TOP 30 Beach rentals with outdoor space in Longboat Key, Florida

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Rolling Waves Beach Cottages is a charming lodging institution located at 6351 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated right on the beautiful shores of the Gulf of Mexico, this cozy retreat offers guests a peaceful and relaxing beachfront experience. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, relax on the private beach, or take a dip in the crystal-clear waters. With its serene atmosphere and convenient location, Rolling Waves Beach Cottages is the perfect destination for a memorable beach getaway.

Siesta Key Watersports is a top-rated tourist attraction and travel agency located at 1536 Stickney Point Road in Sarasota, Florida. With over 28 years of experience in the business, our friendly staff and well-maintained equipment ensure a carefree outing for all our guests. Our highly trained parasail captains work year-round, and we have a professional mechanic on staff to keep all systems in top condition. Our boat rentals allow you to explore the Gulf of Mexico and visit popular beaches like Siesta Key Beach, Lido Beach, Longboat Key, and more. You can also cruise to islands and sandbars in the Intracoastal Waterway or pass by celebrity homes on your way to local hotspots. If you prefer not to drive the boat yourself, we can arrange for a licensed captain to guide you on your chosen trip.