Beginning of main content
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

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

Featured Hotels in Historic Downtown Kissimmee

Baymont by Wyndham Kissimmee
Baymont by Wyndham Kissimmee
2.5 out of 5.0 4156 West Vine Street, Kissimmee, FL
Free Cancellation
$48
3.5/5 (27 reviews)

Guys this is the place for us , breakfast is excellent ,staff are awesome , highly recommend this place

Reviewed on Feb 25, 2020
Guests of Baymont by Wyndham Kissimmee have access to an outdoor pool, a 24-hour fitness center, and free WiFi in public areas. You can put free parking to good ...
Park Royal Orlando
Park Royal Orlando
2.5 out of 5.0 1500 North Thacker Ave, Kissimmee, FL
$56
3.4/5 (50 reviews)

This was our second time stating at this property in the past few years and it will be our go to in the future also! Staff is outstanding and the cleanliness can't be beat! Rooms and grounds are immaculately taken care of! Thank you again for the great stay!!!!

Reviewed on Mar 14, 2020
At Park Royal Orlando, guests have access to an outdoor pool, an outdoor tennis court, and free WiFi in public areas. If you drive, put free parking to good ...
Budget Inn East
Budget Inn East
2.0 out of 5.0 307 E. Vine St., Kissimmee, FL
Free Cancellation
$55
3.3/5 (3 reviews)

It’s my fault because I didn’t know the area but this hotel is on the wrong side of town. The owner/receptionist stands behind bullet proof glass. It’s a motel, not a hotel. The property is run down but the rooms aren’t terrible. After locking the door I scooted the couch in front of the door in ...

Reviewed on Jun 14, 2019
Guests of Budget Inn East have access to free WiFi in public areas. Free parking is included with your stay.
Homes4uu Vacation Homes Orlando
Homes4uu Vacation Homes Orlando
3.0 out of 5.0 1120 Mann St, Kissimmee, FL
3.2/5 (12 reviews)

I booked at Kissimmee close to universal or Disney but they give me a 40 mins away from the attractions. And Theres non refundable $89 that it DIDNT mention when I booked. I’m not going to booked again in this property

Reviewed on May 28, 2019
Guests staying at Homes4uu Vacation Homes Orlando enjoy features like an outdoor pool. A stay here includes free parking. Front-desk staff are standing by 24/7 ...
Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5.0 4125 W Vine St, Kissimmee, FL
Free Cancellation
$50
3.2/5 (135 reviews)

great staff at reception desk made check in easy and pleasant.

Reviewed on Sep 28, 2019
Guests of Days Inn by Wyndham Kissimmee West enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. Free parking is available ...
Oak Plantation Resort
Oak Plantation Resort
3.5 out of 5.0 4090 Enchanted Oaks Circle, Kissimmee, FL
2.8/5 (23 reviews)

Quiet location, clean rooms, property is old but well maintained

Reviewed on Jul 1, 2020
At Oak Plantation Resort, guests enjoy 2 outdoor pools, a children's pool, and a health club. You can take advantage of free parking, along with a free theme ...
Super 8 by Wyndham Kissimmee
Super 8 by Wyndham Kissimmee
2.0 out of 5.0 1815 W Vine Street, Kissimmee, FL
Free Cancellation
$42
2.7/5 (34 reviews)

Reasonable price. Staff was great. Decent room. Will stay again.

Reviewed on Nov 9, 2019
At Super 8 by Wyndham Kissimmee, guests have access to an outdoor pool, free WiFi in public areas, and a business center. There's free parking if you drive. ...
Ambassador Inn
Ambassador Inn
2.0 out of 5.0 4107 West Vine Street, Kissimmee, FL
$27
2.2/5 (16 reviews)

A little run down and my microwave didn’t work it was replaced

Reviewed on Nov 1, 2019
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 ...
3-bedroom Villa at the Premier Orange Lake Resort
3-bedroom Villa at the Premier Orange Lake Resort
Kissimmee, FL
Guests staying at this villa enjoy a fitness center, a spa tub, and a sauna. Other amenities at this adults-only villa include an outdoor tennis court and an ...

Historic Downtown Kissimmee Vacation Rentals

Homes4uu Vacation Homes Orlando
Homes4uu Vacation Homes Orlando
3.0 out of 5.0 1120 Mann St, Kissimmee, FL
3.2/5 (12 reviews)

I booked at Kissimmee close to universal or Disney but they give me a 40 mins away from the attractions. And Theres non refundable $89 that it DIDNT mention when I booked. I’m not going to booked again in this property

Reviewed on May 28, 2019
Oak Plantation Resort
Oak Plantation Resort
3.5 out of 5.0 4090 Enchanted Oaks Circle, Kissimmee, FL
2.8/5 (23 reviews)

Quiet location, clean rooms, property is old but well maintained

Reviewed on Jul 1, 2020
3-bedroom Villa at the Premier Orange Lake Resort
3-bedroom Villa at the Premier Orange Lake Resort
Kissimmee, FL
Huge 4 Bedroom Villa on the Bellavida Resort Close to all the Major Theme Parks
Huge 4 Bedroom Villa on the Bellavida Resort Close to all the Major Theme Parks
Kissimmee, FL
Magic Holiday Villas by ME
Magic Holiday Villas by ME
3.5 out of 5.0 4090 Enchanted Oaks Circle, Kissimmee, FL
2.0/5 (1 reviews)
New! Cozy, Affordable Apartment, Communal Pool, Hot Tub, Shuttle To Parks
New! Cozy, Affordable Apartment, Communal Pool, Hot Tub, Shuttle To Parks
Kissimmee, FL
New! Affordable Condo, Communal Pool, Daily Parks Shuttle!
New! Affordable Condo, Communal Pool, Daily Parks Shuttle!
Kissimmee, FL
Superb Value Resort Townhome Near Shopping
Superb Value Resort Townhome Near Shopping
Kissimmee, FL
Budget Getaway - Storey Lake Resort - Feature Packed Spacious 6 Beds 6 Baths Villa - 5 Miles To Disney
Budget Getaway - Storey Lake Resort - Feature Packed Spacious 6 Beds 6 Baths Villa - 5 Miles To Disney
Kissimmee, FL

Historic Downtown Kissimmee Long Term & Extended Stay Hotels

Orange Lake Kissimmee
Orange Lake Kissimmee
2.5 out of 5.0 6 Broadway n/a, Kissimmee, FL

Luxury Hotels in Historic Downtown Kissimmee

See all 503 Properties in Historic Downtown Kissimmee
Park Royal Orlando
Park Royal Orlando
2.5 out of 5.0 1500 North Thacker Ave, Kissimmee, FL
$56
3.4/5 (50 reviews)

This was our second time stating at this property in the past few years and it will be our go to in the future also! Staff is outstanding and the cleanliness can't be beat! Rooms and grounds are immaculately taken care of! Thank you again for the great stay!!!!

Reviewed on Mar 14, 2020
Super 8 by Wyndham Kissimmee
Super 8 by Wyndham Kissimmee
2.0 out of 5.0 1815 W Vine Street, Kissimmee, FL
$42
2.7/5 (34 reviews)

Reasonable price. Staff was great. Decent room. Will stay again.

Reviewed on Nov 9, 2019
Baymont by Wyndham Kissimmee
Baymont by Wyndham Kissimmee
2.5 out of 5.0 4156 West Vine Street, Kissimmee, FL
$48
3.5/5 (27 reviews)

Guys this is the place for us , breakfast is excellent ,staff are awesome , highly recommend this place

Reviewed on Feb 25, 2020
Days Inn by Wyndham Kissimmee West
Days Inn by Wyndham Kissimmee West
2.5 out of 5.0 4125 W Vine St, Kissimmee, FL
$50
3.2/5 (135 reviews)

great staff at reception desk made check in easy and pleasant.

Reviewed on Sep 28, 2019

Pet Friendly Historic Downtown Kissimmee Hotels

See all 503 Properties in Historic Downtown Kissimmee
Staymore Extended Studios Kissimmee
Staymore Extended Studios Kissimmee
2.5 out of 5.0 2407 West Vine Street, Kissimmee, FL

Top Historic Downtown Kissimmee vacation deals

Map

Things To Do In & Near Historic Downtown Kissimmee

See all 407 things to do in Historic Downtown Kissimmee

Helping You Book The Best Trip Ever to Historic Downtown Kissimmee, Kissimmee

Make sure your trip to Historic Downtown Kissimmee, Kissimmee is one you'll never forget! We've pulled together tons of information for you to look through to plan out your ideal getaway to Historic Downtown Kissimmee. We found 2,377 places for you to stay in all different price ranges.We also have 42 attractions in Historic Downtown Kissimmee that you don't want to miss, and activities for your trip so you can experience something new every day.

24/7 support with Historic Downtown Kissimmee hotel reservations

When it comes to finding hotels in Historic Downtown Kissimmee, an Orbitz specialist can help you find the property right for you. Chat live or call 1-800-454-3743 any time for help booking your hotels in Longwood. Our team of experts can help you pinpoint Historic Downtown Kissimmee hotels options suited to your tastes and budget.

Forget Orbitz change or cancel fees on Historic Downtown Kissimmee hotels

On Orbitz, Historic Downtown Kissimmee hotel deals mean flexibility. If you need to change your Historic Downtown Kissimmee hotel reservations, or cancel your stay, Orbitz doesn't charge cancel or change fees. Orbitz also offers a great selection on airline tickets, vacation packages, and car rental deals to so you can plan your trip to Historic Downtown Kissimmee all in one place. Bring your friends and family, or take a solo vacation to soak up all that Historic Downtown Kissimmee, Kissimmee has to offer. Happy Travels!

Hotels in Historic Downtown Kissimmee with Free Wifi

It's important to find a hotel in Kissimmee that has everything you're looking for. Sometimes, you want to get away without being completely disconnected. We offer the best places to stay in Historic Downtown Kissimmee, Kissimmee that offer free wifi in your room. Relax and stream your favorite shows, or check-in on work emails while you wind down after a day exploring Historic Downtown Kissimmee. Check out our top deals on Historic Downtown Kissimmee hotels offering free wifi below:

Are there hotels in Historic Downtown Kissimmee with free breakfast?

Historic Downtown Kissimmee has 287 hotels that offer free breakfast for guests! After planning an entire trip to Historic Downtown Kissimmee, the last thing you want to worry about is finding a quick breakfast. Especially if your room doesn't have a kitchenette or microwave. Our Orbitz team found all the best hotels in Historic Downtown Kissimmee with free breakfast so your trip to Kissimmee will be as hassle-free as a bowl of cereal! Check out some popular hotels offering free breakfast in the Historic Downtown Kissimmee neighborhood:

Do hotels in Historic Downtown Kissimmee allow pets?

Don't want to leave your furry friend at home alone while on your trip to Historic Downtown Kissimmee, Kissimmee? There are 258 hotels in Historic Downtown Kissimmee that allow pets! We understand that most trips are much more fun when you can bring along man's best friend. Here are some of the best hotels in Historic Downtown Kissimmee that allow pets.

Are there any Historic Downtown Kissimmee hotels with restaurants?

Yes, 214, to be exact! Sometimes, on vacation, you just don't want to leave the hotel. Relax and unwind without having to plan out meals when you book your stay at a hotel in Historic Downtown Kissimmee that has a restaurant. Check out our best deals on hotels in Historic Downtown Kissimmee, Kissimmee with restaurants.

What are the best Historic Downtown Kissimmee, Kissimmee hotels with pools?

Whether you're visiting Historic Downtown Kissimmee during the summer months and want a quick way to cool off, or if you like to swim a few laps to start your day, our Historic Downtown Kissimmee, Kissimmee hotels with pools are the perfect place to stay on your next trip. Check out our best deals on hotels in Historic Downtown Kissimmee, Kissimmee that have pools.

Where can I find hotels in Historic Downtown Kissimmee with guest parking?

Look no further! If you're planning to drive to Historic Downtown Kissimmee or get a rental car while on your trip, we know you're going to need a place to park that vehicle. Our Historic Downtown Kissimmee hotels with parking are perfect for anyone traveling with a car. Check out our best deals below:

Are there Historic Downtown Kissimmee, Kissimmee hotels with 24-hour concierge service?

Planning a late arrival to Historic Downtown Kissimmee? No worries! At Orbitz, we know that travel is stressful enough as it is. The last thing you need to worry about is traveling all the way to Kissimmee only to miss check-in hours at your Historic Downtown Kissimmee hotel. Travel can be unpredictable, book our Historic Downtown Kissimmee hotels with 24-hour concierge service to stay on the safe side.

  • Allure Resort Orlando is located in Historic Downtown Kissimmee, Kissimmee and offers concierge services 24 hours a day. This hotel has a 3.50 star rating.
  • Wyndham Bonnet Creek Resort is located in Historic Downtown Kissimmee, Kissimmee and offers concierge services 24 hours a day. This hotel has a 3.50 star rating.
  • Disney's Contemporary Resort is located in Historic Downtown Kissimmee, Kissimmee and offers concierge services 24 hours a day. This hotel has a 4.00 star rating.
  • Westgate Lakes Resort & Spa Universal Studios Area is located in Historic Downtown Kissimmee, Kissimmee and offers concierge services 24 hours a day. This hotel has a 4.00 star rating.

Where can I find hotels in Historic Downtown Kissimmee with non-smoking rooms?

You've come to the right place! We understand that sometimes you can't stand the smell of smoke in your hotel room. Book one of our hotels in Historic Downtown Kissimmee that offers non-smoking options for your room. Make sure you get a good night's sleep without smelling of smoke after you leave. Check out our deals on hotels in Historic Downtown Kissimmee, Kissimmee that have non-smoking options.

What are the best 5-star hotel deals in Historic Downtown Kissimmee, Kissimmee?

Want somewhere a little more upscale for your stay in Historic Downtown Kissimmee, Kissimmee? Our Historic Downtown Kissimmee 5 star hotel properties have everything you'll want for a luxurious Historic Downtown Kissimmee getaway.

What are some deals on 4-star hotels in Historic Downtown Kissimmee, Kissimmee?

If you're looking for a quality place to stay in Historic Downtown Kissimmee, Kissimmee, our deals on 4-star hotels in Historic Downtown Kissimmee are perfect for you. 4-star hotels offer a little bit of luxury with a much lower price tag, perfect for the budget-savvy traveler. Here are some of our favorite 4-star Historic Downtown Kissimmee hotels:

  • Caribe Royale All-Suite Hotel Reservations: This all-suite hotel with its own convention center is within 6 miles of <b>Walt Disney World</b> Resort, Universal Orlando, SeaWorld, and the Orlando Convention Center.
  • Universal's Loews Royal Pacific Resort Reservations: The 1000-room hotel is located just a short walk, or complimentary water taxi or shuttle bus ride to Universal Studios Florida®, Universal’s Islands of Adventure®, and Universal CityWalk® entertainment complex.
  • Walt Disney World Dolphin Reservations: Adjacent to the restaurants, shops, and entertainment of <b>Disney's BoardWalk</b>, this resort offers exclusive <b>Walt Disney World</b> Resort benefits such as <b>Extra Magic Hours</b> and <b>FastPass</b>+ access 60 days in advance. SeaWorld and Universal studios are 14 miles away.
  • Disney's Animal Kingdom Lodge Reservations: 2 miles west of <b>Disney's Animal Kingdom</b> Theme Park via complimentary shuttle, this resort with a thatched roof and African artifacts features its own 33-acre savannah, where exotic animals graze.

What are some great 3-star hotels in Historic Downtown Kissimmee, Kissimmee?

If you're in the market for a budget-friendly hotel in Historic Downtown Kissimmee, Kissimmee, we've got some great news for you. Historic Downtown Kissimmee 3-star hotel bookings just got easier (and cheaper!) with these hotel deals from Orbitz. Check out these awesome and available 3-star hotels in Historic Downtown Kissimmee.

  • Book Universal's Cabana Bay Beach Resort: The hotel is within walking distance of both Universal Orlando® theme parks and the Universal CityWalk® dining and entertainment complex, or the complimentary shuttle buses can whisk guests back and forth.
  • Book Disney's Pop Century Resort: Situated less than 1 mile from <strong>Disney’s Hollywood Studios</strong> this resort is a whimsical time capsule of late 20th-century pop culture.
  • Book Holiday Inn Resort Orlando Suites - Waterpark: This family-friendly Orlando resort is located in the entertainment district, within 3 mi (5 km) of Lake Buena Vista Factory Stores, Old Town and Orlando Premium Outlets Vineland Ave. Lake Bryan and Lake Cecile are also within 3 mi (5 km).
  • Book Disney's Port Orleans Resort - Riverside: Inspired by the days of riverboats and Mark Twain, this Louisiana-style resort sprawls along waterways 1 mile from <B>Epcot</B> and 5 miles from the <B>Magic Kingdom</B> Park.

What are the top must-see Historic Downtown Kissimmee sights?

Historic Downtown Kissimmee, Kissimmee is full of exciting places to visit and beautiful sights to see. Explore all the neighborhood has to offer when you book a hotel close to the attractions at the top of your list. With 42 sights to choose from, hopefully you'll have enough to go see and keep you from getting bored while in Kissimmee! Check out some of our favorite sights to see in the Historic Downtown Kissimmee area of Kissimmee below.

  • Gatorland®
  • Osceola County Stadium
  • Medieval Times
  • Tupperware Center

Recent Reviews


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.