Longboat Key Vacation Rentals

Longboat Key, Florida will quickly become a favorite beach destination from the moment you wiggle your toes in the soft white sand and dive under the gentle waves in the crystal clear water. Given its tranquil ambiance, fine dining, trendy boutiques, and upscale living, people who come once to vacation here tend to come back year after year.

This barrier island, split between Manatee and Sarasota County, is located just south of Anna Maria Island’s Bradenton Beach, surrounded by Sarasota Bay on the east and the Gulf of Mexico on the west. Known for its waterfront golf courses, pro tennis courts, Olympic-sized swimming pools, and incredible ocean views from nearly everywhere in the island, you can make your trip to Longboat Key as relaxing or as energetic as possible.

From the moment you check-in to your vacation home, you’ll be able to make your trip here exactly to your liking.

For a relaxing holiday, enjoy lounging on the beach with a good book in your hand. Take a leisurely stroll down the coast, shelling as you go. Whenever you need a change of scenery, switch out the white sand beaches for the heated pool or hot tub.

For those that can’t sit still, you’ll love biking the bike paths throughout the island, teeing off at one of our golf courses, and enjoying any water sport you can imagine from sailing, kayaking, paddle boarding, snorkeling, and more.

After a day spent to your heart’s desire, head back to the comfort of your condo rental. Our Longboat Key condo rentals have everything you need to settle in and feel at home while on holiday. Although not beachfront, beach access is just a quick walk away.

When you stay at one of our condominiums, you’ll have free wifi, fresh linens, a full kitchen, modern amenities, and a separate living room and bedrooms. You and your family will have plenty of space to spread out and enjoy your Gulf Coast getaway.

Find your dream Longboat Key vacation rental below.