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.
3.5-star property
Westgate Towers Resort
8.6/10 Excellent! (1,002 reviews)
Nov 6 - Nov 12
6 night stay
Philadelphia (PHL) to Orlando (MCO)
Allegiant Air • Coach
Orlando (MCO) to Philadelphia (PHL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $690, price is now $308 per person
$308
per person
found 1 day ago
2.0-star property
Seasons Florida Resort
9/10 Wonderful! (3,949 reviews)
Nov 4 - Nov 10
6 night stay
Boston (BOS) to Orlando (MCO)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $896, price is now $389 per person
$389
per person
found 1 day ago
This hotel is fair considering the price. I checked in late because my flight was delayed, and the process was a little inconvenient after 11 PM, but I was still able to get a room.
There were some mosquitoes in my room the first night, which made the stay uncomfortable, so I changed rooms the next day. Also, it seems like the price on hotel.com is actually lower than the price at the front desk, lol.
Overall, if you just need an affordable place to stay, it’s acceptable for the price.
Reviewed on Sep 30, 2026
3.5-star property
Florida Hotel & Conference Center in the Florida Mall
9.2/10 Wonderful! (1,380 reviews)
Nov 4 - Nov 10
6 night stay
Boston (BOS) to Orlando (MCO)
Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,114, price is now $601 per person
$601
per person
found 1 day ago
3.0-star property
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
7.8/10 Good! (583 reviews)
Nov 3 - Nov 8
5 night stay
Boston (BOS) to Orlando (MCO)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $860, price is now $490 per person
$490
per person
found 14 hours ago
I liked that it was central to the attractions like universal studios and Disney.
Some at the front desk was helpful especially a male forget his name, but very helpful.
What I didn’t appreciate was the fact that we couldn’t use the gym because it’s for VIP guests only. So I had 3 rooms booked for my family and my sons wanted to use the gym and was told they could not. When I booked, there was no restrictions about the gym. Hence my takeaway of 2 stars.
Reviewed on Sep 29, 2026
Top rated hotels for your Windsor Hills vacation package
Newly Totally Renovated-Video Game Room-Private Pool
Kissimmee FL
0.26 mi from Windsor Hills
Guests of this vacation home have access to an outdoor pool, a gym, and a hot tub. Additional amenities include an arcade/game room and laundry facilities.
🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴
Kissimmee FL
0.22 mi from Windsor Hills
Guests of this vacation home enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities and a garden.
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Kissimmee FL
0.2 mi from Windsor Hills
Guests of this vacation home enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, barbecue grills, and a garden.
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.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
92% of travellers recommend
