Winter Garden Vacations from NT$15,050

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The Latest Winter Garden Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was NT$25,094, price is now NT$15,050 per person
NT$15,050
per person
Jan 11 - Jan 15
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
excellent, clean, staff helpfull, very good value

Reviewed on 2026/10/28

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was NT$48,495, price is now NT$23,875 per person
NT$23,875
per person
Jan 11 - Jan 15
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was NT$22,089, price is now NT$15,623 per person
NT$15,623
per person
Jan 11 - Jan 15
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.8/10 Excellent! (1,639 reviews)
⭐⭐⭐⭐⭐ A True Home Away from Home – Exceptional Stay at Meliá Orlando! My stay at Meliá Orlando was absolutely wonderful! From the moment I walked through the doors, I felt welcomed by the warm, friendly staff and exceptional customer service. Their hospitality truly made a difference and made my stay that much more enjoyable. The accommodations were clean, comfortable, and beautifully designed, offering the feel of a mini apartment rather than a traditional hotel room. With a separate bedroom, living room, refrigerator, and dishwasher, I had everything I needed to feel right at home. It truly was a home away from home! The pool area was beautiful and provided a relaxing atmosphere to unwind and enjoy the surroundings. I also appreciated the complimentary wine and beer happy hour offered daily between 4:00 and 5:00 p.m.—such a thoughtful touch that added to the overall experience. What stood out most was the exceptional customer service. The staff were welcoming, approachable, and genuinely friendly, making me feel valued from the moment I arrived. I highly recommend Meliá Orlando to anyone looking for comfort, cleanliness, relaxation, and outstanding hospitality. I thoroughly enjoyed my stay and would absolutely return. If you’re looking for a hotel that feels like home while still giving you the experience of a wonderful getaway, Meliá Orlando is definitely worth five stars! ⭐⭐⭐⭐⭐

Reviewed on 2026/10/28

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
Price was NT$27,447, price is now NT$21,617 per person
NT$21,617
per person
Jan 11 - Jan 15
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)

Hilton Vacation Club Grande Villas Orlando

Hilton Vacation Club Grande Villas Orlando

3.5 out of 5
Price was NT$19,382, price is now NT$15,890 per person
NT$15,890
per person
Jan 11 - Jan 15
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
9.2/10 Wonderful! (3,170 reviews)

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
A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.

Oakland

When in Oakland, you can plan a visit to Garden Theatre and West Orange Trail, some noteworthy sights in the nearby area.

Find hotels in Oakland

Find the Best Winter Garden Vacation Packages

Winter Garden 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 NT$5,632 per night from Oct 29 to Oct 30
NT$5,632
NT$8,127 total
Oct 29 - Oct 30
includes taxes & fees
The Grove Resort & Water Park Orlando
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

3 out of 5
631 FLAGLER AVE Winter Garden FL
The price is NT$2,465 per night from Nov 24 to Nov 25
NT$2,465
NT$2,773 total
Nov 24 - Nov 25
includes taxes & fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is NT$3,170 per night from Nov 11 to Nov 12
NT$3,170
NT$3,566 total
Nov 11 - Nov 12
includes taxes & fees
Home2 Suites by Hilton Orlando at Flamingo Crossings
See all 57,619 properties in Winter Garden
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.

Stay near popular Winter Garden attractions

Flamingo Crossings Town Center

8.6/10 (131 reviews)
This convenient retail hub at Disney World's western gateway offers diverse shopping and dining options. Explore Target, Walgreens, and restaurants in a pedestrian-friendly environment perfect for a theme park break.
See properties

Frequently asked questions

How much does a Winter Garden vacation package cost?
Offering great value package deals from NT$15,050 on Expedia, you'll be thrilled with how little a vacation to Winter Garden costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Winter Garden?
If you're hoping to snag a cheap Winter Garden vacation package, consider visiting in February, September and October. You'll typically find lower prices on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Winter Garden?
When planning your Winter Garden vacation, a handful of days will be enough to tour the top spots. Make sure to stop by Carter Family Bowl — it's one of the most popular attractions in this destination. If you're looking for more activities, consider basing yourself here and heading off on some day tours from Winter Garden.
Is it worth booking a vacation package to Winter Garden?
Well known for its cycling, markets and shopping, a Winter Garden vacation is a hit with all types of travelers. Be sure to check out leading sights like Resurrection Catholic Church and West Orange Trail, and consider renting a car for day trips to explore even more.
How to find the best Winter Garden package deals?
Landing a cheap Winter Garden package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most affordable Winter Garden package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winter Garden vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can tailor your Winter Garden escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Winter Garden?
If you've got your Winter Garden vacation dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Winter Garden?

  1. Choose when to get away: Check your diary and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to vacation in Winter Garden.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodations will likely be the largest expense during your trip to Winter Garden.
  3. Decide your trip length: Think about how much time you want to spend exploring Winter Garden. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Winter Garden vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.