Windermere Holidays from AU$2,343

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Your Windermere Holiday

The stress-free way to experience this lively city is with a tailor-made Windermere holiday package. Base yourself in the neighbourhood of Downtown Orlando, which is great for shopping, nightlife and dining or choose someplace else — our packages are all about you. If your trip to Windermere includes a little sightseeing, take in major attractions such as Universal Studios Florida, Magic Kingdom® Park and Universal’s Islands of Adventure. Expedia will help you escape your routine. Tailor your holiday to Windermere to suit your travel style, whatever that may be!

The Latest Windermere Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
3 Mar - 10 Mar
found 14 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
7.8/10 Good! (1,470 reviews)
Very difficult to get around no one tells you what's on premise or seems to care.

Reviewed on 21 Dec. 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
3 Mar - 10 Mar
found 14 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (999 reviews)
The staff was nice. This area didn’t really have walking distance restaurants like the other side of I-drive. This hotel also has an old feel to it. It definitely needs a face lift. Over all 6/10

Reviewed on 3 Dec. 2024

Margaritaville Cottages Orlando by VStays

Margaritaville Cottages Orlando by VStays

4 out of 5
per person
3 Mar - 10 Mar
found 14 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,005 reviews)
Customer service wasn’t good on the 24

Reviewed on 25 Dec. 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
3 Mar - 10 Mar
found 14 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8/10 Very Good! (3,912 reviews)
The stay was great the only I didn’t like. I didn’t get my $50 deposit back

Reviewed on 23 Dec. 2024

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
3 Mar - 10 Mar
found 14 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
7.8/10 Good! (1,132 reviews)
Loved the amount of space in the suite and the comfort of the bed and pillows. Excellent touch with the huge roman tub in the suite! Point deductions are because 1) check in is inconvenient 2) the key cards were reset every day, so we had to go through the check in line at the end of every day when we were already tired and it was a hassle. By the time we left, the keys still didn't work. Go figure.

Reviewed on 23 Dec. 2024

Windermere Holiday

Windermere Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
3,200
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Walt Disney World® Resort, Universal Orlando Resort and Magic Kingdom® Park

Our pick of the best Windermere Hotel Deals

The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is AU$331 per night from 5 Jan to 6 Jan
AU$331
includes taxes & fees
5 Jan - 6 Jan 2025
8/10 Very Good! (6,658 reviews)
"This place is amazing, but the restaurant they have are not good at all."

Reviewed on 24 Dec. 2024

The Grove Resort & Water Park Orlando
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$359 per night from 31 Dec to 1 Jan
AU$359
includes taxes & fees
31 Dec - 1 Jan 2025
9.2/10 Wonderful! (3,112 reviews)
"I loved the swimming pool , the staff seemed a bit overwhelmed but you can tell they where doing their best but it was just packed and chaotic understand though giving it was holiday time"

Reviewed on 23 Dec. 2024

Hyatt Regency Orlando International Airport
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundable
The price is AU$223 per night from 6 Jan to 7 Jan
AU$223
includes taxes & fees
6 Jan - 7 Jan 2025
7/10 Good! (1,637 reviews)
"Muy bien"

Reviewed on 25 Dec. 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
See all 51,360 properties in Windermere
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 Windermere holiday package cost?
You’ll find cheap prices from AU$2,343 on Expedia for your Windermere getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Windermere costs.
What are the cheapest months to go to Windermere?
Plan your trip for the off-peak season and you’re likely to get cheap Windermere holiday packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do some research before booking.
How many days is enough for Windermere?
Windermere holidays can be short or long, but to really sink your teeth into this destination, we reckon 3 days is a good ballpark. This will mean you can fit in top attractions like Windermere Country Club and Windermere Country Club and seek out some hidden gems. Don’t forget to explore neighbourhoods such as Florida Centre and Lake Buena Vista North either. If you’re smart with your time, you can even schedule a day trip or two from Windermere too.
Is it worth booking a holiday package to Windermere?
Windermere is a good holiday destination with attractions like Isleworth Golf and Country Club among the many things to keep you entertained. Whether you’re travelling with the family or getting away with friends, a Windermere holiday promises a good time for everyone.
How to find the best Windermere package deals?
Use Expedia’s handy filters to help you find some tempting Windermere package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you’re looking to save, plan your adventure for midweek, or browse for Windermere package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your holiday package well in advance.
Is it cheaper to book a Windermere holiday as a package?
You can enjoy significant savings on your Windermere getaway by booking a personalised holiday package. Click on the “Package” heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Windermere?
If you have your Windermere holiday dates confirmed, book as soon as you can to snap up some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Windermere?

  1. Choose your dates: What you want to do in Windermere and your preferred season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your accommodation will likely be the largest expense during your trip to Windermere.
  3. Decide your trip length: Think about how much time you’d like to spend exploring Windermere. Plan your itinerary so you can get to all the attractions and activities you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Windermere holiday package.

Discover the most popular places to visit in Windermere

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

What to do in Windermere

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$153
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
2014_AQ_KatasKookaburraCove_D4D_0772.jpg

Aquatica Orlando

AU$85
per traveller
82% of travellers recommend
Aquatica Orlando
Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

AU$46
per adult
80% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
See all activities in Windermere
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.