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  3. Sarasota
  4. Longboat Key
  5. Rentals by Owner

Discover Your Perfect Longboat Key Rentals by Owner

Longboat Key Rentals by Owner

More Top-Rated Rentals by Owner in Longboat Key Area

Why Choose Rent By Owner for your Longboat Key vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Longboat Key Rentals by Owner

Where are the best neighborhoods to stay in Longboat Key?

When choosing where to stay in Longboat Key, Florida, you’ll find a variety of neighborhoods that cater to different preferences and lifestyles. Whether you're looking for a tranquil retreat along the Gulf Coast or a lively area close to local amenities, this charming barrier island offers options suited to your needs. Each neighborhood provides unique access to beautiful beaches and scenic views, making it easy to enjoy a relaxing getaway. By booking a rental by owner through Rent By Owner, you can experience the comfort and convenience of staying in a neighborhood that truly enhances your Longboat Key visit.

Longbeach Village

In this charming neighborhood, you'll find a peaceful retreat with easy access to pristine beaches and local amenities, making it an ideal spot for a relaxing getaway. The area offers a variety of rental options by owner that provide comfort and convenience in a scenic setting.

View 24+ Rentals in Longbeach Village

Bay Isles

Here, the region's upscale atmosphere combines with waterfront views, offering a luxurious experience for visitors seeking high-end vacation rentals by owner. This neighborhood provides a perfect balance of serenity and sophistication in a desirable part of the area.

View 776+ Rentals in Bay Isles

Best Times to Visit Longboat Key

When should you plan your Rentals by Owner stay?

Timing your vacation in this beautiful area can enhance your experience, so consider visiting during the shoulder seasons when the weather is pleasant and rental prices are typically more affordable, ensuring you enjoy a memorable stay in Longboat Key, Florida.

Peak Season Highlights

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Spring (March to May)

During spring, you can enjoy ideal weather conditions perfect for relaxing and outdoor activities, making it a popular time to visit this coastal destination.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
winter
Winter (December to February)

The winter months attract visitors seeking mild temperatures and sunny days, offering a serene atmosphere for beachfront stays in this region.

Average Temperature Daytime: 68°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

In summer, the area experiences hotter and more humid days, which might be ideal for those looking to enjoy water activities and fewer crowds.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 70°F to 75°F
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Fall (September to November)

Autumn sees a dip in visitor numbers as temperatures start to cool; however, the region remains warm enough for outdoor pursuits and enjoying the beaches.

Average Temperature Daytime: 78°F to 83°F - Nighttime: 60°F to 68°F

Weekly Weather Forecast for Longboat Key

How to Book Your Longboat Key vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Longboat Key

More Top-Rated Rentals by Owner in Longboat Key Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Private outdoor swimming pools for relaxing under the sun
  • Beach access with sun loungers and umbrellas for easy seaside enjoyment
  • Outdoor grilling areas or barbecue setups for al fresco dining
  • Patio or veranda spaces to unwind and watch the sunset over the water
  • Lush landscaped gardens or yards ideal for outdoor activities and gatherings
  • Covered verandas or porches to enjoy the fresh air in comfort
  • Waterfront decks or balconies offering scenic views of the surrounding waters

Top Attractions Around Longboat Key

What attractions are nearby?

Here, you can enjoy a variety of outdoor activities such as relaxing on pristine beaches, exploring scenic nature trails, or engaging in water sports like kayaking and paddleboarding, making it an ideal destination for those seeking both adventure and tranquility near your rental by owner.

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Family Activities

  • Beach Exploration and Sandcastle Building: Spend quality time on the pristine shores where you can enjoy swimming, beachcombing, and creating memorable sandcastles together.
  • Sunset Dolphin Watching Tours: Embark on a family-friendly cruise to spot playful dolphins and witness breathtaking sunsets that highlight the natural beauty of the area.
  • Kayaking and Canoeing Adventures: Discover calm waters and scenic waterways at your own pace while paddling through the region’s tranquil mangroves and coastal habitats.
  • Local Nature Reserves and Parks: Explore protected areas offering easy trails and educational opportunities for children to learn about the local flora and fauna.
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Adult Activities

  • Sunset Cruises: Experience the stunning Gulf sunsets on a leisurely cruise, offering breathtaking views and a peaceful escape from daily routines.
  • Golfing at Championship Courses: Play a round at world-class golf courses nestled along the coast, perfect for improving your swing amidst scenic ocean vistas.
  • Beach Relaxation and Sunbathing: Unwind on pristine sandy beaches where you can soak up the sun and enjoy the soothing sounds of the waves.
  • Dining at Waterfront Restaurants: Savor fresh seafood and local cuisine at waterfront eateries that showcase the area’s culinary delights with stunning water views.

Other Places to Stay in Longboat Key, FL

Jewfish Key
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Beer Can Island
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Quick Point Nature Reserve
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Cannons Marina
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Harborside Golf Course at Longboat Key Club
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Islandside Golf Course at Longboat Key Club
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Bay Isles
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Longboat Key Beaches
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Longbeach Village
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Longboat Key Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take some time to research local beaches and outdoor spots to maximize your relaxation and adventure here in the region.
  • Select a Rental Close to Key Attractions: Choosing accommodation near popular sites ensures you spend less time commuting and more time enjoying your stay.
  • Explore Local Dining Options: Savor the regional flavors at nearby eateries or prepare fresh meals in your rental to experience the area's culinary scene authentically.
  • Pack Appropriately for the Climate: Bring suitable attire for the warm, sunny weather that is typical during your visit to this destination's coastal environment.

Transportation Options

  • Car Rentals: Convenient car rental services are available nearby, offering the flexibility to explore Longboat Key and its surrounding attractions at your own pace.
  • Shuttle Services: Local shuttle options provide reliable transportation between accommodations and popular destinations along the coast, making city travel seamless.
  • Public Transit: Bus routes serve the region efficiently, enabling you to navigate Longboat Key without the need for a private vehicle.
  • Taxi and Rideshare: Taxis and rideshare apps like Uber and Lyft operate here, providing quick and easy door-to-door transportation throughout the area.

Local Customs Options

  • Respect for Local Beaches: You should adhere to the area's guidelines for beach conduct, including designated swimming zones and proper disposal of trash, to maintain the pristine coastal environment.
  • Greeting Etiquette: Friendly nods or waves are customary when passing locals, reflecting the welcoming spirit of this southern Gulf Coast destination.
  • Dining Customs: Tipping generously at waterfront restaurants and seafood shacks demonstrates appreciation for the region’s hospitality and quality cuisine.
  • Environmental Respect: Participating in eco-friendly practices, such as avoiding disturbance to wildlife and conserving resources, aligns with the community’s commitment to preserving its natural beauty.

Frequently Asked Questions About Longboat Key Rentals by Owner

1. What are the top vacation rentals in Longboat Key?

There are a lot of options in Longboat Key. If you plan on staying in the Longboat Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Longboat Key:

2. How many Rentbyowner vacation rentals are available in Longboat Key?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 200 in the Longboat Key area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Longboat Key. 

3. What is the cancellation policy for a rental by owner in Longboat Key?

The cancellation policy varies depending on the individual listing. You should review the specific terms outlined in the rental listing or contact the owner directly to understand the conditions and any potential fees associated with canceling your reservation.

4. How do I secure my booking with a rental owner in the area?

Booking typically involves submitting a reservation request through the platform, followed by the owner’s approval. Some listings may require a deposit or full payment upfront. Always confirm the booking details and payment terms listed on the property page or discussed directly with the owner.

5. Are there any house rules I should know before staying in a rental by owner here?

Each property may have its own set of house rules, which are usually provided in the listing or shared upon booking confirmation. It’s important to review these rules to ensure your stay complies with the owner’s guidelines and local regulations.

6. What amenities are commonly included in rentals by owner in this destination?

Most rentals by owner in the area offer amenities such as fully equipped kitchens, access to outdoor spaces, Wi-Fi, and parking. To find out about specific amenities available for your chosen property, check the detailed listing description or contact the owner directly.

7. How can I get assistance if I encounter issues during my stay in a rental by owner?

Support is typically available through the booking platform or directly from the property owner. For urgent matters, look for contact information provided in your reservation details, and the platform’s customer service team can assist with concerns related to your booking or stay.

More Rentals You May Like Near Longboat Key

More Top-Rated Rentals by Owner in Longboat Key Area