
West Kissimmee Luxury Vacations
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Top Luxury vacation packages in West Kissimmee
Price found within the past 48 hours. Click for updated prices.

Hilton Vacation Club Aqua Sol Orlando West
Price was ¥246,474, price is now ¥230,680 per person
¥230,680
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (4,061 reviews)
We stayed at The Hilton to celebrate my son’s 11th birthday, and it was such a wonderful experience from start to finish. The staff were kind, professional, and made us feel right at home.
We stayed in one of the townhouses, which was absolutely amazing — spacious, clean, and perfect for our family. It felt like a home away from home, and my son was thrilled to have so much space to celebrate.
One of the highlights of our stay was definitely the pool. We spent hours there, and it was a great way for my son to have fun and burn off some birthday energy!
Thank you to The Hilton team for helping make his birthday weekend so memorable. We’ll absolutely be back !
Reviewed on Sep 30, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
Price was ¥259,675, price is now ¥238,126 per person
¥238,126
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (2,420 reviews)
I would have given 5 stars, but my room had very dirty floors that clearly had not been mopped, though we wore socks and did not mind much. I also experienced a credit card error when I was charged for breakfast, even though I had chosen the breakfast option on my Expedia reservation; I reviewed my credit card transactions and had to ask the manager for a refund. While the staff was friendly and provided excellent customer service, I did not enjoy the breakfast restaurant—the eggs were undercooked, my request for scrambled eggs resulted in an omelet, and overall, I cannot recommend it. The pizza restaurant was the best dining option during our stay. Many restaurants and the arcade game room were closed, and transportation is inconvenient because the shuttle only runs every 20 minutes, which made it tough with a 2-year-old. This may not be an issue for those without young children, but for our family, the high resort fee and these inconveniences mean we will not be returning. There are better hotels available.
Reviewed on Sep 29, 2025

The Berkley, Orlando
Price was ¥234,705, price is now ¥234,705 per person
¥234,705
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (1,909 reviews)
This was a very nice place to stay for a very reasonable price. Gated area and plenty of parking near condo.
Reviewed on Sep 29, 2025
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View all trips4 Night Luxury vacations in West Kissimmee
Price found within the past 48 hours. Click for updated prices.


Hilton Vacation Club Aqua Sol Orlando West
Price was ¥246,474, price is now ¥230,680 per person
¥230,680
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (4,061 reviews)
We stayed at The Hilton to celebrate my son’s 11th birthday, and it was such a wonderful experience from start to finish. The staff were kind, professional, and made us feel right at home.
We stayed in one of the townhouses, which was absolutely amazing — spacious, clean, and perfect for our family. It felt like a home away from home, and my son was thrilled to have so much space to celebrate.
One of the highlights of our stay was definitely the pool. We spent hours there, and it was a great way for my son to have fun and burn off some birthday energy!
Thank you to The Hilton team for helping make his birthday weekend so memorable. We’ll absolutely be back !
Reviewed on Sep 30, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
Price was ¥253,561, price is now ¥238,184 per person
¥238,184
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (2,420 reviews)
I would have given 5 stars, but my room had very dirty floors that clearly had not been mopped, though we wore socks and did not mind much. I also experienced a credit card error when I was charged for breakfast, even though I had chosen the breakfast option on my Expedia reservation; I reviewed my credit card transactions and had to ask the manager for a refund. While the staff was friendly and provided excellent customer service, I did not enjoy the breakfast restaurant—the eggs were undercooked, my request for scrambled eggs resulted in an omelet, and overall, I cannot recommend it. The pizza restaurant was the best dining option during our stay. Many restaurants and the arcade game room were closed, and transportation is inconvenient because the shuttle only runs every 20 minutes, which made it tough with a 2-year-old. This may not be an issue for those without young children, but for our family, the high resort fee and these inconveniences mean we will not be returning. There are better hotels available.
Reviewed on Sep 29, 2025
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See all available trips from Tokyo to West Kissimmee
View all tripsTop Luxury West Kissimmee Hotels

Summer Bay Orlando by Exploria Resorts
17805 US Highway 192, Clermont, FL
Indulge in a luxury vacation at Summer Bay Orlando by Exploria Resorts. Sought-after amenities at this condo resort include 2 poolside bars, 5 outdoor pools, ...
8.4/10 Very Good! (5,634 reviews)
"We had a great time great property. The coffee shop is amazing so are the pools and staff."
Reviewed on Sep 28, 2025

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
105 Summer Bay Blvd, Clermont, FL
Holiday Inn Express & Suites Clermont Se West Orlando by IHG offers a luxury stay. Sought-after amenities at this hotel include 2 poolside bars, 5 outdoor pools, ...
8.2/10 Very Good! (944 reviews)
"I did not like the fact that the ice machine did not work the whole week of my stay. The shower pressure was very poor"
Reviewed on Sep 24, 2025

Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd, Winter Garden, FL
Treat yourself to some luxurious accommodations at Hilton Vacation Club Aqua Sol Orlando West, where you can enjoy amenities like plush bedding, premium channels, ...
8.8/10 Excellent! (4,086 reviews)
"Clean"
Reviewed on Sep 25, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.