Longboat Key, Florida
30 properties available
Welcome to Sunset On The Gulf! Professionally managed by Gulf Coast Vacation Rentals. This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures.The community of Beach Harbor Club offers resort-style living at its finest. There is a larg
Welcome to Beach Breeze in Windward Bay, a stunning second-floor 2-bedroom, 2-bathroom condo perfectly situated along the picturesque shores of Longboat Key. Professionally managed by Gulf Coast Vacation Rentals this condo is nestled between the Gulf of Mexico and Sarasota Bay, Windward Bay is one of the island's most desirable communities, offerin
Welcome to The Captain's Quarters! Professionally managed by Gulf Coast Vacation Rentals. This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home!This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful d cor throughout. As yo
Welcome to Sea Duced—your exclusive beachfront getaway on the beautiful shores of Longboat Key! This rarely available 3-bedroom, 3-bath townhouse in the 360 North community features its very own private indoor pool and sits just steps from the soft white sand and sparkling Gulf of Mexico.Originally designed by Tim Seibert, co-founder of the Sarasot
Breathtaking Direct Gulf views from this second-floor condo at Longboat Terrace. Perfect for a small family or travel with friends, this two-bedroom, two-bath has everything you need to make this your home away from home. Professionally managed by Gulf Coast Vacation Rentals.Looking for a perfect rest after a long day at the beach or after a few ho
Welcome to Shore is Something, an extraordinary coastal haven where luxury and seaside charm converge to create an unforgettable vacation experience. Just moments away from the vibrant St. Armands Circle, this exclusive retreat offers a plethora of upscale amenities for an indulgent escape.Unwind in style with your very own private heated pool and
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.Experience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolWhat
🌴 Dream Island | Walk to Lido Beach, Heated Pool & Spa, Pet Friendly Coastal Home💖 Why You'll Love This Home Located on Lido Key, Dream Island offers a spacious coastal retreat just a short walk to both Lido Beach and St. Armands Circle. With an expansive outdoor living area and an eight-bedroom layout, this home is designed for group stays where
Welcome to Longboat Oasis! Professionally managed by Gulf Coast Vacation Rentals, this beautifully designed private pool home is on an oversized lot and is a true gem, with meticulous attention to detail and tasteful execution throughout. The main house features 3- bedrooms and 3-baths. and there is also a separate 1-bedroom and 1-bath casita. The
🌴 Coconut Cottage | Pool, Spa, Fire Table + Walk to Beach & St. Armands💖 Why You'll Love This Home A breezy walk from St. Armands Circle and Lido Key Beach, Coconut Cottage is a private island escape with a lush backyard, a pool and spa oasis, and relaxed coastal style—ideal for making every moment unforgettable.👨‍👩‍👧 Perfect For Families, cou
Experience the best of Longboat Key at Paradis Sur Mer, professionally managed by Gulf Coast Vacation Rentals. This stunning fourth-floor, 4-bedroom, 4-bathroom condo offers breathtaking Gulf of Mexico views from every angle, delivering a vacation experience you'll never forget. Whether you're sipping morning coffee on the balcony or watching the s
🌴Seabreeze Serenity: Lido Key Poolside Paradise, your private slice of coastal luxury—steps from Lido Beach & St. Armands Circle🏖️Welcome to Seabreeze Serenity, a whimsical, luxury beach retreat nestled in the heart of Lido Key—just steps from the stylish energy of St. Armands Circle and the soft, sugar-white sands of the Gulf of Mexico. Whether
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