Longboat Key vacation rentals
Vacation rentals in Longboat Key — enter your dates to book direct
Top-Rated Vacation Homes in Longboat Key
Browse the highest rated vacation properties in Longboat Key.
Recommended Homes in Longboat Key
Handpicked properties we think you’ll love in Longboat Key.
Why visit Longboat Key
Discover what makes Longboat Key a perfect vacation rental destination.
Pristine Beaches
Long stretches of white sand await you
Visit the stunning Coquina Beach, just 10 miles south, known for its powdery sand and vibrant sunsets. Perfect for sunbathing, picnicking, or simply relaxing.
Lush Mangrove Tunnels
Kayak through natural wonders
Explore the magical mangrove tunnels in the nearby Robinson Preserve, only 15 miles away. Ideal for kayaking, you might spot dolphins and manatees along the way.
Rich Local History
Discover Longboat Key's past
Visit the Longboat Key Historical Society, just minutes away, to learn about the island's intriguing heritage and its early settlers.
Delectable Seafood
Savor fresh, local flavors
Indulge at Chart House, famed for its locally sourced seafood, located just 2 miles from the city center. Don't miss their famous clam chowder.
Where to stay in Longboat Key
The best areas and neighborhoods for your vacation rental in Longboat Key.
Bay Isles
A secure gated community, offering boating access and the Longboat Key Club for golf and tennis enthusiasts.
Country Club Shores
Known for its waterfront properties, this area is perfect for boating and has easy access to Sarasota Bay.
Islandside
Home to the prestigious Longboat Key Golf Club, it offers beautiful beaches and upscale accommodation.
Longbeach Village
A charming historic neighborhood with quaint cottages and a vibrant arts scene. Don't miss the Mar Vista Dockside Restaurant.
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Top attractions in Longboat Key
All within driving distance of Longboat Key vacation rentals.
Coquina Beach
Known for its white sand and turquoise waters, ideal for families. · 10 miles
Robinson Preserve
A beautiful nature reserve offering walking trails and kayaking opportunities. · 15 miles
Mote Marine Laboratory & Aquarium
Discover marine life exhibits just 6 miles away. · 6 miles
Euphemia Haye Restaurant
Celebrated for its unique blend of traditional and contemporary cuisine. · 3 miles
The Ringling Museum
Featuring an extensive art and circus history collection, only 12 miles away. · 12 miles
Longboat Key Golf Club
Offers two exceptional golf courses with stunning views. · 2 miles
Getting to and around Longboat Key
Reaching Longboat Key is easy from Sarasota-Bradenton Intl Airport, with convenient road access and local shuttles.
- SARASOTA-BRADENTON INTERNATIONAL AIRPORT
- Located 12 miles from Longboat Key, offering various domestic flights.
- RENTAL CAR
- Available at Sarasota Airport, providing flexibility to explore the island at your own pace.
- TAXI & RIDESHARE
- Taxis and services like Uber and Lyft are readily available throughout the area.
- BIKE RENTALS
- Rent bikes locally, with dedicated lanes making it easy to explore the scenic beaches.
Frequently asked questions
Quick answers about booking vacation rentals in Longboat Key and what direct booking on Houfy actually means.
What is the best time to visit Longboat Key, Florida?
The best time to visit is from December to May when the weather is dry and pleasant, perfect for outdoor activities.
Are there any pet-friendly rentals in Longboat Key?
Yes, many rentals on Longboat Key welcome pets, but it's best to check with individual property listings for specific policies.
What are the best neighborhoods to stay in Longboat Key?
Bay Isles for luxury, Country Club Shores for boating, and Longbeach Village for cultural experiences are top choices.
How do rental homes compare to hotels in Longboat Key?
Rentals often provide more spacious accommodations and amenities like kitchens, ideal for families or longer stays.
What types of vacation rentals are available in Longboat Key?
Options range from beachfront condos to spacious villas, catering to both budget-conscious travelers and luxury seekers.
Is there a unique local dish I should try?
Don't miss the fresh seafood, especially stone crab claws, a local delicacy often served at area restaurants.
What are the typical rental prices in Longboat Key during peak season?
Rental prices vary widely, ranging from $150 per night for a basic condo to over $1,000 for a luxury beachfront home.
What is Houfy and how does direct booking work?
Houfy is a platform that lets you book vacation rentals directly with the owner, bypassing extra service fees.
Is Houfy safe for booking vacation rentals in Longboat Key Florida?
Yes, Houfy offers secure direct booking, allowing you to pay the listed price directly without service fees.
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