Best 5 Star Hotels in Historic Downtown Kissimmee

Our customers tell us that they can't get enough of the helpful staff at Waldorf Astoria Orlando - An Official Walt Disney World® Hotel. During your stay, you're just a quick walk from Waldorf Astoria Golf Club. Enjoy features like a free theme park shuttle, plus 2 outdoor pools and 6 restaurants.

Our customers tell us that they can't get enough of the helpful staff at Conrad Orlando. During your stay, you're just a quick walk from Grand Cypress Golf Club. You'll find features such as 5 restaurants, 3 bars and a full-service spa.

Our customers tell us that they can't get enough of the helpful staff at Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort. During your stay, you're just a quick walk from Walt Disney World® Resort. Features include a free theme park shuttle, plus 3 outdoor pools and 5 restaurants. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the helpful staff at Reunion Resort & Golf Club. During your stay, you're just a quick walk from Reunion Resort Golf Course. 11 outdoor pools, 7 restaurants and 2 poolside bars are available. Built in 2005, this luxury aparthotel has 277 apartments. Each apartment includes amenities such as a kitchen and a patio.

Our customers tell us that they can't get enough of the helpful staff at The Ritz-Carlton Orlando, Grande Lakes. During your stay, you'll be within walking distance of The Ritz-Carlton Golf Club. Enjoy features like 7 restaurants, 2 bars and a full-service spa.

Our customers tell us that they can't get enough of the helpful staff at ette hotel. During your stay, you'll be within walking distance of Island H2O Live!. Features include free WiFi in public areas and free valet parking, plus 2 restaurants.

Our customers tell us that they can't get enough of the pool at Encore Resort and Water Park At Reunion by Rentyl. During your stay, you'll be within walking distance of Jack Nicklaus Course. Enjoy features like free WiFi in public areas, free self-parking and a free theme park shuttle.

During your stay at this holiday home, you're just a quick walk from Shingle Creek Regional Park. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool. The holiday home includes amenities such as free WiFi and a private pool.

During your stay at this holiday home, you'll be within walking distance of ChampionsGate Golf Club. Free self-parking, free wired Internet and an outdoor pool are available. The holiday home offers free wired Internet and a private pool.

During your stay at this cottage, you'll be within walking distance of Island H2O Live!. You'll find features such as free WiFi in public areas and free self-parking, plus a casino. Enjoy your stay with amenities like free WiFi and a kitchen in the cottage.

During your stay at this holiday home, you'll be close to Mystic Dunes Golf Club. Features include free self-parking and free wired Internet, plus an outdoor pool. The holiday home includes amenities such as free wired Internet and a private pool.

During your stay at this holiday home, you're just a quick walk from Medieval Times. You'll find features such as free self-parking and free wired Internet, plus an outdoor pool. Enjoy your stay with amenities like free wired Internet and a private pool in the holiday home.

During your stay at this holiday home, you'll be close to ChampionsGate Golf Club. Free self-parking, free wired Internet and an outdoor pool are available. Enjoy your stay with amenities like free wired Internet and a private pool in the holiday home.

During your stay at The Bear's Den Resort Orlando, you'll be close to ESPN Wide World of Sports Complex. You'll find features such as free WiFi in public areas and free self-parking, plus an outdoor pool. This luxury holiday home has 14 homes. Enjoy your stay with amenities like free WiFi and a kitchen in each holiday home.

During your stay at this villa, you'll be within walking distance of Lake Cecile. You'll find features such as free self-parking, plus an outdoor pool and a 24-hour gym. Free WiFi and a kitchen are available in the villa.