Find 5 Star Hotels in Historic Downtown Kissimmee, FL from SAR 314

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Check availability on Historic Downtown Kissimmee 5 Star Hotels

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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

5.0 star property
9.2 out of 10, Wonderful, (311)
"This hotel was amazing great rooms and staff."
The price is SAR 1,077
SAR 1,423 total
includes taxes & fees
9 Aug - 10 Aug
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando at Evermore

5.0 star property
9.4 out of 10, Exceptional, (246)
"Excellent stay."
The price is SAR 1,437
SAR 1,804 total
includes taxes & fees
11 Aug - 12 Aug
Conrad Orlando at Evermore

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Excellent place to stay"
The price is SAR 1,411
SAR 1,819 total
includes taxes & fees
3 Aug - 4 Aug
The Ritz-Carlton Orlando, Grande Lakes

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (861)
"Friendly staffs, awesome pools, great restaurant, will definitely visit again! "
The price is SAR 3,395
SAR 4,031 total
includes taxes & fees
10 Aug - 11 Aug
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1355)
"Great place for families"
The price is SAR 785
SAR 1,069 total
includes taxes & fees
28 Jul - 29 Jul
Reunion Resort & Golf Club

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (318)
"Love our honeymoon stay"
The price is SAR 923
SAR 1,048 total
includes taxes & fees
7 Aug - 8 Aug
ette hotel

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (1014)
"The stay was excellent I stayed for 8 days will return again. "
Encore Resort and Water Park At Reunion by Rentyl

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

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

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 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 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

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was excellent. I like the property was really cozy and nice. The only thing I didn’t like was that more concerned about when you leaving?"
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

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

5.0 star property
6.0 out of 10, (1)
Stunning 4Bd With Pool At Storey Lake Resort 4821

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.2 out of 10, Very Good, (21)
"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

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

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
9.4 out of 10, Exceptional, (3)
"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus "
Amazing 4Bd Screened Pool Close to Disney 4572

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

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
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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 depends on factors such as when you want to go and the length of your getaway. An insider tip for landing an awesome deal? Use our pricing filters to compare the available accommodations for your chosen dates.

  • Search for the lowest price per night from SAR 314

What makes a hotel 5 stars in Historic Downtown Kissimmee?
In Historic Downtown Kissimmee, a hotel must provide a certain amount of upscale conveniences to be designated 5 stars. These can include on-site gyms, saunas and spas, gourmet restaurants, luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer additional touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Historic Downtown Kissimmee?
Use our filter tool to find a high-end retreat in Historic Downtown Kissimmee where most of what you need is included in the price. After your initial search, narrow down your results for resorts that have a rating of 5 stars and are deemed "All inclusive." The most important thing on the to-do list at these stays? Relaxation and indulgence.