Discover Your Perfect Windsor Park Rentals by Owner

Windsor Park Rentals by Owner

More Top-Rated Rentals by Owner in Windsor Park Area

Why Choose Rent By Owner for your Windsor Park 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 Windsor Park Rentals by Owner

Where are the best neighborhoods to stay in Windsor Park?

Discover the perfect neighborhood to stay in when visiting Windsor Park, Clearwater, Florida. This charming area offers a variety of rental options that provide easy access to the local attractions and natural beauty of Clearwater. Whether you're seeking a peaceful retreat or a convenient spot close to amenities, Windsor Park's welcoming community and scenic surroundings make it an ideal choice for your next getaway. Booking through Rent By Owner ensures you find trustworthy and reliable vacation rentals, enabling a seamless experience during your stay in this desirable Florida location.

Windsor Woods

In Windsor Woods, you’ll find a peaceful neighborhood that offers convenient access to local amenities and beautiful natural surroundings. This area provides an ideal setting for a relaxing stay while exploring the broader Clearwater region.

View 1117+ Rentals in Windsor Woods

Best Times to Visit Windsor Park

When should you plan your Rentals by Owner stay?

Timing your vacation in this vibrant area can enhance your experience, so consider visiting during the region's milder seasons to enjoy optimal weather and availability when booking your rental by owner.

Peak Season Highlights

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Spring (March to May)

During the spring months, you can enjoy warm daytime temperatures and pleasant evenings, making it an ideal time to explore this coastal area comfortably.

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

The peak summer season offers hot days perfect for beach activities, with longer daylight hours that allow for full-day enjoyment of what the region has to offer.

Average Temperature Daytime: 88°F - 92°F - Nighttime: 74°F - 78°F

Off-Season Highlights

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Fall (September to November)

In the fall, the area experiences slightly cooler weather and less crowded attractions, providing a more relaxed vacation experience.

Average Temperature Daytime: 78°F - 84°F - Nighttime: 62°F - 68°F
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Winter (December to February)

During winter, the region sees milder temperatures and fewer visitors, making it a peaceful time for quiet stays.

Average Temperature Daytime: 65°F - 72°F - Nighttime: 52°F - 58°F

Weekly Weather Forecast for Windsor Park

How to Book Your Windsor Park 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 Windsor Park

More Top-Rated Rentals by Owner in Windsor Park 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

  • Enjoy a private outdoor swimming pool to relax and unwind during your stay.
  • Take advantage of well-maintained outdoor lounge areas perfect for sunbathing and socializing.
  • Utilize spacious patios or decks for outdoor dining and family gatherings.
  • Make use of lush landscaped yards and greenery that enhance the outdoor experience.
  • Benefit from secure fencing around the property, ideal for families with children or pets.
  • Explore nearby walking paths or scenic garden areas often available in vacation rentals here.
  • Relish outdoor grilling facilities, perfect for enjoying Florida’s pleasant weather with friends and family.

Top Attractions Around Windsor Park

What attractions are nearby?

Enjoy a variety of nearby activities in this destination, from relaxing on beautiful beaches to exploring local parks and engaging in outdoor recreational opportunities just moments from your rental.

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Family Activities

  • Clearwater Marine Aquarium: Discover marine life and enjoy interactive exhibits that keep the entire family engaged and entertained in this iconic attraction situated near Windsor Park.
  • SimCenter Tampa Bay: Experience hands-on science and technology exhibits designed to inspire curiosity and learning for children and adults alike in the region.
  • Windsor Park Playground: Spend quality outdoor time at this family-friendly playground nestled within the neighborhood, perfect for picnics and active play.
  • Beach Day at Clearwater Beach: Relax and unwind with sunbathing, swimming, and sandcastle building just a short drive from here at the area's renowned coastal destination.
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Adult Activities

  • Walking and Biking Trails: Explore scenic routes through the region’s lush landscapes, perfect for enjoying the outdoors and staying active during your visit.
  • Golfing Opportunities: Tee off at nearby golf courses that offer a relaxing and challenging experience amid beautiful surroundings.
  • Local Dining Experiences: Savor delicious cuisines at nearby restaurants that showcase the area’s vibrant food scene and hospitality.
  • Water Activities: Engage in kayaking or paddleboarding along the waterfront, providing refreshing ways to enjoy the region's coastal beauty.

Windsor Park Travel Tips

How Can You Make the Most of Your Stay?

  • Plan outdoor activities early: Take advantage of the pleasant weather by scheduling outdoor excursions during the daytime to enjoy the region’s natural beauty.
  • Explore local dining options: Discover nearby restaurants and eateries to experience the regional cuisine and support local businesses in this area.
  • Utilize available amenities: Make the most of your rental’s amenities to relax and unwind after a day of exploring the region’s attractions.
  • Stay nearby key spots: Choose accommodations close to popular destinations and beaches to maximize your time and minimize travel hassles here.

Transportation Options

  • Rental Car Services: Convenient options like major car rental agencies provide you with flexible transportation to explore the area at your own pace.
  • Public Transit: Local bus services operate regularly throughout the region, offering an affordable way to navigate around here without the need for a private vehicle.
  • Taxi and Rideshare: Taxis and rideshare services such as Uber and Lyft are readily available, ensuring quick and reliable transportation when needed.
  • Bicycle Rentals: For a more eco-friendly and active experience, bicycle rentals are accessible for exploring the nearby attractions and scenic routes of this coastal destination.

Local Customs Options

  • Southern Hospitality: Visitors often notice the warm and friendly demeanor of locals, reflecting the area's welcoming spirit in everyday interactions.
  • Respect for Nature: The community values its coastal environment, encouraging eco-friendly practices and preservation efforts among residents and visitors alike.
  • Casual Beach Attire: Dressing casually and comfortably is common here, especially when enjoying the sunny climate and relaxed lifestyle by the water.
  • Community Events: Participating in local festivals and gatherings is a cherished custom, fostering connections and celebrating regional traditions in this seaside region.

Frequently Asked Questions About Windsor Park Rentals by Owner

1. What are the top vacation rentals 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 Vacation Rentals in Windsor Park:

2. How many Rentbyowner vacation rentals are available in Windsor Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 961 in the Windsor Park 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 Windsor Park. 

3. What is the cancellation policy for rentals in Windsor Park, Clearwater?

The cancellation policy varies by property. You should review the specific listing details or contact the owner directly to understand the terms and any applicable fees.

4. How do I confirm the availability of a rental by owner in this area?

Availability can be checked on the listing page on Rent By Owner, but it’s recommended to reach out to the property owner for real-time confirmation and any special considerations.

5. Are there any specific check-in or check-out requirements for rentals here?

Check-in and check-out times are set by each host and should be detailed in the listing. Contact the owner if you need flexibility or have particular scheduling needs.

6. What amenities are typically included in rentals by owner in this region?

Amenities vary by property, but common features include kitchen facilities, Wi-Fi, and parking. For detailed information, review the listing description or ask the owner directly.

7. How can I ensure my safety when booking a rental by owner in this destination?

Booking through a reputable platform like Rent By Owner provides secure payment options and verified listings. Always communicate through the platform and read reviews for additional reassurance.

More Rentals You May Like Near Windsor Park

More Top-Rated Rentals by Owner in Windsor Park Area