Find 5 Star Hotels in Historic Downtown Kissimmee, FL from SAR 298

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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
Pool

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (171)
"The Waldorf Astoria Orlando was an absolutely wonderful property… The food… The pool… The hotel overall is just incredible! The staff is wonderful. The rooms are absolutely gorgeous and very spacious… And the Resturant Bull & Bear is really wonderful!! My family and I have stayed in this hotel multiple times and we are never disappointed… I absolutely recommend this property"
The price is SAR 1,349
SAR 1,729 total
includes taxes & fees
5 Jan - 6 January 2025
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Water park

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (812)
"The best property we have stayed at within continental United States!"
The price is SAR 3,738
SAR 4,205 total
includes taxes & fees
5 Jan - 6 January 2025
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Conrad Orlando
Exterior

Conrad Orlando

5.0 star property
9.4 out of 10, Exceptional, (150)
"Great service, great rooms, clean- would highly recommend! "
The price is SAR 1,548
SAR 1,953 total
includes taxes & fees
6 Jan - 7 January 2025
Conrad Orlando
Reunion Resort & Golf Club
Room

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1193)
"Great stay!"
The price is SAR 1,424
SAR 1,794 total
includes taxes & fees
26 Dec - 27 Dec
Reunion Resort & Golf Club
The Ritz-Carlton Orlando, Grande Lakes
Living room

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1000)
"I wish I could give more stars. Worth every penny for service and ambience. Lovely room, grounds, service, meals, people, everything!"
The price is SAR 2,491
SAR 3,026 total
includes taxes & fees
16 Jan - 17 January 2025
The Ritz-Carlton Orlando, Grande Lakes
ette hotel
Pool

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (239)
"The stay at the ette hotel was incredible. The hotel is very clean and the staff is extremely polite and helpful. The Michelin star restaurant at the lobby is also a 10/10 the food was incredible. DON'T stay in Disney hotels!! Stay here instead!"
The price is SAR 1,687
SAR 1,915 total
includes taxes & fees
1 Jan - 2 January 2025
ette hotel
Encore Resort at Reunion
Water park

Encore Resort at Reunion

5.0 star property
8.4 out of 10, Very Good, (898)
"I would highly recommend this place "
Encore Resort at Reunion
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
7.6 out of 10, Good, (20)
"Check-in and check-out were easy. The staff was very accommodating. The home is stunningly beautiful and clean. We loved every moment of our stay and will return!"
The Bear's Den Resort Orlando
Splendid 5Bd Close to Disney at Storey Lake 4251
Outdoor pool

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.2 out of 10, Wonderful, (5)
"Everything from the house to the property was amazing!!! the only downside is entering the property. cars were backed up for at least half a mile and it took a long time to get in every time we returned from an outing. My husband had an argument with the security guard because his pass was not scanning so he was told he could not come in. They really need to come up with a better check in system."
Splendid 5Bd Close to Disney at Storey Lake 4251
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Front of property

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

5.0 star property
10.0 out of 10, Exceptional, (2)
"Excelente "
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
Family Friendly Four Bedroom w GameRoom @Disney 5145
Room

Family Friendly Four Bedroom w GameRoom @Disney 5145

5.0 star property
10.0 out of 10, Exceptional, (3)
"It was fantastic!"
Family Friendly Four Bedroom w GameRoom @Disney 5145
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Front of property

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Living room

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
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Pool

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
9.2 out of 10, Wonderful, (7)
"Everything was great, They stayed in constant communication with me but I never needed anything. The only problem was the walls were pretty dirty and damaged needed to be painted orher than that all was great for our girls weekend. I would stay again."
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
Private pool

Gorgeous 4Bd with Pool @ Storey Lake Resort 4475

5.0 star property
9.0 out of 10, Wonderful, (2)
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Room

Family Friendly 2 Bd Close to Disney @ Champions Gate 8899

5.0 star property
7.4 out of 10, Good, (3)
"The property was a perfect get a way during Hurricane Milton. The kids loved the space and the amenities."
Family Friendly 2 Bd Close to Disney @ Champions Gate 8899
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Pool

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (1)
"La propiedad es muy linda y cómoda , ideal para disfrutar en familia . La habitación de los niños hermosa decorada con Toy Story , a mis niños les encantó "
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Private pool

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

5.0 star property
8.8 out of 10, Excellent, (3)
"Good expiriences"
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
Free Resort Access 4 Bedroom Near Disney with Themed Rooms
Pool

Free Resort Access 4 Bedroom Near Disney with Themed Rooms

5.0 star property
9.2 out of 10, Wonderful, (31)
"Perfect location for 192, All Disney and Universal. 20 mins max. Pool fab, local restaurants and services perfect. Easy slept 2 families. Good facilities throughout the Villa. "
Free Resort Access 4 Bedroom Near Disney with Themed Rooms
Family Vacation Home, Water Park+Endless Amenities
Outdoor pool

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
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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.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard, Orlando, FL
The price is SAR 710 per night from Dec 23 to Dec 24
SAR 710
SAR 799 total
includes taxes & fees
23 Dec - 24 Dec
9.2/10 Wonderful! (3,091 reviews)
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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 298

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.