1. USA
  2. Florida
  3. Fort Myers
  4. Seaside
  5. Rentals by Owner

Discover Your Perfect Seaside Rentals by Owner

Seaside Rentals by Owner

More Top-Rated Rentals by Owner in Seaside Area

Why Choose Rent By Owner for your Seaside 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.

Best Times to Visit Seaside

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation in this coastal area ensures you enjoy optimal weather, fewer crowds, and the best opportunities to experience all that Estero has to offer when booking your rental by owner through Rent By Owner.

Peak Season Highlights

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Winter (December to February)

During the winter months, this destination experiences its peak visitor influx as travelers seek warm weather and sunny beaches.

Average Temperature Daytime: 75°F - Nighttime: 60°F
spring
Spring (March to May)

Spring attracts many visitors eager to enjoy outdoor activities and the picturesque scenery, making it one of the best times to visit here.

Average Temperature Daytime: 80°F - Nighttime: 65°F

Off-Season Highlights

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Summer (June to August)

In the summer, the area experiences a slight slowdown as some travelers avoid the hotter and more humid weather, creating opportunities for quieter stays.

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

Autumn sees fewer visitors, offering a more relaxed atmosphere while still enjoying pleasant weather before the winter rush begins.

Average Temperature Daytime: 78°F - Nighttime: 62°F

Weekly Weather Forecast for Seaside

How to Book Your Seaside 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 Seaside

More Top-Rated Rentals by Owner in Seaside 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

  • Access to outdoor swimming pools for relaxing and cooling off in the warm Florida sun.
  • Convenient on-site parking areas designed for ease of arrival and departure.
  • Beautifully maintained landscaped gardens and green spaces to enjoy peaceful outdoor moments.
  • Private outdoor patios or balconies ideal for dining or unwinding outdoors.
  • Community barbecue grills available for outdoor cooking with family and friends.
  • Direct access to nearby beaches or waterfront areas perfect for daytime excursions.
  • Outdoor recreational amenities such as tennis courts or walking paths to stay active during your stay.

Top Attractions Around Seaside

What attractions are nearby?

Discover a variety of nearby activities in this vibrant area, from relaxing on sandy beaches to exploring local parks and enjoying water-based recreation, all perfect for creating memorable experiences during your stay.

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Family Activities

  • Sunset Lagoon Park: Enjoy a relaxed day with scenic picnics and playground activities, perfect for families seeking outdoor fun in the area.
  • Estero Bay Preserve State Park: Discover nature through educational programs and gentle hiking trails that make exploring here ideal for young adventurers.
  • The Estero Community Recreation Center: Participate in family-friendly classes and sports facilities designed to keep everyone active during your stay.
  • Local Beaches: Spend quality time building sandcastles and swimming at the pristine beaches along this destination’s coastline, perfect for all ages.
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Adult Activities

  • Golfing in Estero: Enjoy a round of golf at one of the region’s premier courses, offering stunning views and challenging play suited for all skill levels.
  • Spa and Wellness Retreats: Unwind with luxurious spa treatments designed to provide relaxation and rejuvenation, perfect after exploring the nearby beaches and natural parks.
  • Fine Dining Experiences: Indulge in gourmet cuisine at local restaurants renowned for their fresh seafood and regional flavors, providing a taste of this destination’s culinary scene.
  • Water Sports Adventures: Take advantage of the calm waters to engage in kayaking, paddleboarding, or jet skiing, making the most of the area's pristine coastal environment.

Seaside Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local beaches: Take advantage of the pristine shores to relax, swim, or enjoy water activities that highlight the natural beauty of this coastal area.
  • Book early for popular rentals: Secure your ideal vacation home by planning ahead, especially during peak seasons when demand in this region is at its highest.
  • Discover nearby dining options: Sample the regional flavors by visiting locally recommended restaurants close to your rental, enhancing your overall stay experience.
  • Plan outdoor excursions: Make the most of the area's pleasant climate by exploring parks, nature trails, or boat tours that showcase the region’s scenic landscapes.

Transportation Options

  • Personal Vehicle Rentals: You can choose to rent a car for flexibility when exploring the area or getting to nearby attractions from your Seaside rental.
  • Shared Shuttle Services: Shared shuttles provide an economical way to travel between here and local airports or popular destinations in the region.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available, offering convenient transportation within this destination and surrounding neighborhoods.
  • Public Transit: Local bus routes serve the area effectively, helping you navigate Seaside and access key points of interest without the need for personal transportation.

Local Customs Options

  • Respect for Local Conservation Efforts: You’ll notice a strong emphasis on environmental preservation, with residents and visitors alike encouraged to minimize their impact when enjoying the area's natural beauty.
  • Beach Etiquette: Maintaining quietness and cleanliness at the beaches in this region is highly valued, ensuring everyone can relax and enjoy the coastal environment responsibly.
  • Community Involvement: Participating in local events and supporting small businesses is appreciated, fostering a welcoming atmosphere that enhances your stay in this scenic destination.
  • Respect for Cultural Heritage: Throughout your visit, you'll find that honoring local traditions and customs plays a key role in the community’s identity and hospitality practices.

Frequently Asked Questions About Seaside Rentals by Owner

1. What are the top vacation rentals in Seaside?

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

2. How many Rentbyowner vacation rentals are available in Seaside?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 274 in the Seaside 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 Seaside. 

3. What is the cancellation policy for rentals by owner in this area?

Cancellation policies vary by property, so it's important to review the specific rental listing details or contact the owner directly for their terms before booking.

4. How do I confirm my reservation with a rental owner here?

Reservations are typically confirmed through the booking platform once you complete the payment process. For additional confirmation or special requests, reach out directly to the property owner.

5. Are there any extra fees I should be aware of when booking a rental by owner in this region?

Additional fees such as cleaning, service charges, or taxes may apply. These will be detailed on the listing page, but contacting the owner can provide clarification on any extra costs.

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

Property amenities vary, but most rentals include essentials like Wi-Fi, kitchen facilities, and linens. Check each listing for specific features or ask the owner directly for details.

7. Is it possible to make changes or request special accommodations after booking?

Requests for modifications or special arrangements depend on the individual owner’s policies. Contact the host as soon as possible to discuss any special needs or adjustments.

More Rentals You May Like Near Seaside

More Top-Rated Rentals by Owner in Seaside Area