Historic Downtown Kissimmee 5 Stars Hotels

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Compare Historic Downtown Kissimmee 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (293)
"Excellent service and food "
The price is NT$8,307
NT$10,972 total
includes taxes & fees
Jul 25 - Jul 26
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (228)
"Beautiful resort.. The staff were all wonderful."
The price is NT$11,078
NT$13,909 total
includes taxes & fees
Aug 4 - Aug 5
Conrad Orlando at Evermore

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Top notch resort. All class!"
The price is NT$10,875
NT$14,024 total
includes taxes & fees
Aug 1 - Aug 2
The Ritz-Carlton Orlando, Grande Lakes

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (853)
"Great stay highly recommended "
The price is NT$29,357
NT$34,653 total
includes taxes & fees
Aug 4 - Aug 5
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1326)
"Exceptional place for quality time with the family "
Reunion Resort & Golf Club

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (312)
"great hotel and very friendly staff very clean rooms and fast service "
ette hotel

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (1004)
"Excellent property and amenities"
Encore Resort and Water Park At Reunion by Rentyl

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.0 out of 10, Wonderful, (10)
"Amazing Stay...Home away from Home... Definitely recommend for families..."
Splendid 5Bd Close to Disney at Storey Lake 4251

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

5.0 star property
10.0 out of 10, Exceptional, (4)
"Fantastic!"
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very Good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5.0 star property
8.0 out of 10, Very Good, (13)
"The kids really enjoyed it and everyone was comfortable, no complaints."
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

WonderFull 4Bd with Pool at Champions Gate 1174

5.0 star property
9.0 out of 10, Wonderful, (4)
"This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions "
WonderFull 4Bd with Pool at Champions Gate 1174

Charming 3Bd Close to Disney @ Festival 1026

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice location "
Charming 3Bd Close to Disney @ Festival 1026

Gorgeous 5Bd Screened Pool at Champions Gate 1125

5.0 star property
9.4 out of 10, Exceptional, (3)
"The house was exactly as the pictures posted. Very well maintained, cleaned, and well equipped with all essential equipment for cooking ext. My family and I loved it. It exceeded our expectations! We truly recommend this house, and will definitely rent this house again."
Gorgeous 5Bd Screened Pool at Champions Gate 1125

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.2 out of 10, Very Good, (20)
"Property is very well kept and close to attractions. Nick, the property manager is very attentive and responds immediately"
Family Vacation Home, Water Park+Endless Amenities

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (12)
"Enjoy the accommodations view was wonderful and close to everything"
Reunion Resort & Golf Club

Family Friendly Four Bedroom w GameRoom @Disney 5145

5.0 star property
7.4 out of 10, Good, (6)
"It was fantastic!"
Family Friendly Four Bedroom w GameRoom @Disney 5145

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

5.0 star property
8.8 out of 10, Excellent, (3)
"It was very clean and comfortable. "
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Stunning 4 Bd Close to Disney @ Storey Lake 2569

5.0 star property
10.0 out of 10, Exceptional, (2)
Stunning 4 Bd Close to Disney @ Storey Lake 2569
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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.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Historic Downtown Kissimmee?
You can find a range of pricing options for a 5-star hotel in Historic Downtown Kissimmee on Expedia. How much you'll pay will depend on when you travel, length of your trip and other factors. Compare all of the available accommodations for your preferred dates and use our pricing and other filters to discover the perfect high-end stay.

  • Search for the lowest price per night from NT$2,434

What makes a hotel 5 stars in Historic Downtown Kissimmee?
From fine dining restaurants and 24-hour fitness centers to pools and superior bedding, the 5-star experience in Historic Downtown Kissimmee is all about luxury and relaxation. But it requires more than just upscale conveniences to get a 5-star rating. Hotels also have to provide superb guest services like in-room massages, laundry and dry cleaning and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Historic Downtown Kissimmee?
Find an upscale getaway that includes your room, meals, drinks and entertainment in Historic Downtown Kissimmee with Expedia's filters. Search for properties rated 5 stars and select the "All inclusive" filter. Be sure to check what's included in the price. That way, you can take full advantage of all the premium perks as soon as you arrive.