




Longboat Key
Break free from your everyday routine with a Longboat Key vacation rental. A long, narrow island off the Southwestern coast of Florida, Longboat Key is known for its silky soft sand and secluded beaches. Find the time to relax and enjoy a golf game, be pampered at a five star spa, or enjoy fresh seafood at a dockside restaurant or take a stroll around Bishop Bayou, Longboat Key offers all of the classic elements of a beach vacation- secluded fishing spots, fantastic surfing conditions, jet ski rentals, and thrilling parasailing tours- without all the crowds. Birdwatchers who already treasure the Sarasota wildlife will find Longboat Key has a thrilling assortment of birds, including bald eagles. This exclusive island caters to its visitors with a fantastic assortment of friendly pubs and laid-back beachside cantinas that make the warm nights an exciting playground. Choose a Longboat Key rental today and start making plans for your relaxing getaway.
Longboat Key features great attractions, all within easy access:View on Map
- Suncoast Seabird Sanctuary
- Walt Disney World
- John's Pass Village & Boardwalk
- Adventure Island, Florida
- Busch Gardens, Florida
Rentals and Condos
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Madeira Bay Resort
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From $121
15% Off 2 Nights or MoreMadeira Beach, FL, United StatesMadeira Bay Resort Spa and Marina overlooks the scenic Intracoastal Waterway of Florida. It is steps from the pristine white-sand beaches of the Gulf of Mexico. The resort is ideally located adjacent to the world famous...
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Island House Beach Resort
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From $135
20% Off 3 Nights or MoreSarasota, FL, United StatesIsland House Beach Resort is located on the widest part of Crescent Beach. This beautifully maintained complex has 75 units, two beach cabanas, beach chairs, and a scenic beach front courtyard with table, chairs, and shu...
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Longboat Key, FL, United States
Silver Sands Gulf Beach Resort is centrally located on the beautiful beach of Longboat Key. You have the option of relaxing on our private beach, walking on our soft white sand or taking a relaxing swim in our heated bea...
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Bradenton, FL, United States
Escape to the newest addition on quaint Anna Maria Island, The Beach Club by ResortQuest. The modern decor of each room, mixed with the laid-back attitude of this world-famous destination, makes this chic resort one of t...
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Treasure Island, FL, United States
Surf Beach Resort Condos by EVRentals overlooking the pristine white beach of Treasure Island Florida, and nestled between St. Petersburg and Clearwater, offers each guest their own private oasis directly on the Gulf of...
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Longboat Key, FL, United States
Arouse your senses at this beachfront property on Longboat Key. From the sounds of the waves lapping against the shore, to the sweet smell of the Gulf of Mexico, Turtle Crawl Inn is a beach-side paradise. With a wide var...
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Longboat Key, FL, United States
Experience modern luxuries at The Beach on Longboat Key. This resort recently underwent complete renovations to meet ResortQuest Gold standards of excellence. New designs were created using South Beach flair resulting in...
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Sarasota, FL, United States
Sea Club V is situated directly on the aqua blue waters of the Gulf of Mexico with the whitest, finest sand beach in the world at your doorstep. Located just offshore on lovely Siesta Key, Sarasota, play in the calm, cle...
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Redington Beach, FL, United States
Beach shops and restaurants are all within walking distance. You are also just minutes to world famous Johns Pass, Hubbards Marina, and Gators Bar and Grill. The entire family will enjoy their stay with a park for the ki...
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St. Pete Beach, FL, United States
Gulf Strand luxury Gulf front condo hotel rests on the beautiful white sands of St. Pete Beach, close to fine dining and local seafood restaurants, shopping, boat tours and beachfront tiki bars. View spectacular sunsets...
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Gulf Winds Resort
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From $108
15% Off 3 Nights or MoreSt. Pete Beach, FL, United StatesGulf Winds Resort welcomes you to relax in the sun by our sparkling pool or play a game of shuffleboard. Property offers free parking, a heated swimming pool, laundry facilities, shuffleboard and suites with full kitchen...
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Longboat Key, FL, United States
Country Club shores by ResortQuest welcomes you to enjoy all of the splendors of sunny, beautiful Longboat Key. This community is just a short walk to the Gulf of Mexico, where you can enjoy long morning walks or relax u...
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Sarasota, FL, United States
House of the Sun on Siesta Key, Florida is the perfect place to enjoy the sunshine state. The award-winning crystal-white sands of stunning Crescent Beach stretch out from the House of Sun to the gorgeous shores and wate...
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St. Pete Beach, FL, United States
Vistas luxury Gulf front condo hotel rests on the beautiful white sands of St. Pete Beach, close to fine dining and local seafood restaurants, shopping, boat tours and beachfront tiki bars. Parasail over the warm Gulf wa...















