Discover Your Perfect Windsor Park Accommodations

Windsor Park Accommodations

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10.0 (2 Reviews)
House
1000 Oaks Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Accommodations in Windsor Park Area

Why Choose Rent By Owner for your Windsor Park Accommodations?

What makes our Accommodations 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 Windsor Park Accommodations

Where are the best neighborhoods to stay in Windsor Park?

Staying in the Windsor Park neighborhood offers you a peaceful and family-friendly environment close to the beautiful beaches of Clearwater. This area provides convenient access to local parks and amenities, making it an ideal base for exploring the vibrant culture and scenic landscapes of Florida. Whether you're seeking relaxation or adventure, Windsor Park ensures a comfortable and reliable stay in one of the most desirable areas of Clearwater.

Windsor Woods

Located within the vibrant area of Clearwater, Windsor Woods offers a peaceful retreat with easy access to the region's beautiful beaches and local attractions. Here, you can find reliable accommodations that provide comfort and convenience for your stay in this welcoming destination.

View 1234+ Rentals in Windsor Woods

Best Times to Visit Windsor Park

When should you plan your Accommodations stay?

To make the most of your stay in this destination, consider visiting during the shoulder seasons when the area experiences pleasant weather and fewer crowds, ensuring a more relaxed and enjoyable vacation experience here in Windsor Park, Clearwater, Florida.

Peak Season Highlights

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Spring (March to May)

During spring, the region experiences warm weather with pleasant temperatures, making it an ideal time for outdoor activities and exploring local sights.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: around 60°F to 70°F
summer
Summer (June to August)

The summer months bring hot and humid conditions, attracting visitors looking to enjoy the sunny beaches and water-based recreation in the area.

Average Temperature Daytime: around 85°F to 90°F - Nighttime: around 70°F to 75°F

Off-Season Highlights

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Fall (September to November)

In fall, the temperatures cool down slightly, offering a quieter atmosphere for those seeking a more relaxed visit to the area.

Average Temperature Daytime: around 70°F to 80°F - Nighttime: around 55°F to 65°F
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Winter (December to February)

Winters are mild, with lower visitor numbers providing a peaceful setting for exploring without the summer crowds.

Average Temperature Daytime: around 60°F to 70°F - Nighttime: around 45°F to 55°F

Weekly Weather Forecast for Windsor Park

How to Book Your Windsor Park Accommodations

What's our booking process?

Our platform allows you to browse a curated selection of accommodations. 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 Windsor Park

More Top-Rated Accommodations in Windsor Park Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations 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 a private outdoor pool to relax and unwind in the warm Florida sun.
  • Take advantage of a spacious patio area perfect for outdoor dining and gatherings.
  • Benefit from lush landscaped gardens that enhance your outdoor experience.
  • Make use of a fully equipped barbecue grill for delicious cookouts.
  • Relax in an inviting outdoor lounge area designed for comfort and socializing.
  • Explore scenic walking or biking paths nearby that showcase the area's natural beauty.
  • Utilize covered parking spaces to keep your vehicle protected during your stay.

Top Attractions Around Windsor Park

What attractions are nearby?

While staying in Windsor Park, Clearwater, Florida, USA, you can enjoy a variety of nearby activities, including relaxing on beautiful beaches, exploring scenic parks, and discovering local dining options-all easily accessible from this destination.

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Family Activities

  • Clearwater Marine Aquarium Discover marine life and enjoy interactive exhibits that captivate children and adults alike in this family-friendly attraction.
  • Beach Day at Clearwater Beach Relax and build sandcastles while soaking up the sun on one of the most beautiful beaches near Windsor Park.
  • Captain Memo’s Pirate Cruise Embark on an entertaining pirate adventure suitable for all ages, offering a fun-filled experience on the waters of the region.
  • Local Parks and Playgrounds Spend quality time outdoors at nearby parks featuring playgrounds, picnic areas, and scenic walking trails ideal for family outings.
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Adult Activities

  • Windsor Park Golf Course: Enjoy a relaxing day on the beautifully maintained fairways, perfect for golf enthusiasts seeking leisure in the area.
  • Clearwater Beach Walks: Stroll along the scenic shoreline of the region’s renowned beach, ideal for unwinding and taking in stunning sunsets.
  • Marine Aquarium Exploration: Discover local marine life at the nearby aquariums, offering an engaging experience for adult visitors interested in oceanic ecosystems.
  • Sunset Cruises: Embark on a guided cruise to witness breathtaking views of the sunset over the waters surrounding this destination, creating memorable moments during your stay.

Windsor Park Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Early: Book popular accommodations in this area well in advance to ensure availability during peak seasons in Windsor Park, Clearwater.
  • Explore Local Beaches: Take advantage of the proximity to stunning beaches, and consider rentals close to the shoreline for easy access to Florida's beautiful coastlines.
  • Utilize Nearby Amenities: Choose properties with features like pools or outdoor spaces to maximize your relaxation while enjoying the region’s favorable climate.
  • Gain Local Insights: Connect with hosts or local guides to discover hidden gems and insider tips that enhance your experience here.

Transportation Options

  • Windsor Park Trolley Service: This convenient service provides easy access to key attractions and local hotspots within the area, making it simple for you to explore without the need for a car.
  • Public Buses: The regional bus system offers affordable transportation options around Clearwater, connecting you to nearby destinations and essential services with ease.
  • Rental Cars: Several local rental agencies operate in the region, giving you the flexibility to navigate Windsor Park and its surroundings at your own pace.
  • Taxi and Ride-Sharing Services: Reliable taxi companies and ride-sharing options are readily available here, providing quick and hassle-free transfers during your stay.

Local Customs Options

  • Greeting Etiquette: Visitors often observe a friendly and informal greeting style, with locals welcoming newcomers with warm smiles and casual conversations.
  • Respect for Nature: The area values its natural environment highly, so it’s common to see residents practicing eco-friendly habits such as recycling and conserving water.
  • Community Events: Participating in local gatherings or outdoor festivals is a cherished custom that fosters a sense of belonging among residents and visitors alike.
  • Dining Traditions: Sharing meals at family or community gatherings emphasizes the importance of hospitality and togetherness here in this coastal region.

Frequently Asked Questions about Windsor Park Accommodations

1. What are the top Accommodations in Windsor Park?

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

2. How many Accommodations are available in Windsor Park?

Currently, the total number of properties listed by RBO in 2026 is over 1042 in the Windsor Park area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Windsor Park. 

3. What is the cancellation policy for stays in this area?

Cancellation policies vary depending on the property listing. It is recommended to review the specific cancellation terms outlined in each property listing or contact the host directly for detailed information.

4. Are there any restrictions on booking during peak travel seasons?

Booking availability may be limited during popular travel times. Check the property's availability calendar and contact the host if you have specific dates in mind to ensure your stay can be accommodated.

5. What amenities are typically included in accommodations here?

Amenities can differ between properties, so it’s best to review each listing carefully. Common features include Wi-Fi, parking, kitchen facilities, and access to shared recreational areas.

6. How do I find the best accommodations that suit my needs?

Use the search filters and read property descriptions thoroughly to find options that match your preferences. If needed, reach out directly to hosts for additional details before booking.

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

Check-in and check-out procedures are detailed in each property listing. Contact the host if you require special arrangements or have questions about the process.

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More Top-Rated Accommodations in Windsor Park Area