Historical Hotels in Historic Downtown Kissimmee, Orlando
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Tomorrow night
Check prices in Historic Downtown Kissimmee for tomorrow night, Sep 15 - Sep 16Featured Historic Downtown Kissimmee Historic Hotels

Days Inn by Wyndham Kissimmee West
4125 W Vine St, Kissimmee, FL
At Days Inn by Wyndham Kissimmee West, guests have access to an outdoor pool, laundry facilities, and a picnic area. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Other amenities at this golf hotel include a vending machine and a TV in a common area.
Pool
Breakfast included

Kapp and Kappy B&B
21 North Clyde Avenue, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $234 total per night
$234 total
Sep 15 - Sep 16
Total with taxes and fees
Kapp and Kappy B&B features free WiFi in public areas, conference space, and coffee in a common area. You can take advantage of free parking if you drive. Staff members are on hand to provide concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a microwave in a common area, a refrigerator in a common area, and express check-out.
Breakfast included
Pet friendly

Park Royal Orlando
1500 North Thacker Ave, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $81 total per night
$81 total
Oct 1 - Oct 2
Total with taxes and fees
Guests of Park Royal Orlando have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include an outdoor tennis court, express check-out, and a terrace.
Pool
Pet friendly

Home 1 Suites Extended Stay - Kissimmee
4156 West Vine Street, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $71 total per night
$71 total
Sep 25 - Sep 26
Total with taxes and fees
Guests of Home 1 Suites Extended Stay - Kissimmee have access to an outdoor pool, a gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include coffee/tea in a common area, laundry facilities, and a TV in a common area.
Pool
Pet friendly

Ambassador Inn
4107 West Vine Street, Kissimmee, FL
$42 nightly
The price is $47 total per night
$47 total
Sep 15 - Sep 16
Total with taxes and fees
Guests of Ambassador Inn enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can take advantage of free parking if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a vending machine and a garden.
Pool
Parking included

Ramada by Wyndham Kissimmee Hotel
4018 West Vine Street, Kissimmee, FL
Ramada by Wyndham Kissimmee Hotel features an indoor pool, an outdoor pool, and a children's pool. You can take advantage of onsite parking for a fee, along with an airport shuttle. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this family-friendly aparthotel include a gym, a hot tub, and conference space.
Pool
Hot Tub

Super 8 by Wyndham Kissimmee
1815 W Vine Street, Kissimmee, FL
At Super 8 by Wyndham Kissimmee, guests have access to an outdoor pool, WiFi in public areas, and a business center. There's free parking if you drive. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include free newspapers and laundry facilities.
Pool
Breakfast included

Budget Inn East
307 E. Vine St., Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $79 total per night
$79 total
Sep 15 - Sep 16
Total with taxes and fees
Guests staying at Budget Inn East enjoy free WiFi in public areas and laundry facilities. Free parking is included with your stay. The 24-hour front desk has staff always at the ready.
Parking included
Free WiFi

Flamingo Inn
801 E. Vine St., (HWY 192 east), Kissimmee, FL
Guests of Flamingo Inn enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
Pool
Parking included
Don't see what you're looking for?
See all available properties in Historic Downtown Kissimmee
View all propertiesLowest 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.
Historic Downtown Kissimmee hotels essential information
Accommodation | 53,397 hotels |
---|---|
Lowest Price | $47 |
Highest Price | $234 |
Popular hotels | Days Inn by Wyndham Kissimmee West, Kapp and Kappy B&B, Park Royal Orlando, Home 1 Suites Extended Stay - Kissimmee, Ambassador Inn, Ramada by Wyndham Kissimmee Hotel, Super 8 by Wyndham Kissimmee, Budget Inn East, Flamingo Inn |
Recent Historic Hotels Reviews

Universal's Cabana Bay Beach Resort
5/5 Excellent
"I enjoyed my stay here very much. It is super clean, customer service is excellent, everything was convenient. I love the bowling and arcade. I loved the swimming pools and hot tub. The food was pretty good. They have a car rental there if needed and shuttles. I really loved this place. "
A verified traveler stayed at Universal's Cabana Bay Beach Resort
Posted 16 hours ago
Other Historic Hotels
Areas Of Historic Downtown Kissimmee
Hotels Near
Hotel Themes
Book on Expedia
Top Trending
Hotels
- Hotels in Downtown St. Petersburg
- Hotels with Balconies in Downtown Orlando
- Hotels in Downtown Tampa
- Hotels in South Beach
- Hotels in Downtown Orlando
- Hotels in College Park
- Hotels in Lake Nona
- Oceanfront Hotels in South Beach
- Oceanfront Hotels in Vilano Beach
- Hotels with Hot Tubs in South Beach
- Hotels in St. Augustine Historic District
- Hotels in Biltmore Beach
- Hotels in Downtown Miami
- Hotels with Balconies in South Beach
- Hotels in Seaside
- Hotels in Seasons
- Hotels in Brickell
- Hotels in Rosemary Beach
Cars