Historic Downtown Kissimmee 5 Stars Hotels

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Our top choices for Historic Downtown Kissimmee 5-star hotels

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, (449 reviews)
"Loved our stay here, it was quiet, clean and great dining options, would come back again!"
Canada
Robert
The price is ₩615,826
₩776,106 total
includes taxes & fees
Jan 25 - Jan 26
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (362 reviews)
"The property is beautiful and staff was exceptional "
United States
John
The price is ₩666,444
₩823,796 total
includes taxes & fees
Feb 8 - Feb 9
Conrad Orlando at Evermore

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, (881 reviews)
"Great Hotel "
United States
Huan
The price is ₩1,851,150
₩2,165,847 total
includes taxes & fees
Feb 1 - Feb 2
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,000 reviews)
"Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. "
United States
SAUL
The price is ₩1,126,579
₩1,358,648 total
includes taxes & fees
Feb 21 - Feb 22
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

ette hotel
5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (398 reviews)
"This is a unique property high end amenities comfortable beds and then there is the restaurant."
United States
Steve
The price is ₩600,375
₩681,426 total
includes taxes & fees
Feb 3 - Feb 4
ette hotel

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, (1,001 reviews)
"House was clean and spacious, water park was fun, location to parks was great. "
United States
Ruth
The price is ₩368,749
₩1,057,258 total
includes taxes & fees
Feb 11 - Feb 12
Encore Resort and Water Park at Reunion by Rentyl

Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,461 reviews)
"The resort was fantastic. Lots of options from pool time, waterpark, mini-golf etc. Staff is very friendly and the rooms were clean. "
Canada
Jessica
Reunion Resort & Golf Club

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (698 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

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (11 reviews)
"Very roomy, clean and equipped apartment, worth for the money paid."
United States
Prasad
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

The Bear's Den Resort Orlando

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

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (5 reviews)
"Aunque la propiedad estaba bien decorada, al llegar encontramos la cama de la habitación secundaria rota. Durante nuestra estancia de 16 días, no hicieron nada para solucionar la situación. Expedia se negó a ofrecer reembolso. No nos ofrecieron ninguna compensación ni solución. Solo había una manta en la propiedad y sufrimos bajas temperaturas en Orlando. Tuvimos que comprar tuppers para la comida y una bandeja para usar el horno. Wonder Vacation Homes no responde a los mensajes ni a las...
Mexico
Priscila
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Cozy 3Bd Close to Disney @ Enclaves at Festival 808
5.0 star property
Festival
6.8 out of 10, (3 reviews)
"Property was beautiful host was very attentive and answered all my questions and concerns area was safe and quiet the pool pass did not work was my only issue but everything else was top tier "
United States
Brittany
Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
5.0 star property
Kissimmee
6.6 out of 10, (4 reviews)
"The Place Awesome it was a family trip we had great time my 2 kids love the Pool, the Lazy river. they love the hold place. places are not far from Condo. Great communication they always was checking if we needed anything it was great. Thank You "
United States
Gema
Stunning 2 Bd Condo Close to Disney 304 3191

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"It was a clean and nice "
United States
Danielle
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
Kissimmee
9.2 out of 10, Wonderful, (13 reviews)
"Clean, loved the pool"
United Kingdom
Stuart
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
5.0 star property
Kissimmee
7.6 out of 10, Good, (5 reviews)
"First off the house was not clean. It was only clean where a vacuum can fit. Behind all toilets was dirty, every shower had hair from previous guests. We have a three year old so we were in a rush to leave to get on our cruise and left behind our iPad. We wrote and apparently a cleaner took over two days to get to the house to only come back and say there was no iPad. Security didn’t even ask for ID. The back gate is open to let anyone just enter. Would never stay here again. Didn’t feel clean...
Canada
Shawnte
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

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)
"They kept in contact the whole time we stayed with them. They responded to any questions promptly."
United States
Tiffany
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

7 Bedroom Villa, Private Pool, Resort Amenities

7 Bedroom Villa, Private Pool, Resort Amenities
5.0 star property
Kissimmee
8.4 out of 10, Very Good, (17 reviews)
"Lots things need improvement , lots areas that are dirty and need attention, broken flooring , dryer , dirty duct works, pool table broken. Won’t stay again needs attention for sure "
United States
Abraham
7 Bedroom Villa, Private Pool, Resort Amenities

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

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
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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 ₩178,431

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.