Search Deals onWinter Garden Vacation Packages
Winter Garden Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $298, price is now $177 per person
$177
per person
Dec 2 - Dec 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
It was nice clean place. Affordable and easy to access.
Reviewed on Sep 29, 2026
Westgate Towers Resort
Save 100% on your flight
Price was $616, price is now $292 per person
$292
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Great room had the king suite, very spacious and accommodating
Reviewed on Sep 27, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Price was $802, price is now $414 per person
$414
per person
Nov 5 - Nov 10
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $908, price is now $487 per person
$487
per person
Dec 4 - Dec 7
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on Sep 25, 2026
Disney's Animal Kingdom Lodge
Save 100% on your flight
Price was $2,592, price is now $1,421 per person
$1,421
per person
Dec 13 - Dec 17
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this luxury hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Palazzo Lakeside Hotel
Save 100% on your flight
Price was $344, price is now $189 per person
$189
per person
Dec 4 - Dec 7
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
I have stayed here twice now and both times I was surprised at how well it was maintained. The rooms were always clean including the bathroom ( first place I go in any hotel) the staff was incredible when I checked in after 11pm the gentleman was so kind and patient and I dealt with another gentleman the following day as I forgot my hotel key in the room he quickly was able to make me a new one after a very long conference day for my job.! I didn’t use any of the services like breakfast or the laundry but I will definitely stay again any time I am in Orlando 😁.
Reviewed on Sep 28, 2026
Champions Gate condos by UNE
Save 100% on your flight
Price was $1,849, price is now $1,121 per person
$1,121
per person
Dec 21 - Dec 28
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this golf apartment in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Reunion Resort Golf Course and Mystic Dunes Golf Club are located nearby.
None
Reviewed on Sep 7, 2026
Winter Garden Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winter Garden Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Oct 26 - Fri, Oct 30
TTN
Mercer
SFB
Orlando Sanford Intl.
$83 Roundtrip, found 4 days ago
$83
Roundtrip
found 4 days ago
Fri, Dec 4 - Mon, Dec 7
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$103 Roundtrip, found 2 days ago
$103
Roundtrip
found 2 days ago
Mon, Dec 7 - Thu, Dec 10
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$110 Roundtrip, found 11 hours ago
$110
Roundtrip
found 11 hours ago
Sat, Oct 31 - Sat, Nov 7
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Discover Other Travel Deals
- Popular Vacation Attractions
- Popular Destinations
- Nearby Destinations
- Areas of Winter Garden
- Hotwire Picks
- Flamingo Crossings Town Center Vacations
- Disney's Palm Golf Course Vacations
- Disney's Magnolia Golf Course Vacations
- Orange County National Golf Club Vacations
- Surfari Water Park Vacations
- West Orange Trail Vacations
- Disney's Oak Trail Golf Course Vacations
- Garden Theatre Vacations
- Oakland Nature Preserve Vacations
- Resurrection Catholic Church Vacations
- Winter Garden Heritage Museum Vacations
- Warrior Park Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
