Windermere Holidays from AU$2,947

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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.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was AU$3,991, price is now AU$2,947 per person
AU$2,947
per person
20 Nov - 25 Nov
just found
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
Clean cottage. Friendly staff.

Reviewed on 8 Oct 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
Price was AU$6,420, price is now AU$4,618 per person
AU$4,618
per person
25 Dec - 31 Dec
just found
Return flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (282 reviews)
I loved the cleanliness of the entire property. Staff was very professional and polite.

Reviewed on 5 Oct 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was AU$4,606, price is now AU$3,418 per person
AU$3,418
per person
25 Dec - 31 Dec
just found
Return flight included
Sydney (SYD) to Orlando (MCO)
8.2/10 Very Good! (5,346 reviews)
Free shuttles and close proximity to universal and sea world. Family friendly and a-lot of activities for the entire family. Fire pits, mini golf, bikes, pizza and ice cream all without leaving the property. Adults can enjoy yoga, Starbucks, the pool bar and drafts bar & grill. I would stay again in Orlando.

Reviewed on 12 Oct 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was AU$4,180, price is now AU$3,173 per person
AU$3,173
per person
25 Dec - 31 Dec
just found
Return flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (1,003 reviews)
Great all around highly recommend ! 🙂

Reviewed on 13 Oct 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was AU$5,187, price is now AU$4,005 per person
AU$4,005
per person
20 Nov - 25 Nov
just found
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.4/10 Exceptional! (436 reviews)
It’s okay. Not the best and not the worst. But I do believe there are a lot better resorts in Orlando.

Reviewed on 13 Oct 2025

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

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 29 Oct to 30 Oct
AU$175
29 Oct - 30 Oct
includes taxes & fees
7.4/10 Good! (6,178 reviews)
"Kid friendly"

Reviewed on 8 Oct 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 5 Nov to 6 Nov
AU$231
5 Nov - 6 Nov
includes taxes & fees
8.8/10 Excellent! (5,393 reviews)
"Clean room"

Reviewed on 13 Oct 2025

Universal's Cabana Bay Beach Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 4 Nov to 5 Nov
AU$158
4 Nov - 5 Nov
includes taxes & fees
9.2/10 Wonderful! (3,689 reviews)
"Check in took to long. Otherwise everything was great."

Reviewed on 13 Oct 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 53,309 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

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

Scenic 30 Minute Airboat Tour

Scenic 30 Minute Airboat Tour

AU$58
per adult
100% of travellers recommend
Scenic 30 Minute Airboat Tour
"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

AU$152
per adult
92% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
WonderWorks All Access After Dark

WonderWorks All Access After Dark

AU$42
per traveller
84% of travellers recommend
WonderWorks All Access After Dark
See all activities in Windermere

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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.