Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Save 100% on your flight
per person
Jul 30 - Aug 3
found 9 hours 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 Complex are located nearby.
Westgate Palace Hotel / Universal / I-Drive
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Universal’s Islands of Adventure are located nearby.
Westgate Town Center Resort
per person
Jun 28 - Jul 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Complex are located nearby.
Westgate River Ranch Resort & Rodeo
Save 100% on your flight
per person
Jul 6 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.
Westgate Vacation Villas Resort
Save 100% on your flight
per person
Jul 2 - Jul 6
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 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 Complex are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
per person
Jul 27 - Aug 4
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Save 100% on your flight
per person
Aug 2 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Hilton Daytona Beach Oceanfront Resort
Save 100% on your flight
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star beach hotel in Daytona Beach. Enjoy 2 outdoor pools, 4 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Boardwalk are located nearby.
Windermere Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windermere 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, Jul 29 - Mon, Aug 4
ORD
O'Hare Intl.
MCO
Orlando Intl.
$100 Roundtrip, found 9 hours ago
$100
Roundtrip
found 9 hours ago
Sat, Sep 27 - Sat, Oct 4
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$100 Roundtrip, found 9 hours ago
$100
Roundtrip
found 9 hours ago
Wed, Aug 27 - Sat, Sep 6
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$100 Roundtrip, found 9 hours ago
$100
Roundtrip
found 9 hours ago
Wed, Jul 2 - Sat, Jul 12
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$102 Roundtrip, found 8 hours ago
$102
Roundtrip
found 8 hours ago
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