Winter Park Holidays from AU$3,124

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Your Winter Park Holiday

Book a Winter Park holiday package that has only the things you need and nothing you don't. Good for shopping, markets and walking, consider basing yourself in the neighbourhood of South Eola. A trip to Winter Park is a great opportunity to take in the sights. Be sure to stop by well-known attractions like Amway Centre, Camping World Stadium and Tinker Field. A few clicks is all it takes to build your ideal Winter Park holiday on Expedia.

The Latest Winter Park Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was AU$3,588, price is now AU$3,124 per person
AU$3,124
per person
25 June - 30 June
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (1,576 reviews)
Beautiful room and beautiful place. Should have fans available to customers for use as rooms are very warm

Reviewed on 18 Apr 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was AU$4,937, price is now AU$3,650 per person
AU$3,650
per person
25 June - 30 June
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,018 reviews)
We just returned from a week at Margaritaville cottages! We had a blast and loved the water park. My only issue is there isn’t much to do if the weather isn’t great. The arcade only has a couple games so if they could extent the arcade to a big one it would be even better! We will definitely be back for another family vacation.

Reviewed on 13 Apr 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Price was AU$7,264, price is now AU$5,689 per person
AU$5,689
per person
25 June - 30 June
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (636 reviews)
This property exceeded our expectations!! We will absolutely be back again. The staff was amazing, the property and rooms were beyond anything we could have expected and there was so much for our 4 children to do there was never a dull moment! Our only wish was for some form of music outside by the pool in our house but we were very happy even without!

Reviewed on 14 Apr 2026

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Price was AU$3,919, price is now AU$3,425 per person
AU$3,425
per person
25 June - 30 June
found 16 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (1,505 reviews)
Will stay here again in the future.

Reviewed on 17 Apr 2026

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was AU$3,905, price is now AU$3,413 per person
AU$3,413
per person
25 June - 30 June
found 22 hours ago
Return direct flight included
Sydney (SYD) to Orlando (MCO)
8/10 Very Good! (9,336 reviews)
Everything was great- from staff, activities, amenities, pools, water park, food and large room! The only complaint (big one!) was no hot water our entire stay. We reached out for maintenance and the problem was not resolved for our 2 night stay :(

Reviewed on 19 Apr 2026

Winter Park Holiday

Winter Park Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
29,900
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Universal Orlando Resort, Universal’s Islands of Adventure and The Wizarding World of Harry Potter™

Our pick of the best Winter Park Hotel Deals

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$168 per night from 17 May to 18 May
AU$168
17 May - 18 May
includes taxes & fees
9.2/10 Wonderful! (5,216 reviews)
I only had a brief night but will definitely be back

Reviewed on 19 Apr 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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$235 per night from 26 Apr to 27 Apr
AU$235
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (6,656 reviews)
Lovely stay. Pool area great

Reviewed on 20 Apr 2026

Universal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 27 Apr to 28 Apr
AU$152
27 Apr - 28 Apr
includes taxes & fees
8.6/10 Excellent! (6,348 reviews)
A little far from G bldg to breakfast. NO FREE COFFEE in lobby.

Reviewed on 19 Apr 2026

Rosen Inn at Pointe Orlando
See all 15,162 properties in Winter Park
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 Winter Park

Walt Disney World® Resort

Walt Disney World® Resort

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

Exhilarating rides and world class film sets are brought together to create this outstanding world-renowned theme park.

Universal Studios Florida
Universal Orlando Resort

Universal Orlando Resort

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

Universal Orlando Resort

What to do in Winter Park

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$54
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

AU$38
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Scenic 30 Minute Airboat Tour

Scenic 30 Minute Airboat Tour

AU$61
per adult
100% of travellers recommend
Scenic 30 Minute Airboat Tour
See all activities in Winter Park

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