like in Longboat Key?
The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. The rainiest months in Longboat Key are August, July, September and June, with each month seeing an average of 203 mm of rainfall.
What's the best way to get to and around Longboat Key?
Fly into Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), which is located 6.7 mi (10.8 km) from the city centre. Otherwise, you can search for flights to St. Petersburg, FL (SPG-Albert Whitted), which is 24.4 mi (39.2 km) away. If you'd like to explore around the area, you may want a rental car for your journey.
