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Longboat Key Vacation Rentals & Gulf Coast Homes

Family-friendly island getaways near Gulf beaches and Sarasota attractions.

1 stay availableCitywide

About Longboat Key

Guest reviews for Longboat Key: 5.0 average from 27 reviews across 1 stay
Discover Longboat Key vacation rentals along Florida’s beautiful Gulf Coast, offering beach homes, condos, and family-friendly accommodations near the island’s white-sand beaches. Enjoy swimming, boating, fishing, waterfront dining, and spectacular Gulf sunsets, with convenient access to Sarasota, Anna Maria Island, and popular coastal attractions.

Overview

Discover Longboat Key vacation rentals along Florida’s beautiful Gulf Coast, offering beach homes, condos, and family-friendly accommodations near the island’s white-sand beaches. Enjoy swimming, boating, fishing, waterfront dining, and spectacular Gulf sunsets, with convenient access to Sarasota, Anna Maria Island, and popular coastal attractions.

Things to do in Longboat Key

Top experiences and activities around Longboat Key.

  • Relax on Longboat Key Beaches

    Enjoy soft white sand, swimming, shelling, peaceful Gulf waters, and beautiful Florida sunsets.

  • Go Boating & Kayaking

    Explore Sarasota Bay and the surrounding waterways by boat, kayak, or paddleboard while enjoying coastal scenery and wildlife.

  • Explore St. Armands Circle

    Visit nearby Sarasota for boutique shopping, restaurants, cafés, galleries, and a lively atmosphere close to Longboat Key.

Nearby attractions in Longboat Key

Landmarks and day trips close to Longboat Key.

Show nearby attractions
  • St. Armands Circle

    Popular Sarasota destination for boutique shopping, restaurants, cafés, galleries, and entertainment.

  • Mote Marine Laboratory & Aquarium

    Family-friendly attraction where visitors can discover marine life, ocean research, and conservation exhibits.

  • Coquina Beach

    Beautiful Gulf Coast beach on nearby Anna Maria Island with soft sand, swimming, picnic areas, and scenic coastal views.

  • The John and Mable Ringling Museum of Art

    Renowned Sarasota attraction featuring art collections, historic architecture, gardens, and the legacy of the Ringling family.

Popular destinations near Longboat Key

Popular places to base yourself near Longboat Key.

Explore around Longboat Key

Hand-picked destinations and regions worth considering near Longboat Key.

Best time to visit Longboat Key

When to plan your stay in Longboat Key.

The best time to visit Longboat Key is from November through April, when comfortable temperatures are ideal for Gulf Coast beaches, boating, fishing, cycling, and outdoor dining. Spring and fall are also great for travelers looking for warm weather and a quieter Florida island getaway.
Local travel tips for Longboat Key

Practical advice for your trip to Longboat Key.

  • Use a car or bike to explore the island

    Longboat Key stretches for several miles, so having a car or bicycle makes it easier to reach beaches, restaurants, Sarasota, and Anna Maria Island.

  • Plan beach time around sunset

    Longboat Key’s Gulf-facing beaches are especially beautiful in the late afternoon. Arrive early, enjoy the beach, and stay for a memorable Florida Gulf Coast sunset.

Frequently asked questions

Common questions about Longboat Key.

What types of vacation rentals are available in Longboat Key?

Longboat Key offers beachfront condos, beach homes, vacation homes, villas, and waterfront rentals for couples, families, and groups.

Are there beachfront vacation rentals in Longboat Key?

Yes. Many Longboat Key vacation rentals are located on or near the Gulf of Mexico, offering convenient beach access and beautiful Gulf views.

Is Longboat Key good for families?

Yes. Families can enjoy quiet beaches, swimming, biking, boating, fishing, nature activities, and easy access to nearby Sarasota attractions.

What can I do near Longboat Key vacation rentals?

Popular activities include relaxing on Gulf beaches, boating, fishing, kayaking, cycling, waterfront dining, and exploring nearby Sarasota and Anna Maria Island.

Can I book Longboat Key vacation rentals by owner?

Yes. Find Vacation Home Rentals features Longboat Key vacation rentals where travelers can connect directly with owners or hosts for their Florida Gulf Coast getaway.

Find Longboat Key vacation rentals by owner for a relaxing Florida Gulf Coast getaway. Choose from beach homes, condos, and family-friendly rentals near Gulf beaches, boating, waterfront dining, Sarasota, and popular island attractions.