Discover Your Perfect Windsor Palms Vacation Homes

Windsor Palms Pet Friendly Vacation Rentals

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9.9 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Windsor Palms Vacation Rental Homes?

What makes our Vacation 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 Windsor Palms

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience, as seasonal variations and local events in this destination influence the perfect window for booking your ideal vacation rental in Windsor Palms, Kissimmee, Florida.

Peak Season Highlights

spring
Spring (March to May)

During spring, you can enjoy warm weather and pleasant evenings, making it an ideal time for outdoor activities and exploring the area’s attractions.

Average Temperature Daytime: high 75°F to 85°F - Nighttime: mid 55°F to 65°F
winter
Winter Holidays (December to February)

This season offers cooler but comfortable temperatures, perfect for those seeking a festive atmosphere combined with leisure in this popular destination.

Average Temperature Daytime: high 65°F to 75°F - Nighttime: mid 45°F to 55°F

Off-Season Highlights

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Summer (June to August)

In the summer months, the region experiences hot temperatures, providing excellent conditions for sunbathing and water-based activities while benefiting from lower crowd levels.

Average Temperature Daytime: high 85°F to 95°F - Nighttime: mid 70°F to 75°F
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Fall (September to November)

Fall sees slightly cooler temperatures, making it a peaceful time to visit while enjoying fewer tourists and more relaxed exploration of the area’s amenities.

Average Temperature Daytime: high 70°F to 80°F - Nighttime: mid 50°F to 60°F

Weekly Weather Forecast for Windsor Palms

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.

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 access to a private outdoor swimming pool perfect for relaxing after a day at nearby theme parks.
  • Take advantage of well-maintained tennis courts for active outdoor recreation in the area.
  • Relax on spacious sun decks and lounge areas that overlook lush landscaped grounds.
  • Utilize outdoor barbecue grills for convenient and enjoyable family cookouts.
  • Explore scenic walking paths and jogging trails within the community grounds.
  • Benefit from beautifully maintained gardens and picnic areas ideal for outdoor gatherings.
  • Make use of the children's play zones designed for safe and fun outdoor activities for kids.
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Family Activities

  • Disney World Orlando: Just a short drive away, this world-famous theme park offers magical experiences and attractions perfect for family fun in the region.
  • Celebration Town Center: Explore this charming community with its lively shops, dining options, and outdoor activities suitable for all ages here in the area.
  • Wild Florida Airboats & Gator Park: Experience an adventurous airboat tour through the Everglades, where your family can spot local wildlife and learn about the region's natural environment.
  • Medieval Times Dinner & Tournament: Enjoy an interactive dinner show where your family can witness exciting medieval performances right in the region's entertainment district.
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Adult Activities

  • Golf at Falcon's Fire Golf Club: Tee off at one of the top-rated courses in the region, offering a challenging and scenic experience for golf enthusiasts staying nearby.
  • Relaxation at local spas: Indulge in rejuvenating treatments at nearby spas that cater to adults seeking pampering and wellness during their stay here.
  • Fine dining experiences: Explore a variety of upscale restaurants and eateries in the area, perfect for enjoying a sophisticated night out or leisurely dinner.
  • Shopping excursions: Discover popular shopping centers and outlets close to your vacation rental, ideal for retail therapy and gathering souvenirs from your trip here.

Windsor Palms Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Attractions: Research nearby theme parks and entertainment options to maximize your time and enjoy everything this region has to offer.
  • Choose a Well-Equipped Rental: Select a vacation rental with family-friendly amenities such as a private pool, kitchen, and spacious living areas for a comfortable stay in the area.
  • Explore Transportation Options: Consider renting a car or utilizing local shuttle services to easily access popular spots throughout here and avoid unnecessary delays.
  • Make the Most of On-Site Amenities: Take advantage of community facilities like pools, fitness centers, and recreational areas to enhance your vacation experience in this destination.

Transportation Options

  • Rental Car Services: Convenient options like Enterprise, Hertz, and Avis are available nearby, giving you flexibility to explore the region at your own pace.
  • Shuttle Services: Shared shuttle providers operate regularly to and from popular destinations, making transportation effortless during your stay here.
  • Public Transit: The area's local bus system offers affordable travel within Kissimmee and connects you easily to major attractions in Orlando.
  • Taxi and Rideshare: Taxi services and rideshare platforms like Uber and Lyft provide quick, reliable transportation options for getting around the destination comfortably.

Local Customs Options

  • Gator Safety Etiquette: Visitors should exercise caution and respect local wildlife, especially alligators, which are an integral part of the natural environment here.
  • Respect for Leisure Spaces: Maintaining cleanliness and order in community parks and recreational areas reflects the friendly spirit of this region.
  • Festive Celebration Customs: Participating in local holiday and festival traditions can enrich your experience and deepen your connection to the area’s vibrant community.
  • Quiet Hours Policy: Observing designated quiet times ensures a peaceful atmosphere for all vacationers enjoying their stay in the region.

Frequently Asked Questions About Windsor Palms?

2. How many vacation rentals have private pools in Windsor Palms?

3. Which vacation homes in Windsor Palms are best for families?

If you are looking for a family-friendly vacation home in Windsor Palms, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windsor Palms:

4. How many Rentbyowner vacation rentals are available in Windsor Palms?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1268 in the Windsor Palms 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 Palms. 

5. What is the cancellation policy for booking a vacation rental in Windsor Palms?

The cancellation policy varies depending on the individual listing you choose. Please review the specific property's cancellation terms on the listing page or contact the owner directly to understand your options and any potential fees.

6. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning charges, service fees, or taxes may apply. These details are typically outlined during the booking process or on the property’s listing page, so be sure to review them carefully before confirming your reservation.

7. Can I modify my reservation after booking a vacation rental in the region?

Modification policies differ by listing. You should contact the property owner or review the booking terms on the listing page to determine if changes are permitted and what the procedures entail.

8. What amenities can I expect from vacation rentals in this destination?

Amenities vary by property but often include features like private pools, fully equipped kitchens, Wi-Fi, and entertainment options. To see what is available at each rental, refer to the detailed listing descriptions or contact the owner directly.

9. Is there a minimum stay requirement for vacation rentals here?

Minimum stay requirements depend on the specific property and season. Details about stay length are provided on each listing, so review these terms carefully when selecting your accommodation or reach out to the owner for clarification.

Windsor Palms Top Rated Vacation Rentals