Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Price was $594, price is now $293 per person
$293
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this 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.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $1,844, price is now $938 per person
$938
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $1,231, price is now $653 per person
$653
per person
Apr 15 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Universal’s Volcano Bay are located nearby.
Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $1,214, price is now $657 per person
$657
per person
May 1 - May 4
found 21 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.
Parkway International Resort
Save 100% on your flight
Price was $856, price is now $508 per person
$508
per person
Jun 6 - Jun 14
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Save 100% on your flight
Price was $1,114, price is now $669 per person
$669
per person
Apr 28 - May 5
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $694, price is now $435 per person
$435
per person
Jun 2 - Jun 5
found 22 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orlando International Premium Outlets and The Orlando Eye 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, Mar 18 - Wed, Mar 25
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Tue, May 5 - Sat, May 9
ORD
O'Hare Intl.
MCO
Orlando Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Wed, Apr 22 - Tue, Apr 28
LGA
LaGuardia
MCO
Orlando Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Sun, Apr 19 - Thu, Apr 30
TTN
Mercer
MCO
Orlando Intl.
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
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