Historic Downtown Kissimmee 5 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Historic Downtown Kissimmee 5 Star Hotels

Our top choices for Historic Downtown Kissimmee 5-star hotels

View from room

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.2 out of 10, Wonderful, (478 reviews)
"Loved our stay here, it was quiet, clean and great dining options, would come back again!"
Canada
Robert
The price is NT$11,932
NT$15,225 total
includes taxes & fees
Apr 10 - Apr 11
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Outdoor pool, cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (394 reviews)
"Amazing stay!"
United States
Kristen
The price is NT$16,938
NT$20,656 total
includes taxes & fees
Mar 19 - Mar 20
Conrad Orlando at Evermore
3 outdoor pools, cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (889 reviews)
"Amazing pool and grounds! Perfect for our family of four. "
United States
Sundip
The price is NT$36,501
NT$43,044 total
includes taxes & fees
Apr 13 - Apr 14
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Property amenity

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.4 out of 10, Exceptional, (1,000 reviews)
"Best place "
United States
Yasmani
The price is NT$25,582
NT$30,762 total
includes taxes & fees
Mar 20 - Mar 21
The Ritz-Carlton Orlando, Grande Lakes
Water park

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,487 reviews)
"Rooms were ready and as always perfect Staff at check in very helpful"
United States
Deborah
Reunion Resort & Golf Club
Water park

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (1,005 reviews)
"Waterpark was amazing, kids loved it!"
Canada
Joleen
The price is NT$7,189
NT$21,876 total
includes taxes & fees
Mar 27 - Mar 28
Encore Resort and Water Park at Reunion by Rentyl
Outdoor pool, open 9:00 AM to 6:00 PM, free cabanas, pool umbrellas

ette hotel

ette hotel
5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (416 reviews)
"Elegant and classy hotel. "
United States
SCOTT
The price is NT$10,786
NT$12,242 total
includes taxes & fees
Apr 5 - Apr 6
ette hotel
3 outdoor pools

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (701 reviews)
"Very nice place to stay in Disney World resort place for vacation which has shuttle buses for every where and walking distance to EPCOT. Wonderful experience there!"
United States
Yong Hoon
Disney's Beach Club Resort
Exterior

The Bear's Den Resort Orlando

The Bear's Den Resort Orlando
5.0 star property
Reunion
8.0 out of 10, Very Good, (23 reviews)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando
3 outdoor pools

Disney's Beach Club Villas

Disney's Beach Club Villas
5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveler
Disney's Beach Club Villas
Resort view

Splendid 5Bd Close to Disney at Storey Lake 4251

Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (12 reviews)
"Everything that a big family needs for a vacation, plus a great location"
United States
omar
Splendid 5Bd Close to Disney at Storey Lake 4251
Exclusive House | Children's theme room

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
5.0 star property
Tuscan Hills
8.6 out of 10, Excellent, (7 reviews)
"The unique rooms were a hit with our children."
United States
Joseph
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Water park

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
United States
Pareshkumar
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Exterior

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (7 reviews)
"Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there...
United States
Anonymous traveler
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Water park

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

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
5.0 star property
Kissimmee
8.8 out of 10, Excellent, (3 reviews)
"Nice "
United States
Janismarie
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Water park

Gorgeous 5Bd Screened Pool at Champions Gate 1125

Gorgeous 5Bd Screened Pool at Champions Gate 1125
5.0 star property
Davenport
9.4 out of 10, Exceptional, (3 reviews)
"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."
United States
Carmen
Gorgeous 5Bd Screened Pool at Champions Gate 1125
Front of property - evening/night

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (8 reviews)
"My family and I truly enjoyed our stay. The team was friendly and communicated effectively the entire time. Will definitely stay again and recommend to others. "
United States
Ben-Jade
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Water park

Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
Marvelous 4Bd with Pool at Storey Lake Resort 2601
Interior

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
5.0 star property
Clermont
9.2 out of 10, Wonderful, (5 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Water park

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
5.0 star property
Davenport
8.6 out of 10, Excellent, (8 reviews)
"Love everything about the property "
United States
Jose A
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 NT$6,647 per night from Mar 16 to Mar 17
NT$6,647
NT$7,478 total
Mar 16 - Mar 17
includes taxes & fees
9.4/10 Exceptional! (4,050 reviews)
Still don't see what you're looking for?
See all properties in Historic Downtown Kissimmee.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Top Historic Downtown Kissimmee Hotel Reviews

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$5,267

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.

Explore a world of travel with Expedia