Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Shores Resort & Spa
Save 100% on your flight
Price was $283, price is now $168 per person
$168
per person
Apr 20 - Apr 22
found 13 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
Westgate Palace Hotel / Universal / I-Drive
Price was $819, price is now $395 per person
$395
per person
May 7 - May 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this 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 are located nearby.
Westgate Towers Resort
Save 100% on your flight
Price was $595, price is now $293 per person
$293
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Westgate Town Center Resort
Save 100% on your flight
Price was $469, price is now $257 per person
$257
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this 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.
Palazzo Lakeside Hotel
Save 100% on your flight
Price was $677, price is now $377 per person
$377
per person
May 19 - May 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was $1,557, price is now $885 per person
$885
per person
May 10 - May 15
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Parkway International Resort
Save 100% on your flight
Price was $852, price is now $512 per person
$512
per person
May 19 - May 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex 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.
Wed, Apr 29 - Wed, May 6
LGA
LaGuardia
MCO
Orlando Intl.
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Wed, Apr 8 - Wed, Apr 22
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$84 Roundtrip, found 1 hour ago
$84
Roundtrip
found 1 hour ago
Sat, May 9 - Sun, May 10
ORD
O'Hare Intl.
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Wed, Apr 22 - Wed, Apr 29
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
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