Kissimmee Vacations from $255

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Your Kissimmee Vacation

Lock in a custom vacation package to Kissimmee and get ready for your next big adventure. Consider basing yourself in the neighborhood of Historic Downtown Kissimmee, which is great for shopping and dining, for a true taste of this unique city. Ready to explore? Gatorland®, Osceola Heritage Park and Give Kids the World Village are some of the top-rated places to visit during your trip to Kissimmee. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and finally put your Kissimmee vacation plans in motion!

The Latest Kissimmee vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (1,274 reviews)
Beautiful and quite nice and very well cleaned

Reviewed on Jul 3, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Overall nice but extremely small countertops - made the kitchen very hard to use. The kitchen implements were missing and not thought out well. Room was very quiet which was a positive. Room was well furnished besides kitchen. Staff didn’t seem on the same page with room service. Poor communication.

Reviewed on Jul 3, 2025

ette hotel

ette hotel

5 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.8/10 Exceptional! (310 reviews)
Our stay was wonderful. Very refreshing to stay in a full-service hotel in these days when everything is do-it-yourself. The breakfast buffet was amazing, staff was very helpful but non-intrusive, will definitely go back next time we're in the area.

Reviewed on Jun 22, 2025

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (354 reviews)
Nice place. Kids had a good time. Not encouraged to go there if you are a minority. You wont feel welcomed. The staff is great, but the type of people that go there arent really folks that likely share the same interests as you do. There are Confederate flags all over; etc. Hotel rooms are no bueno, old. IF you want something nice, you need to spend the money glamping or have your own trailer.

Reviewed on Jun 24, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,060 reviews)
Excellent would recommend to anybody to stay here

Reviewed on Jul 3, 2025

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Where to stay in Kissimmee

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

4.5/5(6 area reviews)

If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!.

Find hotels in Windsor Hills

Discover the most popular places to visit in Kissimmee

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Thrill rides based on your favorite movies create this internationally acclaimed theme park.

Universal Studios Florida
Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

4.5/5(4,155 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

What to do in Kissimmee

Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$245
per traveler
86% of travellers recommend
Universal Orlando Resort Express Passes
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

$27
per adult
90% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$76
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
See all activities in Kissimmee

Kissimmee Hotel Deals

Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $106 total per night from Jul 6 to Jul 7
$106 total
Jul 6 - Jul 7
Total includes taxes and fees
9.6/10 Exceptional! (454 reviews)
"Very clean , friendly staff , great breakfast."

Reviewed on Jul 1, 2025

Kompose Boutique Resort at Theme Parks
Palazzo Lakeside Hotel
Palazzo Lakeside Hotel
3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
$76 nightly
The price is $86 total per night from Jul 6 to Jul 7
$86 total
Jul 6 - Jul 7
Total includes taxes and fees
8/10 Very Good! (5,093 reviews)
"Good"

Reviewed on Jul 2, 2025

Palazzo Lakeside Hotel
Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $104 total per night from Jul 8 to Jul 9
$104 total
Jul 8 - Jul 9
Total includes taxes and fees
8.4/10 Very Good! (2,347 reviews)
Would 10/10 stay here again
"Everything about our stay was great. The staff were super helpful and friendly. The place was super clean and meticulously maintained. The only thing to mention is if you get a room with a sofa bed and plan to use it don’t be surprised that it is not comfortable at all even for kids."

Reviewed on Jul 2, 2025

Vacation Village at Parkway
See all 26,741 properties in Kissimmee
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.

Find the Best Kissimmee Vacation Packages

Kissimmee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
69,200
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Walt Disney World® Resort, Disneys Animal Kingdom® Theme Park and Epcot®

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Frequently asked questions

How much does a Kissimmee vacation package cost?
You'll find cheap prices from $255 on Expedia for your Kissimmee escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Kissimmee costs.
What are the cheapest months to go to Kissimmee?
If you're looking to score a cheap Kissimmee vacation package, consider traveling in September, October and December. You're likely to find lower rates on hotels and airfares during these quieter months --- ideal for a budget-friendly break.
How many days is enough for Kissimmee?
With around 3 days, you'll have plenty of time to enjoy popular neighborhoods such as Historic Downtown Kissimmee and Bellavida during your Kissimmee vacation. Be sure to also add Skate Reflections and AMF Bowling Center to your sightseeing list. Searching for more adventures? Consider venturing outside of Kissimmee on tours and day trips.
Is it worth booking a vacation package to Kissimmee?
Whether you'd like to check out major sights such as Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee vacation, or coming for its excellent family-friendly attractions, shopping and dining, there's something for everyone here. With so much to experience, you'll soon find out why so many people think Kissimmee is a good vacation destination.
How to find the best Kissimmee package deals?
Begin your search for a Kissimmee package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Kissimmee package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Kissimmee adventure underway.
Is it cheaper to book a Kissimmee vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can personalize your Kissimmee getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Kissimmee?
If you're planning an impromptu Kissimmee trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Kissimmee?

  1. Choose your travel dates: The things you plan to do in Kissimmee and your favorite season can help you decide when to go.
  2. Budget wisely: Besides the price of your accommodations, you should consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Kissimmee.
  3. Use Expedia's trip planning tool to explore Kissimmee: Research every part of your trip to Kissimmee with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Kissimmee, you can work out the right length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Kissimmee vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part --- locking in everything you want to do and see. Explore some of the incredible things to do in Kissimmee and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Kissimmee vacation packages?
Your Kissimmee trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.