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
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Disney Springs™ and ESPN Wide World of Sports are located nearby.
Westgate Vacation Villas Resort
Save 100% on your flight
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. 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 are located nearby.
Westgate Palace Hotel / Universal / I-Drive
Save 100% on your flight
per person
Apr 4 - Apr 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.
Westgate Town Center Resort
per person
Feb 18 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 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 are located nearby.
Tropic Sun Towers by Capital Vacations
per person
Mar 14 - Mar 18
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star beach aparthotel in Ormond Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Daytona Beach Boardwalk and Beach at Daytona Beach are located nearby.
Westgate Towers Resort
Save 100% on your flight
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). 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 are located nearby.
Villas At Regal Palms
per person
Feb 17 - Feb 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star spa aparthotel in Davenport. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
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.
Tue, Feb 25 - Thu, Feb 27
TTN
Mercer
MCO
Orlando Intl.
$70 Roundtrip, found 21 hours ago
$70
Roundtrip
found 21 hours ago
Tue, Feb 11 - Wed, Feb 12
LGA
LaGuardia
MCO
Orlando Intl.
$77 Roundtrip, found 13 hours ago
$77
Roundtrip
found 13 hours ago
Mon, Jan 27 - Wed, Jan 29
BOS
Logan Intl.
MCO
Orlando Intl.
$79 Roundtrip, found 1 day ago
$79
Roundtrip
found 1 day ago
Sat, Feb 1 - Tue, Feb 4
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$86 Roundtrip, found 9 hours ago
$86
Roundtrip
found 9 hours 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 Magnolia Golf Course Vacations
- Orange County National Golf Club Vacations
- Disney's Palm Golf Course Vacations
- Surfari Water Park Vacations
- West Orange Trail Vacations
- Resurrection Catholic Church Vacations
- Disney's Oak Trail Golf Course Vacations
- Winter Garden Art Association Vacations
- Winter Garden Heritage Museum Vacations
- Central Florida Railroad Museum Vacations
- Oakland Nature Preserve 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
Car Rentals in Winter Garden
- Car rentals in Kissimmee
- Car rentals in Lake Buena Vista
- Car rentals in Davenport
- Car rentals in Four Corners
- Car rentals in Lakeland
- Car rentals in Celebration
- Car rentals in International Drive
- Car rentals in Clermont
- Car rentals in Sanford
- Car rentals in Mount Dora
- Car rentals in Winter Haven
- Car rentals in Winter Park