5 Stars Hotels in Historic Downtown Kissimmee, Orlando from CA $135

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Check availability on Historic Downtown Kissimmee 5 Star Hotels

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Historic Downtown Kissimmee 5 Star Hotels

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, (315)
"This hotel was amazing great rooms and staff."
The price is CA $360
CA $483 total
includes taxes & fees
Aug 10 - Aug 11
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Outdoor pool, cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (254)
"Excellent stay."
The price is CA $526
CA $661 total
includes taxes & fees
Aug 26 - Aug 27
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
View from property

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Excellent place to stay"
The price is CA $517
CA $666 total
includes taxes & fees
Aug 8 - Aug 9
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, (862)
"Friendly staffs, awesome pools, great restaurant, will definitely visit again! "
The price is CA $1,230
CA $1,461 total
includes taxes & fees
Sep 1 - Sep 2
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
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, (325)
"Love our honeymoon stay"
The price is CA $286
CA $325 total
includes taxes & fees
Aug 16 - Aug 17
ette hotel
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1369)
"Great place for families"
Reunion Resort & Golf Club
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, (1003)
"Great place "
Encore Resort and Water Park at Reunion by Rentyl
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
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Water park

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

5.0 star property
9.4 out of 10, Exceptional, (3)
"House was really good..but thermostat wasn't working at all..some part carpet was wet all time"
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
Exclusive House | Private kitchen

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

5.0 star property
9.6 out of 10, Exceptional, (5)
"The unique rooms were a hit with our children."
Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills
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
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
Marvelous 4Bd with Pool at Storey Lake Resort 2601
Water park

Marvelous 4Bd with Pool at Storey Lake Resort 2601

5.0 star property
10.0 out of 10, Exceptional, (2)
Marvelous 4Bd with Pool at Storey Lake Resort 2601
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Indoor pool, outdoor pool, sun loungers, lifeguards on site

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5.0 star property
10.0 out of 10, Exceptional, (1)
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Family Friendly Four Bedroom w GameRoom @Disney 5145
Exclusive House

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
Stunning 4Bd With Pool At Storey Lake Resort 4821
Golf

Stunning 4Bd With Pool At Storey Lake Resort 4821

5.0 star property
6.0 out of 10, (1)
Stunning 4Bd With Pool At Storey Lake Resort 4821
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
2 outdoor pools, free cabanas, pool umbrellas

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (2)
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
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
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Exclusive House | Private kitchen

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
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
House | Living room

Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

5.0 star property
10.0 out of 10, Exceptional, (2)
"I recommend this property to anyone wanting to have a family trip and enjoy themselves this place is beautiful and my kids loved everything about this location. We will be staying again."
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
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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.
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd, Orlando, FL
The price is CA $135 per night from Aug 17 to Aug 18
CA $135
CA $152 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (6,520 reviews)
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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'll find various pricing options for 5-star hotels in Historic Downtown Kissimmee on Expedia. How much you'll pay will depend on when you plan to travel, length of your trip and other factors. Compare available properties for your chosen dates and make use of our pricing and other filters to discover the perfect upscale stay.

  • Search for the lowest price per night from CA $135

What makes a hotel 5 stars in Historic Downtown Kissimmee?
Exceptional guest service is the foundation of every 5-star hotel in Historic Downtown Kissimmee. From the minute you step through the door, staff cater to your every whim, whether offering luggage assistance and storage or providing in-room massages. Also, hotels must feature superior conveniences to be entitled to a 5-star rating. These can include luxury baths, an on-site spa, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Historic Downtown Kissimmee?
Use Expedia's filters to find a luxury escape in Historic Downtown Kissimmee where most of what you need is included. After your initial search, narrow your results for resorts that have 5 stars and are listed as "All inclusive." The most important thing on the to-do list at these stays? Pure relaxation and indulgence.