West Kissimmee Vacations from $381
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The Latest West Kissimmee vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Save 100% on your flight
Price was $850, price is now $381 per person
$381
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
The room was clean staff was nice.i was good for the weekend stay really enjoyed it.
Reviewed on May 24, 2026
Westgate Town Center Resort
Save 100% on your flight
Price was $921, price is now $430 per person
$430
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,734 reviews)
The room was wonderful. Nice clean and so spacious. They had plates, bowls, cups and silverware. I wasn’t expecting that. Nice refridgerator/ freezer. Staff was very nice and helpful when needed. Definitely recommend this location. Kids had a blast
Reviewed on Jun 2, 2026
Westgate Cocoa Beach Resort
Price was $2,611, price is now $1,230 per person
$1,230
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Orlando (MCO)
8.6/10 Excellent! (550 reviews)
Esta bien Accesible a todas las amenidades, incluyendo el área de la playa,Solo que es un poco caro el precio por noche, por lo demás todo muy bien.
Reviewed on May 25, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $1,897, price is now $950 per person
$950
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
THE HOSPITALITY OF THE PEOPLE AND THE CLEANLINESS OF THE PROPERTY WERE BEAUTIFUL 😍 WE'RE PLANNING TO STAY THERE AGAIN IN AUGUST 2026 FOR A WEEK THIS TIME. WE LOVED EVERY SECOND ❤️
JULIANNE COVINGTON
Reviewed on Jun 1, 2026
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See all available trips from Columbus to West Kissimmee
View all tripsWhere to stay in West Kissimmee
Find the best West Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about West Kissimmee
Windsor Hills
If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!.
Discover the most popular places to visit in West Kissimmee
Mystic Dunes Golf Club
Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.
Island H2O Live!
Bring the family to Island H2O Live! and have a fun-filled day at this amusement park in Four Corners. Make time for the shops and golf courses in this family-friendly area.
Northeast Regional Park
Explore the lovely green spaces of Northeast Regional Park and enjoy the golf courses in Four Corners. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
What to do in West Kissimmee
Airboat Ride at Boggy Creek Airboats with Hotel Pickup
$139
per adult
96% of travellers recommend
West Kissimmee Hotel Deals
Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle Kissimmee FL
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $214 total per night from Jul 5 to Jul 6
$214 total
Jul 5 - Jul 6
Total with taxes and fees
8.8/10 Excellent! (3,615 reviews)
"Absolutely an amazing vacation. Beautiful lobby, rooms smelt so good and was so clean"
Reviewed on Jun 3, 2026
Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundable
$207 nightly
The price is $233 total per night from Jun 7 to Jun 8
$233 total
Jun 7 - Jun 8
Total with taxes and fees
8.8/10 Excellent! (2,959 reviews)
"This was one of the best resorts we have stayed at and we have stayed at multiple resorts through Florida, it is very economical for a family of 6 and you don’t have to leave the resort unless you really want to. Close proximity to everything and perfect for the family’s on a budget"
Reviewed on Jun 3, 2026
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane Kissimmee FL
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $156 total per night from Jun 9 to Jun 10
$156 total
Jun 9 - Jun 10
Total with taxes and fees
9/10 Wonderful! (4,791 reviews)
"wrong room type far from family pools after asking bugs in room amkinities closed half of the weekend"
Reviewed on Jun 3, 2026
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.
Find the Best West Kissimmee Vacation Packages
West Kissimmee Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.