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.
4.5-star property
Disney's Animal Kingdom Lodge
Bay Lake
9/10 Wonderful! (1,003 reviews)
Oct 26 - Oct 29
3 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Price was $1,548, price is now $792 per person
$792
per person
found 1 day ago
Is definitely an experience for the wallet and the soul.
Reviewed on Sep 18, 2026
3.5-star property
Westgate Blue Tree Resort in Lake Buena Vista
8.6/10 Excellent! (1,002 reviews)
Nov 20 - Nov 25
5 night stay
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $816, price is now $424 per person
$424
per person
found 17 hours ago
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
4.0-star property
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
9.2/10 Wonderful! (1,002 reviews)
Nov 27 - Dec 1
4 night stay
Boston (BOS) to Orlando (MCO)
Delta • Coach
Orlando (MCO) to Boston (BOS)
Southwest Airlines • Coach
Save 100% on your flight
Price was $1,565, price is now $886 per person
$886
per person
found 1 day ago
Check in was a breeze. I admire Vstays and how effortless they with booking and accommodating my needs.
Reviewed on Sep 19, 2026
2.0-star property
Bahama Bay 515 Rum run unit 515
Bahama Bay
10/10 Exceptional! (2 reviews)
Nov 27 - Dec 4
7 night stay
Dallas (DFW) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $583, price is now $356 per person
$356
per person
found 1 day ago
The apartment is very nice, closed to Disney World resort, while in a quiet community.
Reviewed on May 19, 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.
Pool
Hot Tub
🌴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.
Pool
Kitchen
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.
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.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
92% of travellers recommend
