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5 Star Hotels in Historic Downtown Kissimmee

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Featured 5 Star Historic Downtown Kissimmee Hotels

Waldorf Astoria Orlando
5 out of 5
Fully refundableReserve now, pay when you stay
  • 24 min drive from Kissimmee Lakefront Park
The price is $415 per night from Dec 16 to Dec 17
$415
includes taxes & fees
Dec 16 - Dec 17
Stay at this 5-star luxury hotel in Orlando. Enjoy 2 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff in our reviews. ...
Waldorf Astoria Orlando
Conrad Orlando
5 out of 5
Fully refundableReserve now, pay when you stay
  • 29 min drive from Kissimmee Lakefront Park
The price is $520 per night from Nov 26 to Nov 27
$520
includes taxes & fees
Nov 26 - Nov 27
Stay at this 5-star luxury hotel in Orlando. Enjoy a full-service spa, 5 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. ...
Conrad Orlando
The Ritz-Carlton Orlando, Grande Lakes
5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 min drive from Kissimmee Lakefront Park
The price is $779 per night from Dec 8 to Dec 9
$779
includes taxes & fees
Dec 8 - Dec 9
Stay at this 5-star luxury hotel in Orlando. Enjoy a full-service spa, 7 restaurants, and a golf course. Our guests praise the helpful staff and the property ...
The Ritz-Carlton Orlando, Grande Lakes
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Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5 out of 5
Fully refundableReserve now, pay when you stay
  • 30 min drive from Kissimmee Lakefront Park
The price is $1,097 per night from Dec 15 to Dec 16
$1,097
includes taxes & fees
Dec 15 - Dec 16
Stay at this 5-star luxury resort in Lake Buena Vista. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our ...
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
ette hotel
5 out of 5
Fully refundableReserve now, pay when you stay
  • 32 min drive from Kissimmee Lakefront Park
The price is $371 per night from Dec 1 to Dec 2
$371
includes taxes & fees
Dec 1 - Dec 2
Stay at this 5-star luxury hotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
ette hotel
Reunion Resort & Golf Club
5 out of 5
  • 31 min drive from Kissimmee Lakefront Park
The price is $273 per night from Nov 18 to Nov 19
$273
includes taxes & fees
Nov 18 - Nov 19
Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. ...
Reunion Resort & Golf Club
Encore Resort at Reunion
5 out of 5
  • 31 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury resort in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Encore Resort at Reunion
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5 out of 5
  • 10 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions Old Town and Orlando ...
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
5 out of 5
  • 41 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free parking, private pools, and free water park access. Popular attractions ChampionsGate Golf ...
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
The Bear's Den Resort Orlando
5 out of 5
  • 33 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and a golf course. Popular attractions ESPN Wide World of Sports and Disney's ...
The Bear's Den Resort Orlando
Splendid 5Bd Close to Disney at Storey Lake 4251
5 out of 5
  • 11 min drive from Kissimmee Lakefront Park
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Orlando Vineland ...
Splendid 5Bd Close to Disney at Storey Lake 4251
Margarita Porch Paradise
5 out of 5
  • 35 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury cottage in Kissimmee. Enjoy free WiFi, free parking, and a casino. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN ...
Margarita Porch Paradise
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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.