Search Deals onWindermere Vacation Packages
Windermere Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Price was $305, price is now $132 per person
$132
per person
Nov 11 - Nov 14
just found
Roundtrip flight included
Atlanta (ATL) 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.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $1,621, price is now $691 per person
$691
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on Sep 25, 2026
Seasons Florida Resort
Save 100% on your flight
Price was $608, price is now $299 per person
$299
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Hidden Gem!! Immaculate property and rooms, staff was amazing. We will definitely stay here again.
Reviewed on Oct 3, 2026
Westgate Cocoa Beach Resort
Price was $1,710, price is now $858 per person
$858
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Cocoa Beach. Enjoy free parking, free water park access, and a lazy river. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $475, price is now $243 per person
$243
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Save 100% on your flight
Price was $712, price is now $379 per person
$379
per person
Dec 18 - Dec 23
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
The Delaney Hotel
Price was $730, price is now $391 per person
$391
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $321, price is now $174 per person
$174
per person
Nov 11 - Nov 14
just found
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this 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 Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
The stay was immaculate. It was secluded and quiet. The perfect resting place for celebrating my husband’s birthday. We were near everything we wanted to enjoy. The staff was amazing; Morgan gave an excellent introduction to the property and we enjoyed throughly and hassle free. We will be returning in November for a concert after this amazing experience! Our pets enjoyed the property and the quiet and calm ambiance really helped them to relax into a new space.
Reviewed on Sep 14, 2026
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.
Mon, Oct 26 - Fri, Oct 30
TTN
Mercer
SFB
Orlando Sanford Intl.
$78 Roundtrip, found 3 days ago
$78
Roundtrip
found 3 days ago
Fri, Feb 5 - Fri, Feb 5
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$103 Roundtrip, found 9 hours ago
$103
Roundtrip
found 9 hours ago
Mon, Dec 7 - Tue, Dec 15
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$110 Roundtrip, found 8 hours ago
$110
Roundtrip
found 8 hours ago
Sat, Oct 31 - Sat, Nov 7
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$112 Roundtrip, found 6 days ago
$112
Roundtrip
found 6 days ago
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