Find 5 Star Hotels in Historic Downtown Kissimmee, FL from AED 342

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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, (175)
"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 AED 1,378
AED 1,757 total
includes taxes & fees
24 Jan - 25 January 2025
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (813)
"The best property we have stayed at within continental United States!"
The price is AED 3,655
AED 4,111 total
includes taxes & fees
5 Jan - 6 January 2025
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Conrad Orlando

5.0 star property
9.4 out of 10, Exceptional, (154)
"Great service, great rooms, clean- would highly recommend! "
The price is AED 1,513
AED 1,909 total
includes taxes & fees
7 Jan - 8 January 2025
Conrad Orlando

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1194)
"Excellent Choice "
The price is AED 847
AED 1,135 total
includes taxes & fees
9 Jan - 10 January 2025
Reunion Resort & Golf Club

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.2 out of 10, Wonderful, (1001)
"I wish I could give more stars. Worth every penny for service and ambience. Lovely room, grounds, service, meals, people, everything!"
The price is AED 2,347
AED 2,859 total
includes taxes & fees
23 Jan - 24 January 2025
The Ritz-Carlton Orlando, Grande Lakes

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (240)
"Great hotel "
The price is AED 1,650
AED 1,872 total
includes taxes & fees
1 Jan - 2 January 2025
ette hotel

Encore Resort at Reunion

5.0 star property
8.4 out of 10, Very Good, (901)
"I loved it, we end up extending our stay. "
Encore Resort at Reunion

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

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

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

5.0 star property
8.6 out of 10, Excellent, (4)
"Well if you don’t mind the roof being ripped off and putting a new one on, banging at 7:30 AM waking you up in a panic for 1/2 of your trip, having the master bedroom bd frame broken and in the closet and mattress on the floor, mold in bathrooms, filthy stained rugs & caution/danger tape wrapped across the front entrance and back patio then you will like the place, also not enough dishes glasses etc for ten people as promised, also “the game room” broken dart board and no air hockey! The people...
Family Friendly Four Bedroom w GameRoom @Disney 5145

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

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

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

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

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

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

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

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

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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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.

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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.