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Top Luxury vacation packages in West Kissimmee

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

￥213,045

per person

Nov 15 - Nov 20

found 10 hours ago

Roundtrip flight included

Tokyo (NRT) to Orlando (MCO)

8.6/10 Excellent! (2,393 reviews)

The 2 bedroom villa was

Reviewed on Sep 3, 2025

Hilton Vacation Club Aqua Sol Orlando West

￥216,529

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Orlando (MCO)

8.8/10 Excellent! (4,070 reviews)

I love this place! Being able to text any request or questions to a staff member 24/7 is huge!!! Every one We met from the front desk associates to security to house keeping. All extremely professional and friendly. Really felt like the best hotel I’ve ever booked. We will be staying again.

Reviewed on Sep 2, 2025

The Berkley, Orlando

￥408,634

per person

Nov 17 - Nov 24

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Orlando (MCO)

9.6/10 Exceptional! (1,889 reviews)

My family and I have stayed at quite a few resorts in the Orlando area and this one is by far the best.. We will definitely be returning here. This is our new favorite place to stay❤️❤️

Reviewed on Aug 31, 2025

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3 Night Luxury vacations in West Kissimmee

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

￥224,698

per person

Nov 21 - Nov 24

found 23 hours ago

Roundtrip flight included

Osaka (KIX) to Orlando (MCO)

8.6/10 Excellent! (2,393 reviews)

The 2 bedroom villa was

Reviewed on Sep 3, 2025

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4 Night Luxury vacations in West Kissimmee

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

￥150,038

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Orlando (MCO)

8.6/10 Excellent! (2,393 reviews)

The 2 bedroom villa was

Reviewed on Sep 3, 2025

Hilton Vacation Club Aqua Sol Orlando West

￥216,529

per person

Nov 9 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Orlando (MCO)

8.8/10 Excellent! (4,070 reviews)

I love this place! Being able to text any request or questions to a staff member 24/7 is huge!!! Every one We met from the front desk associates to security to house keeping. All extremely professional and friendly. Really felt like the best hotel I’ve ever booked. We will be staying again.

Reviewed on Sep 2, 2025

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See all available trips from Tokyo to West Kissimmee

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Top Luxury West Kissimmee Hotels

Summer Bay Orlando by Exploria Resorts

17805 US Highway 192, Clermont, FL

11 min drive from Mystic Dunes Golf Club

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, ...

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

105 Summer Bay Blvd, Clermont, FL

11 min drive from Mystic Dunes Golf Club

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, ...

Hilton Vacation Club Aqua Sol Orlando West

17777 Bali Blvd, Winter Garden, FL

11 min drive from Mystic Dunes Golf Club

Treat yourself to some luxurious accommodations at Hilton Vacation Club Aqua Sol Orlando West, where you can enjoy amenities like plush bedding, premium channels, ...

See all 11,466 properties in West Kissimmee

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.