Find 5 Star Hotels in Historic Downtown Kissimmee, FL from SAR 348

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Historic Downtown Kissimmee 5 Star Hotels

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, (232)
"The rooms are very large and very clean. It was a very nice hotel."
The price is SAR 1,442
SAR 1,833 total
includes taxes & fees
6 Apr - 7 Apr
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Conrad Orlando

5.0 star property
9.4 out of 10, Exceptional, (185)
"Literally like a resort in Mexico incredible views excellent service! Rooms are amazing "
The price is SAR 2,390
SAR 2,876 total
includes taxes & fees
21 Apr - 22 Apr
Conrad Orlando

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (833)
"The best experience with the best team at FS!"
The price is SAR 4,483
SAR 5,043 total
includes taxes & fees
27 Apr - 28 Apr
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1240)
"BEAUTIFUL RESORT PLENTY THINGS TO DO! STAFF VERY FRIENDLY AND HELP. WE ENJOYED OUR STAY!"
The price is SAR 785
SAR 1,069 total
includes taxes & fees
21 Apr - 22 Apr
Reunion Resort & Golf Club

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1040)
"Streaming Prime Video didn’t work and we couldn’t cast to the TV. Do better. "
The price is SAR 2,997
SAR 3,604 total
includes taxes & fees
25 Apr - 26 Apr
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (279)
"When we arrived we were given a room upgrade, but that appeared to mean only that we were on the top floor(6), as there was nothing larger about the room. It’s still a very nice room and the bed was so soft and comfortable. Lots of nice toiletries offered as well. The gentlemen who checked us in (Marcus, I think) was very accommodating and told us about all of our options at the hotel during our stay, from the spa to Sunday tea. I gave it 4 stars because we didn’t live the area- not that it was...
The price is SAR 1,230
SAR 1,396 total
includes taxes & fees
11 Apr - 12 Apr
ette hotel

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (944)
"I've stayed here a few times. Decent option when you have lots of people. The more people the more its worth it Pros: house size, safe location, waterpark, clean, convenient Cons: staff couldn't get wifi in house to work, also couldn't get the directv to work either. So literally nothing worked on any tv in the house. Wasn't a huge deal for me (this trip) but the directv has only worked 1 time of the 3 different stays I've had at this place and this time the wifi didnt work at all either so...
Encore Resort and Water Park At Reunion by Rentyl

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.6 out of 10, Exceptional, (9)
" Very beautiful and clean property. "
Splendid 5Bd Close to Disney at Storey Lake 4251

Cozy 3Bd Close to Disney @ Enclaves at Festival 808

5.0 star property
6.0 out of 10, (1)
"The property itself was nice. Very big, comfortable, cute decor. However, there was an issue with the trash bins that were stored inside the garage (according to the instructions, the bins were to be stored inside/out of sight even though all the other houses had them outside near the garage). The trash containers were NASTY. They were full of maggots and with a fetid foul-smell that made it IMPOSSIBLE to be inside the garage and enjoy the games that were there. We were never able to use the...
Cozy 3Bd Close to Disney @ Enclaves at Festival 808

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (2)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
10.0 out of 10, Exceptional, (3)
"Very nice facility"
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
8.0 out of 10, Very Good, (1)
"It was a great location to go to Disney and other places. Some of the tv's did not work properly, had to change to English setting on main tv, no remote for the one bedroom upstairs, and the downstairs bedroom tv did nor work properly. Microwave light did not work. Had to connect the upstairs bathroom it was disconnected had to reconnect it. Not enough comfortable seating should have another small love seat in the living room. Overall it was a nice place."
Amazing 4Bd Screened Pool Close to Disney 4572

Gorgeous 5Bd Screened Pool at Champions Gate 1125

5.0 star property
9.0 out of 10, Wonderful, (2)
"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."
Gorgeous 5Bd Screened Pool at Champions Gate 1125

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

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.8 out of 10, Excellent, (17)
"Awesome staff, super helpful. And the resort was amazing"
Family Vacation Home, Water Park+Endless Amenities

7 Bedroom Villa, Private Pool, Resort Amenities

5.0 star property
9.0 out of 10, Wonderful, (11)
"The house was beautiful. Most of the upstairs televisions did not work but overall it was great would recommend it to friends and family "
7 Bedroom Villa, Private Pool, Resort Amenities

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (12)
"Very clean. Wondering why parental controls were on cable tv channels."
Reunion Resort & Golf Club

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

5.0 star property
10.0 out of 10, Exceptional, (1)
Gorgeous 2Bd Apto Close to Disney @ Storey Lake 404 3191

Charming 3Bd Close to Disney @ Festival 1026

5.0 star property
9.0 out of 10, Wonderful, (2)
"Nice location "
Charming 3Bd Close to Disney @ Festival 1026

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
Save an average of 15% on thousands of hotels when you're signed in

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.
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.
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.

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 348

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.
Are there any 5-star vacation rentals in Historic Downtown Kissimmee?
There are no 5-star vacation rentals in Historic Downtown Kissimmee on our site, but there are a range of other highly rated properties worth checking out. Search through our vacation rentals in Historic Downtown Kissimmee to discover the perfect place for your stay.