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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 - An Official Walt Disney World® Hotel
5 out of 5
Fully refundableReserve now, pay when you stay
  • 24 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury resort in Orlando. Enjoy 2 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff in our reviews. ...
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Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando
5 out of 5
Fully refundableReserve now, pay when you stay
  • 29 min drive from Kissimmee Lakefront Park
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. ...
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Conrad Orlando
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
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 ...
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Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
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The Ritz-Carlton Orlando, Grande Lakes
5 out of 5
Fully refundableReserve now, pay when you stay
  • 21 min drive from Kissimmee Lakefront Park
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 ...
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The Ritz-Carlton Orlando, Grande Lakes
Reunion Resort & Golf Club
5 out of 5
  • 31 min drive from Kissimmee Lakefront Park
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. ...
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Reunion Resort & Golf Club
Encore Resort and Water Park At Reunion by Rentyl
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 ...
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Encore Resort and Water Park At Reunion by Rentyl
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5 out of 5
Fully refundableReserve now, pay when you stay
  • 32 min drive from Kissimmee Lakefront Park
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 ...
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Splendid 5Bd Close to Disney at Storey Lake 4251
5 out of 5
  • 11 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions Old Town and Disney Springs™ are ...
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Splendid 5Bd Close to Disney at Storey Lake 4251
Amazing 4Bd Screened Pool Close to Disney 4572
5 out of 5
  • 11 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 Disney ...
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Amazing 4Bd Screened Pool Close to Disney 4572
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 Davenport. Enjoy free parking, private pools, and free water park access. Popular attractions ChampionsGate Golf ...
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Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
5 out of 5
  • 15 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury villa in Kissimmee. Enjoy free WiFi, free parking, and free water park access. Popular attractions Old Town and Disney Springs™ are ...
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2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Gorgeous 5Bd Screened Pool at Champions Gate 1125
5 out of 5
  • 41 min drive from Kissimmee Lakefront Park
Stay at this 5-star luxury vacation home in Davenport. Enjoy free parking, private pools, and free water park access. Popular attractions ChampionsGate Golf ...
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Gorgeous 5Bd Screened Pool at Champions Gate 1125
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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.