Historic Downtown Kissimmee 5 Stars Hotels

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Check availability on Historic Downtown Kissimmee 5 Star Hotels

Tonight
Jul 6 - Jul 7
Tomorrow
Jul 7 - Jul 8
Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20

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
Exterior

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (294)
"Excellent service and food "
The price is ₩391,373
₩516,947 total
includes taxes & fees
Jul 25 - Jul 26
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Private beach, white sand, beach cabanas, sun loungers

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 ₩521,935
₩655,312 total
includes taxes & fees
Aug 4 - Aug 5
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
Property amenity

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 ₩512,383
₩660,756 total
includes taxes & fees
Aug 1 - Aug 2
The Ritz-Carlton Orlando, Grande Lakes
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas

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 ₩1,383,161
₩1,632,710 total
includes taxes & fees
Aug 4 - Aug 5
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Reunion Resort & Golf Club
Water park

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
Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas

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 "
The price is ₩455,312
₩516,784 total
includes taxes & fees
Jul 9 - Jul 10
ette hotel
Encore Resort and Water Park At Reunion by Rentyl
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas

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
Water park

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
Exclusive House | Private pool

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
Water park

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
Front of property

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
Outdoor pool

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
Resort view

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
In-room safe, individually decorated, individually furnished, desk

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
Water park

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
Water park

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
10 outdoor pools, pool umbrellas, sun loungers

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
Exclusive House | In-room safe, individually decorated, individually furnished, desk

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
Exclusive House | Private kitchen | Full-size fridge, microwave, oven, stovetop

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
Water park

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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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Historic Downtown Kissimmee.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard, Orlando, FL
The price is ₩298,436 per night from Jul 7 to Jul 8
₩298,436
₩335,742 total
Jul 7 - Jul 8
includes taxes & fees
9.4/10 Exceptional! (3,358 reviews)
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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 ₩114,673

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.