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Check availability on Historic Downtown Kissimmee 5 Star Hotels

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Top Historic Downtown Kissimmee 5 Star Hotels

Exterior
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, (405)
"Excellent dining and stay"
Canada
RAJ
The price is 7.372.133 ₫
9.776.513 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Conrad Orlando at Evermore

Conrad Orlando at Evermore

5.0 star property
Orlando
9.6 out of 10, Exceptional, (324)
"Place was freaking amazing!"
United States
Shaun
The price is 11.863.427 ₫
14.664.455 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Conrad Orlando at Evermore
3 outdoor pools, pool 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, (877)
"Fantastic hotel, lovely front desk and housekeeping staff. "
United States
Tanis
The price is 26.230.190 ₫
30.991.826 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
View from property
The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
Orlando
9.2 out of 10, Wonderful, (1002)
"Great service, clean rooms, large property with many amenities . Fabulous food at highball & harvest. "
United States
SAUL
The price is 14.736.358 ₫
18.209.684 ₫ total
includes taxes & fees
13 Dec - 14 Dec
The Ritz-Carlton Orlando, Grande Lakes
Outdoor pool, open 9:00 AM to 6:00 PM, free pool cabanas, pool umbrellas
ette hotel

ette hotel

5.0 star property
Kissimmee
9.8 out of 10, Exceptional, (366)
"If you're looking to stay at hotel with all the top amenities, great staff and amazing restaurant at a very nice price...this is the spot! Location is a bit busy but all is made up quality inside the hotel. "
United States
michael
ette hotel
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas
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, (1002)
"House was super clean! Staff were amazing and location was perfect!"
United States
Donovan
The price is 6.564.138 ₫
18.820.227 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Encore Resort and Water Park at Reunion by Rentyl
Water park
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5.0 star property
Reunion
8.8 out of 10, Excellent, (1427)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is 5.517.567 ₫
7.511.997 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Reunion Resort & Golf Club
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, (696)
"Location location location!! Best pool!!"
United States
Seung Hoon
Disney's Beach Club Resort
Aerial view
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, (10)
"The complex was nice and very nice clean rooms, the water park was nice and huge. Definitely would visit again "
United States
Vernon
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
Front of property
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)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando
Water park
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
10.0 out of 10, Exceptional, (3)
"Fabulous apartment, great equipment as excellent location! We stayed for 11 nights in October visiting Disney 10 days and Kennedy Space Centre for a days. Parking was easy and there is a decent gym and nice water park on site. Flawless communiction throughout our stay. Would definately stay again!"
United Kingdom
Dean
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191
Exclusive House | 4 bedrooms, in-room safe, individually decorated, individually furnished
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)
"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
Exterior
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)
"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
2 outdoor pools, free pool cabanas, pool umbrellas
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)
"It was a clean and nice "
United States
Danielle
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Townhome, 4 Bedrooms | Private pool
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)
"Super clean and confortable. "
United States
Heralda
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Water park
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4)
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
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)
"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
Luxury Villa, Multiple Bedrooms, Private Pool | Courtyard view
7 Bedroom Villa, Private Pool, Resort Amenities

7 Bedroom Villa, Private Pool, Resort Amenities

5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (15)
"Beautiful and the family loved it 😍! Close to Disney, excellent for large families"
Canada
LLoyd
7 Bedroom Villa, Private Pool, Resort Amenities
Water park
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)
"Home was great super clean and very cozy and comfortable. "
United States
Ubeiman
Splendid 5Bd Close to Disney at Storey Lake 4251
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, (2)
Marvelous 4Bd with Pool at Storey Lake Resort 2601
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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 2.356.236 ₫ per night from 15 Dec to 16 Dec
2.356.236 ₫
2.650.764 ₫ total
15 Dec - 16 Dec
includes taxes & fees
8.4/10 Very Good! (6,867 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?
The amount you pay for a 5-star hotel in Historic Downtown Kissimmee can vary depending on the time of year you travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to find the best rate on a luxurious getaway.

  • Search for the lowest price per night from 2.650.764 ₫

What makes a hotel 5 stars in Historic Downtown Kissimmee?
From high-end dining venues and all-day gyms to pools and dreamy bedding, the 5-star experience in Historic Downtown Kissimmee is all about comfort and luxury. But it requires more than just top-notch perks to get a 5-star rating. Accommodation must also deliver outstanding guest-focused services like beauty treatments, on-site dry cleaning and laundry and room service any time night or day.
Are there any 5-star all-inclusive resorts in Historic Downtown Kissimmee?
Our handy filters are the best way to narrow down what you're looking for. Select "All inclusive" and "5-star" to see the most upscale properties in Historic Downtown Kissimmee where your accommodation, meals, activities and entertainment are included in the price. At these stays, your trip is pure extravagance from the moment you enter the lobby.

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