Kissimmee Vacations from $193

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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $421, price is now $193 per person
$193
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,171 reviews)
Gould be a good idea to provided some info how to open the gate

Reviewed on Aug 24, 2025

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $535, price is now $253 per person
$253
per person
Oct 27 - Nov 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (3,048 reviews)
You get what you pay for! Location was great, property was clean and quiet. Cleaning services should be done daily. Rooms need renovation. Would stay again.

Reviewed on Aug 25, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,297, price is now $616 per person
$616
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.8/10 Excellent! (481 reviews)
It was a okay stay. Not enough washer and dryers for the whole resort - literally people were hovering over me watching me while trying to dry my clothes after the beach/pool. Rooms are okay. Jacuzzi and pool was nice. Relaxing for the most part, I did like how often we saw security. Not much offered to do besides the pool. Thought there would be more for a resort.

Reviewed on Aug 24, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $896, price is now $438 per person
$438
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,254 reviews)
I didn't like the pools, the pictures i saw online wasn't what I actually saw in person. I was disappointed. There were no many entertainments at the facility

Reviewed on Aug 25, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $1,096, price is now $560 per person
$560
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Property was amazing and one of the cleanest rooms ive ever stayes in.

Reviewed on Aug 24, 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
Reunion which includes golf and landscape views as well as a small group of people

Reunion

1 out of top 10 points of interest in this area

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Find hotels in Reunion

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

$149
per traveler
84% 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

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
$70 nightly
The price is $80 total per night from Aug 26 to Aug 27
$80 total
Aug 26 - Aug 27
Total with taxes and fees
Holiday Inn Resort Kissimmee by the Parks by IHG
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
$77 nightly
The price is $88 total per night from Sep 1 to Sep 2
$88 total
Sep 1 - Sep 2
Total with taxes and fees
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
$104 nightly
The price is $118 total per night from Aug 26 to Aug 27
$118 total
Aug 26 - Aug 27
Total with taxes and fees
Vacation Village at Parkway
See all 26,757 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.

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Frequently asked questions

How much does a Kissimmee vacation package cost?
You'll find cheap prices from $193 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.