Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Bryan’s Spanish Cove
Save 100% on your flight
Price was $964, price is now $619 per person
$619
per person
Jul 19 - Jul 26
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Old Town are located nearby.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $1,472, price is now $771 per person
$771
per person
Jul 1 - Jul 9
found 12 hours ago
Roundtrip flight included
San Juan (SJU) 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
Save 100% on your flight
Price was $1,670, price is now $971 per person
$971
per person
Jul 19 - Jul 24
found 22 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens
Save 100% on your flight
Price was $1,290, price is now $808 per person
$808
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Stay at this apartment in Orlando. Enjoy free parking, a water park, and an in-room coffeemaker. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.
WorldQuest Orlando Resort
Save 100% on your flight
Price was $1,065, price is now $672 per person
$672
per person
Jul 19 - Jul 26
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
The Delaney Hotel
Save 100% on your flight
Price was $1,082, price is now $687 per person
$687
per person
Jun 30 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $1,082, price is now $695 per person
$695
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this family-friendly hotel 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 Aquatica are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $1,050, price is now $676 per person
$676
per person
Jun 26 - Jun 30
found 15 hours ago
Roundtrip 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 Aquatica 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.
Sat, Sep 19 - Tue, Oct 6
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$118 Roundtrip, found 5 hours ago
$118
Roundtrip
found 5 hours ago
Tue, Aug 25 - Thu, Sep 3
TTN
Mercer
MCO
Orlando Intl.
$118 Roundtrip, found 5 hours ago
$118
Roundtrip
found 5 hours ago
Wed, Sep 9 - Wed, Sep 16
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$138 Roundtrip, found 2 hours ago
$138
Roundtrip
found 2 hours ago
Sun, Sep 20 - Wed, Sep 23
ORD
O'Hare Intl.
MCO
Orlando Intl.
$163 Roundtrip, just found
$163
Roundtrip
just found
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