Find 5 Star Hotels in Historic Downtown Kissimmee, FL from SAR87

Compare Historic Downtown Kissimmee 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Pool
Waldorf Astoria Orlando
5.0 star property
9.2 out of 10, Wonderful, (17)
"Check in was smooth, our room was fantastic! Our evening at Bull & Bear was exceptional. We thoroughly enjoyed our stay! "
The price is SAR 1,257
SAR 1,602 total
includes taxes & fees
6 Jum. II - 7 Jum. II
Waldorf Astoria Orlando
Exterior
Conrad Orlando
5.0 star property
9.6 out of 10, Exceptional, (30)
"Beautiful property. "
The price is SAR 1,489
SAR 1,858 total
includes taxes & fees
24 Jum. II - 25 Jum. II
Conrad Orlando
Pool
The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
9.2 out of 10, Wonderful, (1000)
"Ester was an excellent host. "
The price is SAR 1,684
SAR 2,094 total
includes taxes & fees
1 Jum. II - 2 Jum. II
The Ritz-Carlton Orlando, Grande Lakes
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Pool
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
9.6 out of 10, Exceptional, (782)
"We stayed at the four seasons for our family getaway and we dont know where to start from phenomenal resort. The staff were amazing service was above and beyond. Restaurants amazing and great food! Very family friendly and a very safe resort. We would definitely recommend."
The price is SAR 3,769
SAR 4,156 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Water park
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very Good, (726)
"This was our second stay at Encore from Pa. We are a family of 10, seniors, adults and grandchildren and we all totally enjoy our stay."
Encore Resort at Reunion
Pool waterfall
Reunion Resort & Golf Club
5.0 star property
8.6 out of 10, Excellent, (1120)
"3 bedroom condo was clean spacious our part of the resort was quiet "
The price is SAR 1,046
SAR 1,297 total
includes taxes & fees
1 Jum. II - 2 Jum. II
Reunion Resort & Golf Club
Outdoor pool
Splendid 5Bd Close to Disney at Storey Lake 4251
5.0 star property
9.4 out of 10, Exceptional, (3)
"Excellent property . Really clean and lots of space. Really close to Disney and plenty of restaurants a short drive away. My only complaint is the communication for check in. I got message and phone call 30 mins before check in saying if I don't fill out check in form my booking would be cancelled. This really wasn't ideal as I was driving. After I did it I received so many text and emails to help with my stay. I was getting them from several different numbers. Then 3 hrs after checking out. 4...
Splendid 5Bd Close to Disney at Storey Lake 4251
Exterior
Endless Summer at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (5)
" Beautiful property lots of room perfect for our needs! "
Endless Summer at Margaritaville
Front of property
The Bear's Den Resort Orlando
5.0 star property
7.6 out of 10, Good, (16)
"Great experience "
The Bear's Den Resort Orlando
Outdoor pool
Waterpark Near Disney - Luxury Townhome
5.0 star property
8.2 out of 10, Very Good, (12)
"All the pool amenities and activities were great. The resort staff was great and stuck to the rules. I would say they could lighten up on the required tubes in the river and no jumping in the big pool. Place is for families and my kids got disappointed when they were asked to not jump in the pool at all, not even just a cannon ball. Im 41 and was told i needed a tube in the 3' lazy river. I was just walking around the river with my little kids"
Waterpark Near Disney - Luxury Townhome
Living area
Chasing Adventures
5.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and roomy. Great location to Disney and lots of restaurants and stores. "
Chasing Adventures
Pool
Mickey's Terrace at Bahama Bay
5.0 star property
6.6 out of 10, (4)
"Pros: Kitchen and appliances sparkling upon arrival. Quiet section of the resort. Kitchen well appointed, although time to replace some of the cooking pans. Cons: Carpeting in poor shape. Needs to be replaced. Some plumbing issues (faucets dripping, guest bath shower control handle loose). "
Mickey's Terrace at Bahama Bay
Terrace/patio
Apartamento en Orlando Fl.
5.0 star property
2.0 out of 10, (1)
The price is SAR 2,235
SAR 2,459 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Apartamento en Orlando Fl.
Exterior
Up to Scale at Margaritaville
5.0 star property
10.0 out of 10, Exceptional, (1)
"Otima experiência. Localização excelente. Facil acesso aos parques da Disney. Proxima a supermercados, restaurantes, e lojas. A casa é muito congortavel e o Check in e check out muito faceis de realizar. Retornaremos com certeza."
Up to Scale at Margaritaville
Pool
7 Bedroom Villa, Private Pool, Resort Amenities
5.0 star property
8.0 out of 10, Very Good, (3)
"Everything was nice "
7 Bedroom Villa, Private Pool, Resort Amenities
Pool
The Good Life at Legacy Park
5.0 star property
10.0 out of 10, Exceptional, (1)
"The host were quick to respond and friendly. The house is beautiful and clean. I felt like we were at a five star hotel. Our girls loved it so much they rathered stay at the house instead of going to explore Florida. We will definitely book this place again!"
The Good Life at Legacy Park
Pool
Luxury 8Bd with Pool @ Sonoma Resort 2639
5.0 star property
2.0 out of 10, (1)
"The property had 8 bedrooms, only 2 were king size. All the beds are so low to the ground. The refrigerator was broken. The coffee table was broken. They charge a massive deposit. Then they send you an email after check out that they deducted money from your deposit and say that you have things damaged. I called the first day to tell them the defects and no one response. I wonder never recommend this place. "
Luxury 8Bd with Pool @ Sonoma Resort 2639
Bathroom
The Ritz-Carlton Residences Orlando, Grande Lakes
5.0 star property
The Ritz-Carlton Residences Orlando, Grande Lakes
Living area
House of Fun at Windsor Westside
5.0 star property
10.0 out of 10, Exceptional, (1)
"Very Nice. Great communication."
House of Fun at Windsor Westside
Living area
House of Dreams at Windsor Westside
5.0 star property
8.0 out of 10, Very Good, (1)
"We travelled with 2 other couples making the total 6 adults. The property was very nice with lots of room to accommodate all 6 of us quite nicely. We all had our private bathroom which worked great. The pool right off the living room was a treat alter had to pay extra for the heat and believe me we needed it if you wanted to get in it in the evening, which we did. The kitchen was lovely and spacious with a large island and all the convenience we needed. There was multiple tv’s throughout the...
House of Dreams at Windsor Westside

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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.

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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.