
Cheap 2025 Historic Downtown Kissimmee Hotels
Choose from 52352 Historic Downtown Kissimmee Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
21.09 km from Historic Downtown Kissimmee
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.76 km from Historic Downtown Kissimmee
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...

Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
18.32 km from Historic Downtown Kissimmee
Stay at this 4-star business-friendly resort in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Disney's Animal Kingdom® Theme ...

Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
20.32 km from Historic Downtown Kissimmee
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.33 km from Historic Downtown Kissimmee
Stay at this 4-star spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...

The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
25.19 km from Historic Downtown Kissimmee
Stay at this 4-star family-friendly resort in Four Corners. Enjoy 6 outdoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the pool and the helpful ...

Holiday Inn Resort Orlando Suites - Waterpark by IHG
14500 Continental Gateway, Orlando, FL
Free Cancellation
12.48 km from Historic Downtown Kissimmee
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...

Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
22.88 km from Historic Downtown Kissimmee
Stay at this 3-star business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...

Rosen Inn Lake Buena Vista
8442 Palm Parkway, Orlando, FL
13.71 km from Historic Downtown Kissimmee
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the ...

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
22.93 km from Historic Downtown Kissimmee
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...

CoCo Key Hotel and Water Resort
7400 International Dr, Orlando, FL
18.98 km from Historic Downtown Kissimmee
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful ...

Rosen Inn at Pointe Orlando
9000 International Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
16.87 km from Historic Downtown Kissimmee
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
12401 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
12.54 km from Historic Downtown Kissimmee
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...

Walt Disney World Dolphin
1500 Epcot Resort Blvd, Lake Buena Vista, FL
17.3 km from Historic Downtown Kissimmee
Stay at this 4-star beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant ...

Drury Plaza Hotel Orlando - Disney Springs Area
2000 Hotel Plaza Boulevard, Lake Buena Vista, FL
Free Cancellation
Reserve now, pay when you stay
13.78 km from Historic Downtown Kissimmee
Stay at this 3-star business-friendly hotel in Lake Buena Vista. Enjoy free breakfast, free WiFi, and 3 restaurants. Our guests praise the breakfast and the ...

Residence Inn by Marriott Orlando Lake Buena Vista
11450 Marbella Palm Ct, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
13.95 km from Historic Downtown Kissimmee
Stay at this 3-star business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast and the ...
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More Historic Downtown Kissimmee Hotel Deals for Seniors and Members
- DoubleTree by Hilton at the Entrance to Universal Orlando
- Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
- Kompose Boutique Resort at Theme Parks
- Universal's Cabana Bay Beach Resort
- Marriott's Grande Vista
- The Grove Resort & Water Park Orlando
- Holiday Inn Resort Orlando Suites - Waterpark by IHG
- Home2 Suites by Hilton Orlando at Flamingo Crossings
- Rosen Inn Lake Buena Vista
- Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center