Windsor Hills Vacation Packages
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Top Windsor Hills vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Westgate Vacation Villas Resort
8/10 Very Good! (1,820 reviews)
Jun 23 - Jun 28
5 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Spirit Airlines • Coach
Orlando (MCO) to Newark Liberty Intl. Airport (EWR)
Frontier Airlines • Coach
Save 100% on your flight
Price was $626, price is now $294 per person
$294
per person
found 5 hours ago
Nice pools and Hot tubs. Room I had needed some updating but was a nice lay out. Could see Disney fireworks from slider!
Reviewed on Feb 16, 2026
3.0-star property
Palazzo Lakeside Hotel
8.2/10 Very Good! (5,182 reviews)
May 4 - May 9
5 night stay
Boston (BOS) to Orlando (MCO)
Frontier Airlines • Coach
Orlando (MCO) to Boston (BOS)
Spirit Airlines • Coach
Price was $1,172, price is now $316 per person
$316
per person
found 1 day ago
Gracias excelentes 👌 pronto estare de vuelta bendiciones
Reviewed on Feb 9, 2026
2.5-star property
Extended Stay America Suites Orlando Conv Ctr Universal Blvd
International Drive District
6.4/10 (1,006 reviews)
May 7 - May 11
4 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Spirit Airlines • Roundtrip • Coach
Price was $1,579, price is now $425 per person
$425
per person
found 1 day ago
It was close to the convention center so it served its purpose. The floor I was in smelled of weed whenever I walked in the hallway, you can hear the Mexican music playing down the same hallway. The bathroom fan didn’t work, and the fold out bed has questionable red stains on the mattress.
Reviewed on Feb 9, 2025
4.0-star property
Westgate Cocoa Beach Resort
8.6/10 Excellent! (534 reviews)
May 14 - May 19
5 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Spirit Airlines • Coach
Orlando (MCO) to Newark Liberty Intl. Airport (EWR)
Frontier Airlines • Coach
Price was $1,957, price is now $835 per person
$835
per person
found 1 day ago
Sue behind the bar was amazing. Hotel is a little dated and could use a new external color scheme. Rooms were modernized and mostly clean (sofa needs vacuumed) We had a great time and made use of all the pool areas and took advantage of happy hour every day. It is a bit of a walk from the main part of the resort to the beach so keep that in mind. Great place for family relaxing
Reviewed on Oct 5, 2025
4.0-star property
Westgate Lakes Resort & Spa Universal Studios Area
8.4/10 Very Good! (6,071 reviews)
Jun 13 - Jun 19
6 night stay
Boston (BOS) to Orlando (MCO)
Breeze Airways • Coach
Orlando (MCO) to Boston (BOS)
Spirit Airlines • Coach
Price was $1,086, price is now $484 per person
$484
per person
found 23 hours ago
We had to get 4 room keys for our door to finally work, however staff was kind and helped us as much as they could.
Reviewed on Feb 12, 2026
Top rated hotels for your Windsor Hills vacation package
Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
Kissimmee FL
0.17 mi from Windsor Hills
At this vacation home, guests enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and local meal delivery service.
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Kissimmee FL
0.24 mi from Windsor Hills
Guests of this condo enjoy features like an outdoor pool, a gym, and an arcade/game room. This condo building also has laundry facilities.
Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme
Kissimmee FL
0.23 mi from Windsor Hills
Guests of this condo enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this family-friendly condo building include laundry facilities and barbecue grills.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.