Windsor Hills Vacation Packages

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Top Holiday Package Deals in Windsor Hills

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Jul. 16 - Jul. 19
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (4,010 reviews)
My only complaint is the tv only had two working channels

Reviewed on Jun. 13, 2024

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
per person
Jul. 19 - Jul. 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (836 reviews)
Great value, con no elevator so unless you are in first floor not the best choice (alternatively not the most attentive staff to help check in / check out)

Reviewed on Jun. 5, 2024

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
per person
Aug. 2 - Aug. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very Good! (1,490 reviews)
Great property! Great restaurant!

Reviewed on Jun. 10, 2024

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Florida Center
Save 100% on your flight
per person
Aug. 19 - Aug. 26
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7/10 Good! (2,439 reviews)
Nothing great ok to stay if you plan on going to theme parks

Reviewed on Jun. 10, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Aug. 30 - Sep. 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
Very clean ,completely renewable

Reviewed on Jun. 10, 2024

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
Downtown Orlando

Downtown Orlando

3.5/5(17 area reviews)

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

Find hotel + flight trips in Downtown Orlando

Windsor Hills Hotel Deals

Vibrant Townhome near parks!
Vibrant Townhome near parks!
Kissimmee
8.8/10 Excellent! (7 reviews)
Excellent location
"The house is great and so is the area. The "waterpark resort" was overrated. The controlled entrance was a plus! The house itself needs some renovations. It also had a couple renovations that were poorly done. The missing stair lips kinda sucked as it hurt to walk on them. Would stay at Windsor Hills ..."

Reviewed on May 23, 2024

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Vibrant Townhome near parks!
6 bedroom and private pool open for reservation
6 bedroom and private pool open for reservation
Kissimmee
9.2/10 Wonderful! (84 reviews)
Really nice house!
"Great location close to the front of the complex. Walmart 5 min away. I would recommend this home for sure."

Reviewed on Jun. 12, 2024

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6 bedroom and private pool open for reservation
Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
Kissimmee
10/10 Exceptional! (52 reviews)
Perfect stay
"We had a wonderful stay in the house as a family with 2 small children plus grandparents. It was the perfect location for all Disney parks, and so handy having the extra shared pool and water slides. The house was well maintained, we had 1 small issue which was fixed very quickly. Would highly ..."

Reviewed on May 30, 2024

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Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
See all 1,917 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Windsor Hills vacation package cost?
Explore the best of Windsor Hills from just CA $445. 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 vacation 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 neighborhood.
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 travelers.
How far in advance should I book my Windsor Hills vacation?
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 vacation package?
Yes, of course. We have more than 550 partner airlines across the globe, so select the carrier that fits your budget and traveling style.
If I'm not able to travel, can I cancel my Windsor Hills vacation 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 vacation 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

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Walt Disney World® Resort

4.5/5(226 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
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Universal Studios Florida

4.5/5(988 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
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Universal Orlando Resort

4.5/5(399 reviews)

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

Universal Orlando Resort

Things to do

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Aquatica Orlando

CA $75
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

CA $42
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
Image for I-RIDE Trolley Pass

I-RIDE Trolley Pass

CA $9
Per adult
84% of travellers recommend
I-RIDE Trolley Pass
See all activities in Orlando

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.