Windsor Hills Vacation Packages
Book a Stay + Flight or Car to save on your trip
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)
May 9 - May 15
6 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Frontier Airlines • Coach
Orlando (MCO) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
Price was $657, price is now $267 per person
$267
per person
found 1 day 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
2.5-star property
Extended Stay America Suites Orlando Conv Ctr Universal Blvd
International Drive District
6.4/10 (1,006 reviews)
May 6 - May 9
3 night stay
Boston (BOS) to Orlando (MCO)
Delta • Coach
Orlando (MCO) to Boston (BOS)
Frontier Airlines • Coach
Price was $1,219, price is now $345 per person
$345
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 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 $1,048, price is now $429 per person
$429
per person
found 1 day 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
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 $1,941, price is now $819 per person
$819
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
3.5-star property
Westgate Towers Resort
8.6/10 Excellent! (1,004 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 $611, price is now $294 per person
$294
per person
found 1 day ago
Great place and very clean. They provide so many amenities
Reviewed on Aug 24, 2025
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.
Pool
Hot Tub
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.
Pool
Kitchen
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Kissimmee FL
0.25 mi from Windsor Hills
At this condo, guests have access to a gym, free WiFi in public areas, and a hot tub. Other amenities at this family-friendly condo building include an arcade/game room and laundry facilities.
Pool
Hot Tub
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.