
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)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $683, price is now $307 per person
$307
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 7 - May 11
4 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
JetBlue Airways • Coach
Orlando (MCO) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
Price was $1,506, price is now $472 per person
$472
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! (525 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 7 hours 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 Town Center Resort
8/10 Very Good! (1,510 reviews)
Jun 3 - Jun 8
5 night stay
Boston (BOS) to Orlando (MCO)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $667, price is now $319 per person
$319
per person
found 1 day ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed.
He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides.
He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter.
Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it.
The water park is an extra fee FYI
There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.
Reviewed on Apr 6, 2025

3.5-star property
Westgate Towers Resort
8.6/10 Excellent! (1,004 reviews)
May 9 - May 15
6 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $670, price is now $322 per person
$322
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.

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.
Hot Tub
Kitchen
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.