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Longboat Key timeshare rentals and resales

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1 rental available $136/night
Rental availability
2026
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Veranda Beach Club

Longboat Key, Florida
No rentals available
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Four Winds Beach Resort

Longboat Key, Florida
No rentals available
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No resales available
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Little Gull Cottages

Longboat Key, Florida
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No resales available
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Longboat Bay Club

Longboat Key, Florida
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No resales available
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White Sands of Longboat

Longboat Key, Florida
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No resales available
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Why Choose a Timeshare in Longboat Key?

A Longboat Key timeshare offers a peaceful, upscale escape along Florida’s Gulf Coast—perfect for travelers looking to unwind on uncrowded beaches with a touch of luxury. Nestled between Sarasota Bay and the Gulf of Mexico, Longboat Key vacation rentals provide a serene setting, world-class amenities, and stunning beachfront views. Whether you're seeking a romantic getaway, a quiet family retreat, or extended seasonal stay, Longboat Key timeshares deliver comfort, convenience, and natural beauty in one unforgettable package.

About Longboat Key, Florida

Located just north of Sarasota, Longboat Key is a barrier island known for its elegant resorts, white-sand beaches, and laid-back sophistication. Unlike the bustling beach towns nearby, Longboat Key offers a more refined atmosphere with golf courses, luxury spas, and fine dining, alongside breathtaking sunsets and tranquil shorelines.

Visitors can enjoy boating, paddleboarding, or shelling during the day, then dine at waterfront restaurants or explore nearby St. Armands Circle by night. Longboat Key vacation rentals' beachfront options give you direct access to the Gulf, with the gentle sounds of the ocean right outside your door.

Benefits of Booking a Longboat Key Timeshare Through RedWeek:

  • Save up to 50% compared to hotel or resort retail rates
  • Browse verified owner listings with secure booking options
  • Enjoy condo-style units with full kitchens, private balconies, and beachfront access
  • Stay at top Longboat Key timeshare resorts with pools, tennis courts, and coastal views
  • Discover exclusive deals on Longboat Key vacation rentals with flexible check-in dates

Top Timeshare Resorts in Longboat Key

Longboat Key timeshare resorts combine the charm of a small coastal town with the perks of full-service accommodations. Popular resorts include: Veranda Beach Club – Situated directly on the Gulf of Mexico, Veranda Beach Club is a premier Longboat Key timeshare resort offering beachfront access, spacious accommodations, and sweeping ocean views. Each unit includes a full kitchen, private balcony, and comfortable living spaces. Guests enjoy a heated pool, tennis courts, and direct access to Longboat Key’s pristine white-sand beaches—perfect for a quiet and luxurious Florida getaway. Longboat Bay Club – This quiet retreat sits along Sarasota Bay and features two-bedroom villas with oversized balconies, a heated pool, tennis courts, and a private dock. It's ideal for travelers who want a peaceful setting with water access on both sides of the island. Little Gull Cottages – A charming beachfront property featuring one- and two-bedroom cottages, each with a full kitchen and private outdoor space. Guests enjoy direct beach access and a cozy, home-away-from-home experience. Each of these Longboat Key vacation rentals offers comfort, privacy, and incredible proximity to the beach and bay.

Best Times to Visit and Book a Longboat Key Vacation Rental

Longboat Key is a year-round destination, but timing your visit can enhance both value and experience:

  • December – April: Peak season with ideal beach weather and high demand—book early for best availability
  • May – August: Warm summer days and great deals on Longboat Key vacation rentals, beachfront
  • September – November: Fewer crowds and lower rates, perfect for peaceful off-season getaways
  • Holiday Weeks: Popular times like Thanksgiving, Christmas, and spring break fill quickly—reserve your Longboat Key timeshare in advance

RedWeek also offers last-minute listings, making it easy to plan spontaneous escapes to Florida’s Gulf Coast.

Explore More Gulf Coast Florida Timeshare Destinations

Looking to explore more of Florida’s west coast? RedWeek also features premium vacation rentals in nearby destinations such as:

  • Sarasota – Cultural charm and sugar-sand beaches
  • Siesta Key – Known for its powder-white quartz sand and lively beach town vibe
  • Naples – Upscale shopping, golf, and tranquil beaches

Wherever your travels take you, RedWeek connects you with secure, owner-direct vacation rentals at top Florida resorts.

Longboat Key Timeshare FAQs

Why choose a Longboat Key timeshare over a hotel?

A Longboat Key timeshare offers more space, privacy, and resort-style amenities than most hotels. You’ll enjoy condo-style units with full kitchens, living areas, and beachfront balconies—perfect for extended stays and family getaways. Many resorts also include pools, tennis courts, and direct access to the beach.

Are there beachfront vacation rentals in Longboat Key?

Yes! Longboat Key vacation rentals beachfront options are among the most popular listings on RedWeek. Resorts like The Resort at Longboat Key Club and Little Gull Cottages offer direct access to the sand and stunning Gulf views right from your balcony or patio.

What amenities do Longboat Key timeshare resorts offer?

Most Longboat Key timeshare resorts feature amenities like heated pools, tennis courts, private beach access, marina docks, and full kitchens in each unit. Many also offer bike rentals, grills, fitness centers, and proximity to golf courses and waterfront dining.

Can I rent a Longboat Key timeshare directly from the owner?

Absolutely. RedWeek connects travelers with verified owner listings, allowing you to book a Longboat Key timeshare securely and often at a fraction of the retail resort rate. This owner-direct model helps you save up to 50% while staying in premium accommodations.

When is the best time to book Longboat Key vacation rentals?

The best time to book depends on your travel style. Peak season runs from December through April, offering sunny skies and perfect beach weather. For better rates and fewer crowds, consider visiting from May through early November. RedWeek also offers last-minute deals for flexible travelers.

Is Longboat Key a good destination for couples or families?

Yes! Longboat Key offers a quieter, upscale alternative to other Gulf Coast beach towns, making it ideal for couples seeking romance and families wanting a peaceful retreat. With calm beaches, nature trails, and spacious vacation rentals, it’s a destination that appeals to a wide range of travelers.

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