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Discover Your Perfect Florida Cottage Rentals

Florida Cottage Rentals

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10.0 (192 Reviews)
Cottage
The Inn On Siesta Key
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
10.0 (9 Reviews)
House
The Teal Cottage
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
More Top-Rated Cottage Rentals in Florida Area

Why Choose Rent By Owner for your Florida Cottage Rentals?

What makes our Cottage Rentals 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 Florida

When should you plan your Cottage Rentals stay?

To make the most of your stay in this destination, consider visiting during the shoulder seasons when the weather is pleasant and attractions are less crowded, ensuring a comfortable and enjoyable experience in the area.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you can enjoy warm weather and sunny days, making it an ideal time to explore the area’s outdoor activities and relax in your cozy cottage.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
Spring (March to May)

Spring boasts pleasant temperatures and blooming landscapes, perfect for experiencing the region's natural beauty while staying comfortably in your cottage.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

While summer brings higher temperatures and humidity, it also offers affordable rates and fewer crowds, allowing for a relaxed vacation experience here.

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

In fall, the region experiences milder weather and fewer visitors, making it a peaceful time to enjoy your stay in a comfortable cottage with scenic surroundings.

Average Temperature Daytime: 78°F - Nighttime: 65°F

Weekly Weather Forecast for Florida

How to Book Your Florida Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. 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 Florida

More Top-Rated Cottage Rentals in Florida Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals 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

  • Enjoy your stay with access to private or shared outdoor pools, perfect for relaxing under the sun.
  • Make the most of landscaped gardens or lush yard spaces that offer a peaceful retreat in the region.
  • Benefit from outdoor grilling stations or barbecue areas to host memorable cookouts with family and friends.
  • Relax on spacious patios or decks that provide stunning views of the surrounding scenery.
  • Take advantage of nearby beaches or waterfront access for swimming, kayaking, or paddleboarding adventures.
  • Utilize outdoor recreational facilities such as tennis courts, volleyball nets, or playgrounds if available.
  • Parking options like driveways or designated outdoor parking spaces add convenience to your vacation experience.

Top Attractions Around Florida

What attractions are nearby?

Within this vibrant region, you can enjoy a variety of outdoor activities, explore scenic parks, and experience local cultural attractions, making it an ideal destination for those seeking a memorable getaway in Florida.

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Family Activities

  • Visit the Orlando theme parks: Experience the magic of world-famous attractions and entertainment tailored for families in this vibrant area.
  • Explore the Florida Everglades: Discover an unforgettable adventure through wildlife tours and airboat rides that showcase the region’s unique ecosystem.
  • Enjoy beach days at Clearwater Beach: Relax on soft, white sands and build sandcastles while soaking up the sunshine along this popular coastal destination.
  • Discover the Kennedy Space Center: Inspire young astronauts with interactive exhibits and guided tours at the launch site just a short drive away.
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Adult Activities

  • Sunset Cruises: Enjoy an unforgettable evening aboard a boat as you witness the stunning sunsets over the waters surrounding this popular Florida destination.
  • Gulf Coast Beaches: Spend your days relaxing or engaging in water sports along the pristine beaches known for their soft sands and clear, warm waters.
  • Wildlife Viewing Tours: Explore the area's rich biodiversity on guided tours that showcase local wildlife, including dolphins, manatees, and diverse bird species.
  • Ecosystem Exploration: Discover the natural beauty through eco-tours that highlight the unique landscapes and conservation efforts in this region of Florida.

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Florida Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Booking your Florida cottages early ensures you secure the best options and availability for your preferred travel dates.
  • Explore Local Cuisine: Take the opportunity to indulge in regional specialties that highlight the vibrant flavors unique to this lively destination.
  • Discover Natural Beauty: Make time to visit nearby beaches, parks, or nature reserves to experience the region’s stunning landscapes firsthand.
  • Embrace the Culture: Engage with local events or festivals happening during your stay to deepen your connection with the area's rich heritage.

Transportation Options

  • Rental Car Services: Operating extensively throughout the area, rental car providers give you the flexibility to explore Florida at your own pace while staying close to your chosen cottages.
  • Public Transit Systems: Buses and regional transit options connect key locations, offering an affordable way to navigate the region without the need for private transportation.
  • Shuttle Services: Many hotels and resorts offer shuttle services that provide convenient access to popular destinations and local attractions in this destination.
  • Taxi and Ride-Sharing: Taxis and ride-sharing apps present a quick and reliable transportation choice for short trips around here, ensuring you reach your cottage comfortably and on time.

Local Customs Options

  • Southern Hospitality: You’ll often experience a warm welcome and friendly demeanor that characterizes the region’s emphasis on hospitality and community spirit at local gatherings and in everyday interactions.
  • Respect for Nature: Be mindful of the area's outdoor customs, such as preserving wildlife habitats and keeping beaches clean, which are central to the region’s appreciation for its natural beauty.
  • Celebration of Festivals: Participating in regional festivals and events reflects the local culture's vibrant traditions, showcasing music, food, and art that celebrate this destination’s unique identity.
  • Casual Attire and Pace: Dress comfortably and adopt a relaxed attitude, as the area is known for its laid-back lifestyle that encourages unwinding and enjoying the easy-going atmosphere.

Florida Cottage Rentals Frequently Asked Questions

1. What are the top Cottages in Florida?

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

2. How many Cottages are available in Florida?

Currently, the total number of properties listed by RBO in 2026 is over 6347 in the Florida area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Florida. 

3. What is the cancellation policy for cottages in this region?

The cancellation policies vary depending on the listing. It is recommended to review the specific cottage's cancellation terms on its page or contact the owner directly for detailed information.

4. Are there any additional fees I should be aware of when booking a cottage?

Additional fees such as cleaning, service charges, or security deposits may apply. These details are typically listed in the property description or can be confirmed by contacting the owner.

5. What amenities are typically included with cottages here?

Most cottages come equipped with essential amenities like Wi-Fi, kitchen facilities, and parking. To ensure your needs are met, check the individual listing for a detailed list of included features.

6. How do I know if the cottage is suitable for my group size?

Cottages specify maximum occupancy and sleeping arrangements in their descriptions. Review these details carefully and reach out to the owner if you have specific requirements.

7. Is there a check-in and check-out process I should be aware of?

Check-in and check-out procedures are outlined in each listing. Contact the property owner for any special instructions or questions related to your arrival and departure times.

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More Top-Rated Cottage Rentals in Florida Area