Windsor Hills Holidays from AU$2,405

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Your Windsor Hills Holiday

Take all the hassle out of planning your next escape with a Windsor Hills holiday package. Take in the sights and sounds of this enticing neighbourhood and experience all it has to offer. Eager to sightsee during your trip to Windsor Hills? Be sure to check out nearby attractions like Mystic Dunes Golf Club, Orange Lake Golf and Jack Nicklaus Course. Stop dreaming and start doing. When it's time to book your dream holiday to Windsor Hills, Expedia will help you get there.

Top Holiday Package Deals in Windsor Hills

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
24 Mar - 30 Mar
found 17 hours ago
Return flight included
Perth (PER) to Orlando (MCO)
7.8/10 Good! (1,149 reviews)
Overall it was great. I would stay again!

Reviewed on 8 Feb. 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
24 Mar - 30 Mar
found 17 hours ago
Return flight included
Perth (PER) to Orlando (MCO)
8/10 Very Good! (4,903 reviews)
We absolutely loved it and the breakfast was amazing. The beds were comfortable and the room smelled super clean. Staff was super nice and gave my daughter a bag full of goodies

Reviewed on 7 Feb. 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
24 Mar - 30 Mar
found 17 hours ago
Return flight included
Perth (PER) to Orlando (MCO)
7.8/10 Good! (1,482 reviews)
Great place to be. I stay here when I work at ESPN and would choose no other place!

Reviewed on 3 Feb. 2025

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
per person
24 Mar - 30 Mar
found 17 hours ago
Return flight included
Perth (PER) to Orlando (MCO)
8.4/10 Very Good! (1,001 reviews)
Couldn’t get keycards to work; had to get another set. Bed was comfortable & room clean.

Reviewed on 1 Feb. 2025

Margaritaville Cottages Orlando by VStays

Margaritaville Cottages Orlando by VStays

4 out of 5
per person
24 Mar - 30 Mar
found 17 hours ago
Return flight included
Perth (PER) to Orlando (MCO)
9/10 Wonderful! (1,007 reviews)
This was our first time staying here and it did not disappoint. Plenty of space and very comfortable and clean. The only negative was not enough toilet paper provided for a 3 night stay. Would travel and stay there again.

Reviewed on 31 Jan. 2025

Our guide on where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Hills
Universal Studios Florida® featuring night scenes, a city and signage

Florida Center

2 out of top 10 points of interest in this area

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Find hotels in Florida Center

Our pick of the best Windsor Hills Hotel Deals

Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Kissimmee
9.2/10 Wonderful! (22 reviews)
Disney Christmas Vacation
"Condo was beautiful and clean. Close to everything and very convenient to all the Disney parks."

Reviewed on 26 Dec. 2024

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Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Kissimmee
9.8/10 Exceptional! (61 reviews)
January stay
"We had a wonderful time at this VRBO. It was the perfect space for our family of 7. Our kids enjoyed playing at the pool and the arcade. Walmart nearby is amazing. It has everything you would need and more. Only minor complaints (very minor) was that the shower water didn’t get real hot, the entry ..."

Reviewed on 12 Jan. 2025

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Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Magical Harry Potter Themed Condo
Magical Harry Potter Themed Condo
3 out of 5
Almaton Loop 2813, Kissimmee, FL
Get rates
Magical Harry Potter Themed Condo
See all 1,835 properties in Windsor Hills
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windsor Hills holiday package cost?
Explore the best of Windsor Hills from just AU$2,405. Choose from a great selection of rental cars, hotels and flights to suit your travel style. You can score even more discounts when you add a few tours or activities to your package.
How do I get a cheap travel package to Windsor Hills?
Our Windsor Hills holiday packages promise plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and extras (such as activities) into an affordable package. But great bargains are just the beginning of your next awesome adventure. Book with Expedia and you’ll have more than 550 air carriers and 1 000 000 hotels worldwide to choose from. Whatever your budget or style, there’s a package here just for you.
Where should I stay in Windsor Hills?
If you hope to check out Orange Lake Golf, skip commuting and stay nearby. It’s one of the best attractions in this neighbourhood.
What are the top hotels in Windsor Hills?
If this will be your first time in Windsor Hills, make a reservation at Luxury 6 Bedroom 4 Bath Villa With South Facing Pool 10 Minutes From Disney or Windsor Hills Villa With Themed Bedrooms 2mi To Disney. Both hotels offer comfy beds and are popular options with lots of travellers.
How far in advance should I book my Windsor Hills holiday?
It can be hard to know when the best time is to book your Windsor Hills trip. But usually the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels nearly a year prior to your departure date. If you’re thinking of a last-minute getaway, no need to worry! There are great bargains posted on Expedia every day.
What does an Expedia Windsor Hills travel package include?
You can select from any combination of hotels, flights and rental cars. Once you’ve made your booking, you can add some experiences and activities. Want to pick your airfare class? That’s easily done too. The choice is all yours when it comes to arranging your perfect Windsor Hills trip.
What should I know before booking a Windsor Hills travel package?
A travel package can be customized for your circumstances and is a great way to make your hard-earned dollars stretch further. How little or much you include is completely up to you. Rental cars, hotels and flights — come up with a combination that suits your plans.
Can I choose my airline with a Windsor Hills Expedia holiday package?
Yes, of course. We have more than 550 partner airlines across the globe, so select the carrier that fits your budget and travelling style.
If I'm not able to travel, can I cancel my Windsor Hills holiday package?
Yes, you can. We understand that even the best-laid plans can fail, so we’re here to help if you need to make changes to your Windsor Hills holiday package. It may be possible to cancel or change your itinerary at no cost if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Windsor Hills

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(9 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida

Universal Studios Florida

4.5/5(48 reviews)

Exhilarating rides and world class film sets are brought together to create this outstanding world-renowned theme park.

Universal Studios Florida
Universal Studios Florida® which includes a city, street scenes and rides

Universal Orlando Resort

4.5/5(30 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

Activities

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$110
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Orlando: Train Transfer to Miami

Orlando: Train Transfer to Miami

AU$95
per adult
100% of travellers recommend
Orlando: Train Transfer to Miami
2014_AQ_KatasKookaburraCove_D4D_0772.jpg

Aquatica Orlando

AU$76
per traveller
82% of travellers recommend
Aquatica Orlando
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.