Hotels Near
Historic Downtown Kissimmee

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Featured Historic Downtown Kissimmee Hotels

Ambassador Inn
Ambassador Inn
2 out of 5
4107 West Vine Street, Kissimmee, FL, 34741
The price is $49 per night from Jul 5 to Jul 6
Stay at this business-friendly motel in Kissimmee. Enjoy free WiFi, free parking, and a garden. Our guests praise the comfy rooms in our reviews. Popular attractions ...
No reviews
Ambassador Inn
Park Royal Orlando
Park Royal Orlando
2.5 out of 5
1500 North Thacker Ave, Kissimmee, FL, 34741
Fully refundableReserve now, pay when you stay
The price is $77 per night from Aug 2 to Aug 3
Stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour health club. Our guests praise the helpful staff and the clean ...
No reviews
Park Royal Orlando
Budget Inn East
Budget Inn East
2 out of 5
307 E. Vine St., Kissimmee, FL, 34744
Fully refundableReserve now, pay when you stay
The price is $60 per night from Jul 19 to Jul 20
Stay at this motel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the comfy beds in our reviews. ...
No reviews
Budget Inn East
Super 8 by Wyndham Kissimmee
Super 8 by Wyndham Kissimmee
2 out of 5
1815 W Vine Street, Kissimmee, FL, 34741
Fully refundableReserve now, pay when you stay
The price is $51 per night from Aug 4 to Aug 5
Stay at this business-friendly motel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the overall value ...
No reviews
Super 8 by Wyndham Kissimmee
Baymont by Wyndham Kissimmee
Baymont by Wyndham Kissimmee
2.5 out of 5
4156 West Vine Street, Kissimmee, FL, 34741
Fully refundableReserve now, pay when you stay
The price is $69 per night from Jul 5 to Jul 6
Stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
No reviews
Baymont by Wyndham Kissimmee
Tropical Enchanted Oaks Villa
Tropical Enchanted Oaks Villa
2.5 out of 5
4145 Enchanted Oaks Cir, Kissimmee, FL, 34741
The price is $225 per night from Jul 24 to Jul 25
Stay at this condo in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Old Town and Disney Springs® are located nearby. Discover ...
No reviews
Tropical Enchanted Oaks Villa
Kapp and Kappy B&B
Kapp and Kappy B&B
3.5 out of 5
21 North Clyde Avenue, Kissimmee, FL, 34741
Fully refundableReserve now, pay when you stay
The price is $151 per night from Jul 12 to Jul 13
Stay at this 3.5-star B&B in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions ...
No reviews
Kapp and Kappy B&B
4 Bedrooms Villa - Storey Lake
4 Bedrooms Villa - Storey Lake
4 out of 5
Kissimmee, FL
Stay at this 4-star villa in Kissimmee. Enjoy free WiFi, free parking, and concierge services. Popular attractions Silver Spurs Arena and Osceola Heritage Park ...
No reviews
4 Bedrooms Villa - Storey Lake
Homes4uu Vacation Homes Orlando
Homes4uu Vacation Homes Orlando
3 out of 5
1120 Mann St, Kissimmee, FL, 34741
Stay at this 3-star vacation home in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the comfy beds in our ...
No reviews
Homes4uu Vacation Homes Orlando
Staymore Extended Studios Kissimmee
Staymore Extended Studios Kissimmee
2.5 out of 5
2407 West Vine Street, Kissimmee, FL, 34741
Stay at this business-friendly hotel in Kissimmee. Enjoy free parking, WiFi, and daily housekeeping. Popular attractions Old Town and Silver Spurs Arena are ...
No reviews
Staymore Extended Studios Kissimmee
Oak Plantation Resort
Oak Plantation Resort
3.5 out of 5
4090 Enchanted Oaks Circle, Kissimmee, FL, 34741
Stay at this 3.5-star family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the helpful ...
No reviews
Oak Plantation Resort
Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5
4125 W Vine St, Kissimmee, FL, 34741
Stay at this golf hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the comfy rooms and the overall value in our reviews. ...
No reviews
Days Inn by Wyndham Kissimmee West
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.

Hotels in Historic Downtown Kissimmee

Orlando is a city that has a lot going on, but you have your sights set on Historic Downtown Kissimmee. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Historic Downtown Kissimmee has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Historic Downtown Kissimmee hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Orlando so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Historic Downtown Kissimmee underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Historic Downtown Kissimmee city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Historic Downtown Kissimmee cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Historic Downtown Kissimmee at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $49
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Historic Downtown Kissimmee hotel you want, book it, and never look back. Because your great escape is ahead of you.

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