Winter Garden Holidays
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Top Flight + Hotel Deals in Winter Garden
Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
South Orange
Price was €3,751, price is now €3,319 per person
€3,319
per person
4 Jan - 9 Jan
found 16 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
This is an absolutely beautiful Hotel with a Tavern inside the same area. Outside is warm and cozy with beautiful furniture, pillows, tables and cushioned couches and chairs. Inside was just a wonderful. Classy, beautiful and inviting. The staff was amazing. Friendly, courteous and helpful. They were helpful and kind and treated you like family. My stay was amazing!! Thank you so very much!!
Reviewed on 25 Nov 2025
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Price was €4,228, price is now €3,479 per person
€3,479
per person
4 Jan - 9 Jan
found 16 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
The place is exceptional and met all of our needs and then some
Reviewed on 12 Nov 2025
ette hotel
Price was €4,252, price is now €3,692 per person
€3,692
per person
4 Jan - 9 Jan
found 16 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (360 reviews)
Great staff at every station/ area. Impecable rooms. The restaurant is an absolute must. Stayed three times and by far my favourite hotel on Florida. One of my top 5 across the globe. Special note to the staff at breakfast, as i am arriving to sit and my cold brew was brought without even asking. Small gesture that made my morning a great one.
Reviewed on 26 Nov 2025
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
Price was €5,810, price is now €5,144 per person
€5,144
per person
4 Jan - 9 Jan
found 16 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (877 reviews)
Fantastic hotel, lovely front desk and housekeeping staff.
Reviewed on 19 Oct 2025
Where to stay in Winter Garden
Find the best Winter Garden areas and neighborhoods for the activities you enjoy most. Learn more about Winter Garden
Oakland
Oakland might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.
Top hotels in Winter Garden
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is €154 per night from 30 Nov to 1 Dec
€154
30 Nov - 1 Dec
includes taxes & fees
7.8/10 Good! (8,781 reviews)
You didn’t have time to use the pool. The balcony was really nice. The staff were very nice. The room was very cool.
Reviewed on 24 Nov 2025
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is €100 per night from 8 Dec to 9 Dec
€100
8 Dec - 9 Dec
includes taxes & fees
9.2/10 Wonderful! (4,993 reviews)
Can’t wait to come back. No complaints.
Reviewed on 24 Nov 2025
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is €103 per night from 14 Dec to 15 Dec
€103
14 Dec - 15 Dec
includes taxes & fees
9.4/10 Exceptional! (4,261 reviews)
Clean, comfy room on the top floor.
Reviewed on 24 Nov 2025
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.
Popular places to visit
Resurrection Catholic Church
After visiting Resurrection Catholic Church, make a plan to see the other sights and activities in Winter Garden. Amble around this family-friendly area's seaside or seek out the adventure tours.
Winter Garden Art Association
Rich with history, Winter Garden Art Association is a cultural attraction worth visiting in Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
Garden Theatre
Enjoy a show at Garden Theatre, a theatre with a story to tell in Winter Garden. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
What to do in Winter Garden
Universal Orlando Resort Theme Park Tickets
€378
per adult
90% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
€163
per adult
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
