Windsor Hills 2024 Holidays

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Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando

3 out of 5
per person
22 Jul - 29 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.4/10 Exceptional! (1,133 reviews)
The property is great. The units are spacious and clean. We enjoyed the playgrounds. There are other amenities such as hammocks and swimming pools. We didn’t use them but we saw other guests enjoying them. Very close to the Disney parks! The only thing I find to be a negative is how pushy the sales people are about selling the timeshares. There were two salesmen that were very rude to my dad when he attended the presentation.

Reviewed on 4 Jun 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flight
per person
22 Jul - 29 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
Nice stay but there is housekeeping

Reviewed on 30 May 2024

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
22 Jul - 29 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8/10 Very Good! (4,010 reviews)
Good location, good price, super friendly staff, room could have been cleaner. Sticky spots on floor, no door lock flap*.

Reviewed on 5 Jun 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
22 Jul - 29 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
7.8/10 Good! (3,697 reviews)
Nice property, and really clean and fun.

Reviewed on 5 Jun 2024

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
per person
22 Jul - 29 Jul
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (954 reviews)
I booked this for my parents who were in town for a concert. They were very pleased with the room - spacious and well designed. They also emphasised how friendly and helpful the staff were. They had a great stay - it was a pleasure coming back in in the evening to The Delaney. The only downside was the sound of roadworks at night on the street outside but there's not much the hotel can do about that!

Reviewed on 5 Jun 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
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Downtown Orlando

3/5(6 area reviews)

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to Church Street Station or Dr. Phillips Center for the Performing Arts might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

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Top hotels in Windsor Hills

Vibrant Townhome near parks!
Vibrant Townhome near parks!
Kissimmee
9/10 Wonderful! (6 reviews)
Love the resort!!!
"The condo was as described and was exactly what we needed for the week!! The overall cleanliness of the condo was just ok, the pool and pool area could use some TLC. There were small mite bugs but only in the kitchen area. The resort and the location of the condo was perfect. The beds were very comfy!! ..."

Reviewed on 15 Oct 2023

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Vibrant Townhome near parks!
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! (51 reviews)
Would stay again
"We really enjoyed the house. The description was great. We have stayed in Windsor Hill before and can say this was a nice home. The neighborhood as always did not disappoint. Hosts we're prompt to respond to any questions and made the check in and out process easy. We would stay here again."

Reviewed on 19 May 2024

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Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
6 bedroom and private pool open for reservation
6 bedroom and private pool open for reservation
Kissimmee
9.2/10 Wonderful! (82 reviews)
Family Vacation
"Great location and property. Grandkids loved the pool and property. Would highly recommend and would definitely rebook next year."

Reviewed on 22 Apr 2024

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6 bedroom and private pool open for reservation
See all 1,913 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.

Frequently asked questions

How much does a Windsor Hills holiday package cost?
Explore the best of Windsor Hills from just €856. 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.

Popular places to visit

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Walt Disney World® Resort

4.5/5(63 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
Image for Universal Studios Florida

Universal Studios Florida

4.5/5(273 reviews)

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

Universal Studios Florida
Image for Universal Orlando Resort

Universal Orlando Resort

4.5/5(166 reviews)

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

Universal Orlando Resort

Things to do

Image for Aquatica Orlando

Aquatica Orlando

€51
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

€28
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
Image for Pirate's Dinner Adventure Orlando

Pirate's Dinner Adventure Orlando

€63
Per adult
76% of travellers recommend
Pirate's Dinner Adventure Orlando
See all activities in Orlando

More trip options

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