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Holidays to Kissimmee

Accommodation, flights, car rentals, things to do and more - for your holiday in Kissimmee choose Expedia! Find everything you need to organize your trip to Kissimmee in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top flight + hotel deals in Kissimmee

GreenPoint Hotel Kissimmee
Maingate Lakeside Resort
Magic Moment Resort and Kids Club
Seralago Hotel & Suites Main Gate East
Red Roof Inn PLUS+ Orlando-Convention Center/Int'l Dr
Rosen Inn International

Where to stay in Kissimmee

Find the best Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Kissimmee

Top Hotel Deals

Magic Moment Resort and Kids Club
Magic Moment Resort and Kids Club
3 out of 5
5200 West Irlo Bronson Memorial Highway, Kissimmee, FL
The price is £49 per night from 16 Dec to 17 Dec

This family-friendly Kissimmee hotel is located on the Strip, within 2 mi (3 km) of Fun Spot America, Old Town and Lake Buena Vista Factory Stores. Congo River ...

4.3/5Excellent! (4,294 reviews)

"This place is a good spot to stay with the family."…"

Reviewed on 24 Nov 2020

Magic Moment Resort and Kids Club
The Grand Orlando Resort at Celebration
The Grand Orlando Resort at Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
The price is £59 per night from 26 Nov to 27 Nov

This family-friendly Kissimmee hotel is located in the suburbs, within 2 mi (3 km) of Old Town, Fun Spot America and Celebration Golf Club. ESPN Wide World of ...

3.2/5 (4,207 reviews)

"The location was great I liked how friendly staff was. I did not like the elevator it needs maintenance but rooms were okay"…"

Reviewed on 9 Nov 2020

The Grand Orlando Resort at Celebration
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is £110 per night from 8 Dec to 9 Dec

Located in the suburbs, this family-friendly resort is within 6 mi (10 km) of Lake Davenport, Disney's Blizzard Beach Water Park, and Disney's Winter Summerland ...

4.3/5Excellent! (1,150 reviews)

"Great place. The elevators were far away our rooms. Also, we saw a fist fight between two kids with no hotels supervision. No lifeguards on otherwise beautiful pool"…"

Reviewed on 25 Nov 2020

Margaritaville Resort Orlando
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.

Top things to do in Kissimmee

Plan your Kissimmee holiday with Expedia

  • Our 2020 bundled deals are currently unavailable, but you can now book our 2021 holiday packages deals. Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Kissimmee. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

How much does a Kissimmee holiday package cost?
From as little as . Yes, you read that correctly. Our Kissimmee holiday packages are a great way to make your budget last longer. Combine your hotels, flights and car rentals and get to know this lively destination.
If I'm not able to travel, can I cancel my Kissimmee holiday package?
If you’ve booked a Kissimmee holiday package, you can cancel or change it, but there may be a charge depending on the situation. It may be possible to cancel and rebook at no cost if you’ve locked in your package in the last 24 hours. If it’s been longer than that, you may incur a fee from your airline, hotel or car rental company. If your situation unexpectedly changes, make our Customer Service Portal your first port of call for more info.
How do I get a cheap travel package to Kissimmee?
Creating your own Kissimmee holiday package with Expedia is the easiest way to save. Organise your escape now and you’ll save as much as 15% — it’s really that easy! We offer more than 400 partner airlines and 321,000 properties throughout the world. With such an amazing range to select from, you’ll have no issues putting together your perfect trip.
Where should I stay in Kissimmee?
With popular attractions like Old Town and Osceola Heritage Park in this area, look for a hotel located near them. Kissimmee Lakefront Park is another sight in Kissimmee that draws the crowds.
What are the top hotels in Kissimmee?
If it’s your first time in Kissimmee, reserve a room at Red Lion Hotel Orlando Lake Buena Vista South or Maingate Kissimmee Hotel. Both hotels offer comfortable beds and are favourites among many travellers.
When is the best time of year to visit Kissimmee?
If you love the excitement that comes with peak season, visit Kissimmee in . If you’re after a more relaxed vibe, will suit you better. Hoping to save your pennies? Perhaps avoid , when things like hotels and flights go up in price. is generally when you’ll land the best bargains.
How far in advance should I book my Kissimmee holiday?
It’s difficult to pick the best time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available to compare up to a year in advance. If you’re booking last minute, don’t worry. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Kissimmee travel package include?
From hotels and flights to car rentals, Expedia can help you shape a Kissimmee package that fits you. Heading off for a few weeks? Look into a flight, rental car and hotel bundle. If you’re taking a quick break, a hotel and airfare deal could be what you’re after. Experiences can also be added once you’ve made your booking. Our holiday packages make it a cinch to save and plan.
What should I know before booking a Kissimmee travel package?
Bundling your bookings into a Kissimmee holiday package is the most convenient way to organise your trip. Not only that, you’ll get great discounts just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Does Expedia offer Book Now, Pay Later Kissimmee holiday packages?
Thanks to our partnership with online lender Affirm, holiday makers booking via Expedia can now pay off their journey in easy installments that won’t drain your savings. Book Now, Pay Later and begin your dream getaway today!
Can I choose my airline with a Kissimmee Expedia holiday package?
Yes, and with over 550 airlines to select from worldwide, you have plenty of choice. Take a look at the available options and find out which airline best suits your needs and budget.