Windsor Palms holiday rentals

We found 507 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Windsor Palms

Showing deals for:11 Dec - 18 Dec

Image gallery for A Perfect Holiday House Waitting U at Windsor Palms Resort close to Disney World

Exterior
8.0 out of 10, Very good, (35 reviews)
Very good
(35 reviews)

A Perfect Holiday House Waitting U at Windsor Palms Resort close to Disney World

Kissimmee

7% off
Price is AU$4,504
for 7 nights, 1 home
AU$643 per night
includes taxes & fees
A Perfect Holiday House Waitting U at Windsor Palms Resort close to Disney World

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Windsor Palms

  • Proximity to Disney World: Enjoy magical experiences at the world-renowned Disney theme parks, just a short drive away.
  • Spacious Accommodation: Choose from a variety of comfortable villas and condos, perfect for families and groups.
  • Resort-Style Living: Unwind in a welcoming community with access to pools, recreational facilities, and a relaxing atmosphere.
  • Outdoor Activities: Explore nearby golf courses and amusement parks, catering to adventure seekers and families alike.
  • Vibrant Local Culture: Experience the friendly charm of western Kissimmee and the lively vibe of Orlando.

Popular types of accommodation around Windsor Palms

Planning a getaway to Windsor Palms, Florida? You're in for a treat! This stunning resort offers an array of holiday rentals, including houses, villas, and condos. With a focus on comfort and convenience, Windsor Palms is the perfect base for your adventures. Explore the options available and find the ideal accommodation to make your stay unforgettable!

  • Houses: A top pick among travellers to Windsor Palms, these homes offer spacious living, perfect for families or groups seeking comfort and privacy.
  • Villas: These luxurious properties are a favourite choice, providing upscale amenities and ample room for relaxation.
  • Condos: A practical option for those wanting convenience, condos offer a blend of comfort and community.
  • Apartments: Ideal for solo adventurers or couples, apartments provide a cosy and convenient home base.
  • Cottages: These charming retreats offer a quaint atmosphere, perfect for a peaceful getaway.**

Top attractions near Windsor Palms

Windsor Palms offers a fantastic blend of attractions for families and outdoor enthusiasts alike. You can explore nearby theme parks, golf courses, and amusement parks, ensuring plenty of entertainment options. A must-visit is the renowned Disney World, which promises a magical experience for all ages. Whether you're travelling solo or with loved ones, Windsor Palms is the perfect base for an unforgettable holiday in Florida.

  • Walt Disney World® Resort: Experience the magic at this iconic theme park, just 11.3km from Windsor Palms. With enchanting attractions, character meet-and-greets, and thrilling rides, it’s perfect for families seeking unforgettable entertainment.
  • Orange County Convention Center: Located 17.7km away, this arts centre showcases a vibrant cultural scene with exhibitions, events, and performances that celebrate creativity and diversity.
  • ChampionsGate Golf Club: A mere 4.8km from Windsor Palms, this family-friendly golf course offers scenic views, friendly locals, and exciting excursions for both novice and experienced golfers.

Things to do recommended for couples

Looking for a romantic getaway in Windsor Palms? Enjoy a fun-filled round at Disney's Winter Summerland Miniature Golf, savour a delightful meal at Pirate's Dinner Adventure, or relax in luxury at Ridgewood Lakes Golf and Country Club, all within easy reach for an unforgettable couples' experience.

Things to do recommended for families

Families will love the excitement of ESPN Wide World of Sports Complex, just 6.4km away, while Disney's Typhoon Lagoon Water Park, 9.7km away, offers thrilling water adventures. For a relaxing day, head to Northeast Regional Park, located 4.8km away, perfect for wellness and leisure.

Things to do recommended for groups

Explore Disney Springs™ for vibrant shopping and dining just 11.3km away, unwind at Mystic Dunes Golf Club, a fantastic golf course only 805m away, or enjoy the lively atmosphere at Old Town, a shopping mall centre located 9.7km from Windsor Palms.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking with Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Plus, booking a longer stay can often result in significant savings. To discover the ideal Stayz accommodation that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Where to stay near Windsor Palms

Windsor Palms, nestled in Four Corners, Florida, offers a delightful mix of relaxing resort-style living and family-friendly adventures. With spacious villas and a welcoming community, it's the perfect base for exploring nearby attractions. Enjoy excursions to vibrant Orlando, unwind by the pool, or take in the friendly atmosphere of western Kissimmee. Whether you seek recreation or relaxation, this charming region caters to every traveler's needs.

  • Orlando: Orlando is a bustling metropolis known for its vibrant family-friendly atmosphere and entertainment options. Home to world-renowned theme parks such as Walt Disney World Resort and Universal Studios, it offers a plethora of attractions that cater to all ages. The city also boasts a dynamic arts scene, with galleries and performance venues that showcase local talent. For those who love shopping, the numerous malls and outlets provide ample opportunities to indulge. Orlando's diverse dining options complement its outdoor experiences, from lush parks to scenic lakes, making it a perfect getaway for relaxation and adventure.
  • Four Corners: Four Corners is a charming village that excels in providing a laid-back yet exciting atmosphere for families. Located near Windsor Palms, it features beautiful resorts and pristine golf courses, appealing to both leisure seekers and sport enthusiasts. The close proximity to major theme parks adds to its allure, making it a great base for exploring the nearby attractions. With a variety of outdoor activities, including hiking and cycling, visitors can easily immerse themselves in the natural beauty of the area. The local dining scene offers delicious options, ensuring that there’s something for everyone.
  • Windsor Hills: Windsor Hills is a delightful neighborhood located a mere mile from Windsor Palms, offering a fantastic blend of family-friendly activities and outdoor experiences. Known for its luxurious resorts and shopping areas, it attracts visitors looking for both relaxation and adventure. With easy access to renowned theme parks and entertainment venues, Windsor Hills ensures that fun is always around the corner. The lush golf courses provide an excellent way to unwind while enjoying the beautiful Florida weather. This vibrant community is perfect for families and groups seeking an unforgettable holiday experience.

Best time to go to Windsor Palms

If you're planning a trip to Windsor Palms, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

What do I need to keep in mind when booking a vacation around Windsor Palms

If you're planning a trip with a group, family, pets, or are considering longer stays, it's important to filter your options according to your key priorities. Here are some helpful Stayz booking tips for you.

  • Travelling to Windsor Palms with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Stayz.
  • Travelling to Windsor Palms with young kids: Travelling with little ones can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Windsor Palms: For many, a family holiday isn’t quite the same without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Windsor Palms: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Stayz Trips: Planning as easy as it gets

Stayz's Trip Board offers a handy space for you to plan new trips, continue from where you last left off, or review and organise your travel plans. Here, you can easily find the properties you've saved or booked, sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.stayz.com.au/trips.

**Based on Stayz properties bookings.

Frequently asked questions

What are the best holiday rentals near Windsor Palms?
The best holiday rentals near Windsor Palms are primarily located within the Four Corners area in Florida, United States of America. You will find a great selection of holiday rentals here, including spacious private holiday houses and elegant villas. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You will find the best holiday rentals near Windsor Palms in this vibrant area.

Many top-rated rentals feature amenities such as private pools for relaxation, shared pools, and fitness facilities. These properties are ideal for families or groups seeking a comfortable stay near the attractions.
Are there any cheap holiday rentals near Windsor Palms?
There are several affordable holiday rentals near Windsor Palms, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around AU$79 per night in areas like Four Corners. Some stays even drop below AU$50 per night in November during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as WiFi, toiletries, and self-parking, and can range from cosy studio cabins to modest family homes, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Windsor Palms while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Windsor Palms?
Over 100 properties near Windsor Palms welcome pets, primarily located in the Four Corners area. These holiday rentals, predominantly private homes and villas, offer comfortable stays for guests and their furry companions. Many feature amenities such as food and water bowls, and some even have designated dog exercise areas. Guests can expect spacious living areas, fully equipped kitchens, and private outdoor spaces, ensuring a relaxing stay for everyone.

When searching for the best pet-friendly holiday rentals near Windsor Palms, always review the specific house rules regarding pet size, breed restrictions, or any additional fees. While Windsor Palms itself is a planned community with paved paths and open green areas, pets are generally permitted on leads.
What are the top holiday rentals with pools near Windsor Palms?
There are over 13,100 holiday rentals near Windsor Palms that include access to swimming pools, with a wide variety of options such as private backyard pools, shared community pools, and even some indoor options. Properties are concentrated in areas directly surrounding Windsor Palms. Many of these homes come fully equipped with amenities like full kitchens, Wi-Fi, sun loungers, and outdoor decks, making them ideal for families or groups seeking a comfortable and convenient stay.

When selecting your rental, consider the benefits of different pool types. Private pools offer seclusion and are great for families desiring personal space, while shared pools often provide access to additional facilities such as hot tubs or fitness centres. For cooler periods, look for heated or indoor options to ensure year-round enjoyment. Checking availability for peak summer dates is advisable.
What are the best family holiday rentals near Windsor Palms?
There are over 10,000 family-friendly holiday rentals available near Windsor Palms, predominantly private homes and villas, offering ample space and comfort for groups of all sizes. These properties often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. Many come equipped with outdoor play areas like yards or gardens, and you'll frequently find amenities such as arcades, foosball tables, video games, and even children's books and toys, alongside essential washer/dryers and WiFi.

When selecting your ideal family home, prioritise properties that offer separate spaces for adults and children to relax, and look for practical amenities like well-equipped kitchens to prepare meals and laundry facilities to keep clothes fresh. Staying close to Windsor Palms means less travel time and more opportunity to enjoy the local attractions.
Are there any luxury holiday rentals near Windsor Palms?
Near Windsor Palms, there are several luxury holiday rentals that combine the local scenery with modern comfort. These properties often feature amenities such as private hot tubs, spa-style bathrooms with deep soaking bathtubs, gourmet kitchens, and private pools. Guests can also find properties with premium bedding, designer toiletries, and private plunge pools, ensuring a truly upscale stay.

These homes are ideal for families or larger groups, offering conveniences like air conditioning and climate control for a comfortable stay. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Windsor Palms?
Holiday rentals near Windsor Palms offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around £150 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around £250 per night. Upscale options can cost £400 or more per night, offering additional space, amenities, or premium locations.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Windsor Palms?
For guests visiting Windsor Palms, several areas offer excellent holiday rental options, each with its own advantages.

Kissimmee is a popular choice, providing a wide range of properties from spacious homes to comfortable apartments. This area offers convenient access to Windsor Palms and is well-connected to local attractions, making it a great base for your stay.

Davenport is another fantastic option, known for its selection of larger holiday homes, many with private pools. Properties here are a short drive from Windsor Palms, offering a relaxed environment while still being close to the area's main draws.

Finally, the area immediately surrounding Windsor Palms itself features numerous rental properties. Staying in this vicinity means you are exceptionally close to Windsor Palms and can easily enjoy all its amenities.
What is the cheapest month to stay near Windsor Palms?
The cheapest time to find holiday rentals near Windsor Palms is typically during the late Autumn (late August to September) and early Winter (late January to February), excluding major holiday periods like Thanksgiving, Christmas, and New Year's. September and February often offer the best deals on properties, with rates potentially 15-25% lower than peak season. Various savings can be found during these months, along with better availability for holiday rentals.
Are there any lakefront holiday rentals near Windsor Palms
Lakefront holiday rentals near Windsor Palms offer a fantastic mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes like Lake Davenport or Lake Austin. These properties are a short drive from Windsor Palms, offering convenient access to water activities such as kayaking, fishing, swimming, or simply relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy lake views, spot local wildlife, and unwind in peaceful surroundings after exploring local attractions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas