Windsor Hills Holidays from £600

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Your Windsor Hills Holiday

Reserving a tailor-made Windsor Hills holiday package is a good way to get to know this unique neighbourhood. From its must-visit places to its little-known gems, you won't be short of new adventures. Eager to explore the sights during your trip to Windsor Hills? Make sure you stop by nearby attractions like Mystic Dunes Golf Club, Orange Lake Golf and Jack Nicklaus Course. Expedia is here to put your plans into action. Book your ideal Windsor Hills holiday now.

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

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
8 Jul - 15 Jul
Return direct flight included
London (LON) to Orlando (MCO)
8/10 Very Good! (3,949 reviews)
We really loved this hotel. It was just easy clean and pretty. Super great value for the money and even the breakfast was delicious! Don’t hesitate to book here if you are in Disney area.

Reviewed on 18 May 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
8 Jul - 15 Jul
Return direct flight included
London (LON) to Orlando (MCO)
8.4/10 Very Good! (999 reviews)
The front desk staff was awesome

Reviewed on 12 May 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
8 Jul - 15 Jul
Return direct flight included
London (LON) to Orlando (MCO)
7.8/10 Good! (3,685 reviews)
Everything was perfect, just a few spots that were not clean in the room. Like around the hot tub and table outside but other than that Everything was great!

Reviewed on 21 May 2024

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
8 Jul - 15 Jul
Return direct flight included
London (LON) to Orlando (MCO)
7.6/10 Good! (1,131 reviews)
all very convenient for a visit to the parks, excellent service

Reviewed on 19 May 2024

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
per person
8 Jul - 15 Jul
Return direct flight included
London (LON) to Orlando (MCO)
8.2/10 Very Good! (5,352 reviews)
I didn't like everything were far away from store and parks

Reviewed on 20 May 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
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

Top hotels in Windsor Hills

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, FL
10/10 Exceptional! (50 reviews)
Great Stay
"Clean and well stocked with basics. Great proximity to the parks. The pictures in the listing are accurate."

Reviewed on 5 May 2024

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Free Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
Vibrant Townhome near parks!
Vibrant Townhome near parks!
Kissimmee, FL
9.6/10 Exceptional! (5 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!
3BD/2BA Comfy Updated Condo Near Disney
3BD/2BA Comfy Updated Condo Near Disney
Kissimmee, FL
10/10 Exceptional! (4 reviews)
Floor
"Excellent except the floor left feet dirty. But otherwise, it was perfect."

Reviewed on 28 Apr 2024

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3BD/2BA Comfy Updated Condo Near Disney
See all 1,940 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

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Beach Holidays

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Family Friendly Holidays

Frequently asked questions

Why should I book my Windsor Hills holiday with Expedia?
With exceptional-value flights, accommodation and car hire choices all in the same place, Expedia makes booking your Windsor Hills holiday a piece of cake. What’s more, we can help you bundle your bookings into a package holiday so you can get even more savings. Choose from wonderful stays, add flights and/or a car hire (and maybe even some exciting activities!) and land incredible prices. Need to change plans? Expedia offers a flexible cancellation policy for many reservations. To discover more, check out our Customer Service Portal link.
What are the top hotels for my holiday in Windsor Hills?
Get your holiday off to an excellent start by booking a room at Luxury 6 bedroom 4 bath villa with south facing pool 10 minutes from Disney. It’s one of the most sought-after properties for those wanting to be near Windsor Hills. Another welcoming option close by is 2mi to Disney, Windsor Hills Villa w/ themed bdrms.
How do I get a cheap holiday to Windsor Hills?
Booking a Windsor Hills holiday with Expedia is one of the best ways to save. We have access to more than 400 airlines and 321,000 properties spread across the globe. With such an awesome range to pick from, you’ll have no hassles putting together your next dream getaway. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Windsor Hills holiday?
Make sure your next holiday in Windsor Hills is one to remember by taking in its leading attractions. Orange Lake Golf, Northeast Regional Park, Surfari Water Park and Lake Davenport are just some of the things to put on your itinerary while you’re in the city.
Do I need a visa for my Windsor Hills holiday?
Official government websites are the best source of information on visa requirements, application procedures and any necessary documentation. Your nationality and the purpose of your visit, whether it be for work or pleasure, will determine if you need a visa for Windsor Hills. Also make sure your passport is up to date and has a minimum of six months validity remaining after the date of your intended return. Do all your travel planning well in advance to avoid any nasty last-minute surprises.
What should I wear on my Windsor Hills holiday?
Do some research into the sorts of things people in Windsor Hills wear, and maybe even look up style blogs for some fashion tips. Try to create a versatile wardrobe with pieces that work for your destination and show off your unique style.
What does an Expedia Windsor Hills holiday include?
It all depends on what sort of trip you’re contemplating. Windsor Hills holiday deals can include hotels, flights and car hires. You can mix and match to create the package that fits your needs. You can also add on activities and experiences after you’ve booked to pick up even bigger discounts. Expedia has a wide selection of properties in Windsor Hills, allowing you the freedom to tailor your escape. Private holiday homes and villas are two of the most in-demand stays for our guests here.
Does Expedia offer Book Now, Pay Later Windsor Hills holidays?
Expedia has partnered with online lender Klarna to make booking your next break easier on your wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to splash while you’re travelling. Klarna has several payment plans to pick from, so you’re sure to find something that suits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna’s convenient payment plans. If paying across multiple instalments works for you, pick this option during the checkout process.
  • No-deposit holidays: Clicking the “book now” button is easier with this payment plan. With no upfront fee for your escape, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a Windsor Hills Expedia holiday?
You sure can. We offer more than 400 partner airlines around the world, so choose the carrier that’s a good fit for your needs.

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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. Flight-inclusive packages are ATOL protected.