These picks come directly from our Longboat Key city guide — updated regularly with local intelligence on the best spots, when to go, and what locals actually order.
Top Picks
The Resort at Longboat Key Club
This legendary beachfront resort has been the island's crown jewel for decades, offering championship golf, tennis, and spa services. The rooms feature stunning Gulf views and the property spans both sides of the island with marina access.
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Holiday Inn Express & Suites Longboat Key
The island's most reliable hotel option sits right on the Gulf with direct beach access and complimentary breakfast. It's perfect for families who want modern amenities without the resort fees.
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Sandcastle Resort at Lido Beach
Just over the bridge on Lido Key, this family-friendly resort offers spacious suites with kitchens and multiple pools. The location gives you easy access to both Longboat Key and St. Armands Circle.
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Longboat Key Vacation Rentals
These high-rise condo rentals along Gulf of Mexico Drive offer the full island living experience with private balconies and beach access. Many units feature updated kitchens perfect for cooking your farmers market finds.
Casa Playa Resort
This intimate property on Lido Key features Mediterranean-style architecture and is walking distance to St. Armands Circle. The heated pool and tropical landscaping create a true Old Florida vibe.
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Longboat Key Club Moorings
These waterfront vacation rentals on the bay side offer stunning sunrise views and direct boat access. The condos are spacious with full kitchens and many feature screened lanais overlooking the marina.
Siesta Key Palms Hotel
A short drive from Longboat Key, this colorful boutique property captures the laid-back beach town spirit. The rooms feature bright tropical decor and you're steps from Siesta Key's famous white sand beaches.
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Bayfront Park Vacation Homes
These charming single-family rental homes are tucked away in quiet residential neighborhoods with easy beach access. Perfect for families or groups who want space to spread out and live like locals.
The Ritz-Carlton Sarasota
Just minutes from Longboat Key, this downtown Sarasota luxury hotel puts you close to cultural attractions and fine dining. The rooftop bar offers spectacular bay views and the spa is world-class.
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Gulf Beach Resort Motel
This old-school beach motel on Lido Key offers no-frills accommodations with direct Gulf access. It's perfect for budget-conscious travelers who prioritize location over luxury amenities.
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