Search Deals onWinter Garden Vacation Packages
Winter Garden Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
Save 100% on your flight
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star beach hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vilano Beach and Castillo de San Marcos National Monument are located nearby.
Meliá Orlando Celebration
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.
Westgate Palace Hotel / Universal / I-Drive
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop 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’s Volcano Bay and The Orlando Eye at ICON Park are located nearby.
Westgate Vacation Villas Resort
per person
Jul 19 - Jul 26
found 1 hour ago
Roundtrip 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 Towers Resort
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip 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
Save 100% on your flight
per person
Jul 19 - Jul 26
found 19 hours 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 ChampionsGate Golf Club are located nearby.
Kompose Boutique Resort at Theme Parks
Save 100% on your flight
per person
Jun 10 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star business-friendly resort in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
per person
Jul 19 - Jul 26
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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.
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.
Wed, May 28 - Wed, Jun 4
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$69 Roundtrip, found 4 days ago
$69
Roundtrip
found 4 days ago
Tue, Jun 10 - Sat, Jun 14
TTN
Mercer
MCO
Orlando Intl.
$75 Roundtrip, found 4 days ago
$75
Roundtrip
found 4 days ago
Wed, Jun 11 - Sat, Jun 14
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$75 Roundtrip, found 4 days ago
$75
Roundtrip
found 4 days ago
Mon, Jun 2 - Fri, Jun 6
BOS
Logan Intl.
MCO
Orlando Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
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