Explore top 2026 5 Star Hotels in Historic Downtown Kissimmee
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Top Historic Downtown Kissimmee 5 Star hotels
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
14200 Bonnet Creek Resort Lane Orlando FL
Fully refundableReserve now, pay when you stay
$559 nightly
The price is $629 total per night from Feb 22 to Feb 23
$629 total
Feb 22 - Feb 23
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 12 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
9.2/10 Wonderful! (453 reviews)
Everything has been great, staff, comfortable bed, great room service, spacious bathroom with a tub. Just wished they had hair dryer diffuser for curly hair 😣
Reviewed on Jan 25, 2026
Conrad Orlando at Evermore
1500 Eastbeach Way Orlando FL
Fully refundableReserve now, pay when you stay
$494 nightly
The price is $556 total per night from Feb 12 to Feb 13
$556 total
Feb 12 - Feb 13
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family ...
9.4/10 Exceptional! (365 reviews)
5 star all around. Exceptional service and the grounds are awesome.
Reviewed on Jan 25, 2026
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
10100 Dream Tree Blvd. Lake Buena Vista FL
Fully refundableReserve now, pay when you stay
$1,300 nightly
The price is $1,463 total per night from Feb 4 to Feb 5
$1,463 total
Feb 4 - Feb 5
Total with taxes and fees
This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's pool, ...
9.6/10 Exceptional! (880 reviews)
Great Hotel
Reviewed on Jan 11, 2026
The Ritz-Carlton Orlando, Grande Lakes
4012 Central Florida Parkway Orlando FL
Fully refundableReserve now, pay when you stay
$734 nightly
The price is $826 total per night from Feb 27 to Feb 28
$826 total
Feb 27 - Feb 28
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 7 restaurants. There's fun for all ages with a lazy river and a children's club, and families ...
9.2/10 Wonderful! (1,000 reviews)
Staff was lovely, room was clean and comfortable. Great views, and excellent property!
Reviewed on Jan 24, 2026
ette hotel
3001 Sherberth Rd Kissimmee FL
Fully refundableReserve now, pay when you stay
$366 nightly
The price is $416 total per night from Feb 19 to Feb 20
$416 total
Feb 19 - Feb 20
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.6/10 Exceptional! (398 reviews)
I will start off by saying the service was amazing, the staff are very friendly and accommodating. The place was very clean and smelled so good. The staff greet you everytime you leave and come back, the beds were very comfy and the entire hotel was modern. The only reason I wouldn’t give the hotel ...
Reviewed on Jan 20, 2026
Encore Resort and Water Park at Reunion by Rentyl
7635 Fairfax Dr Kissimmee FL
Fully refundableReserve now, pay when you stay
$629 nightly
The price is $714 total per night from Feb 6 to Feb 7
$714 total
Feb 6 - Feb 7
Total with taxes and fees
This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's ...
8.2/10 Very Good! (1,001 reviews)
When we arrived we had a few issues with the house and pool. We addressed front desk and they went out of their way to make us very happy and made our trip even more enjoyable. Front desk was very welcoming and a pleasure to speak with. The water park was fun for the kids, the house we had was great, ...
Reviewed on Jan 12, 2026
Reunion Resort & Golf Club
7593 Gathering Drive Kissimmee FL
This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly ...
8.6/10 Excellent! (1,463 reviews)
It was a condo unit that we stayed in. The unit itself was decently clean but the hallway and building looked like it hadn't been cleaned in months.
Reviewed on Jan 21, 2026
Disney's Beach Club Resort
1800 Epcot Resort Blvd Lake Buena Vista FL
$517 nightly
The price is $581 total per night from Jan 29 to Jan 30
$581 total
Jan 29 - Jan 30
Total with taxes and fees
This luxury resort features 2 restaurants, 3 outdoor pools, and 3 hot tubs. There's fun for all ages with a children's pool and a theme park shuttle, and in-room ...
8.8/10 Excellent! (698 reviews)
Very nice place to stay in Disney World resort place for vacation which has shuttle buses for every where and walking distance to EPCOT. Wonderful experience there!
Reviewed on Dec 18, 2025
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
4721 Clock Tower Drive Kissimmee FL
Free water park access and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a lazy river and a children's pool, and families ...
8.4/10 Very Good! (11 reviews)
Very roomy, clean and equipped apartment, worth for the money paid.
Reviewed on Jan 8, 2026
The Bear's Den Resort Orlando
7880 Nicklaus Clubhouse Lane Kissimmee FL
This smoke-free vacation home features a golf course, free water park access, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free ...
Great place , I recommend it to everyone.
Reviewed on Jan 8, 2025
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Recent Historic Downtown Kissimmee hotel reviews by fellow wanderers
The Grove Resort & Water Park Orlando
5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Great place for the money
"
A verified traveler stayed at The Grove Resort & Water Park Orlando
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