Longboat Key Vacation Rentals

Nestled just south of Anna Maria Island and moments from Bradenton Beach, Longboat Key, Florida, is an idyllic option for an upscale beach vacation. From the instant your feet sink into its powder-soft sands and you catch a glimpse of Florida’s Gulf Coast views, you’ll understand why travelers return here year after year.

This exclusive barrier island in Manatee and Sarasota counties offers the perfect balance of serenity and sophistication. Bordered by Sarasota Bay to the east and the shimmering Gulf of Mexico to the west, Longboat Key is celebrated for its championship waterfront golf course, world-class tennis courts, Olympic-size swimming pools, luxurious beachfront living, and uninterrupted ocean views.

Whether your ideal getaway is slow and serene or active and adventurous, Longboat Key is certain to please. Get lost in a good book on Longboat Key beach, paddle in the turquoise ocean waters, or while away an afternoon at an oceanfront cafe with an iced coffee in hand. If you prefer a more active escape, cycle the island’s scenic pathways, perfect your swing on lush fairways, or take to the water for sailing, paddleboarding, kayaking, snorkeling, and more.

After a day exploring, return to the comfort of your high-end Longboat Key vacation rental. Our rentals combine modern elegance with home-like ease. Expect fully-equipped kitchens, fresh linens, complimentary Wi-Fi, and spacious living areas. Although not beachfront, beach access is just a quick walk away.

Discover the art of vacationing well and explore our condo rentals below. Your dream Longboat Key vacation experience begins here.