Kissimmee Vacations

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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

Find the Best Kissimmee Vacation Packages

Kissimmee Hotel Deals

Vacation Village at Parkway
Vacation Village at Parkway
3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
The price is SAR 313 per night from Mar 18 to Mar 19
SAR 313
SAR 411 total
includes taxes & fees
18 Mar - 19 Mar
8.2/10 Very Good! (1,643 reviews)
"Everything was perfect"

Reviewed on 4 March 2025

Vacation Village at Parkway
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is SAR 259 per night from Mar 26 to Mar 27
SAR 259
SAR 413 total
includes taxes & fees
26 Mar - 27 Mar
8.4/10 Very Good! (1,277 reviews)
"Good"

Reviewed on 2 March 2025

Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is SAR 619 per night from Mar 31 to Apr 1
SAR 619
SAR 890 total
includes taxes & fees
31 Mar - 1 Apr
8.8/10 Excellent! (3,253 reviews)
"Room cleaning was not timely but everything else was great."

Reviewed on 1 March 2025

Margaritaville Resort Orlando
See all 26,619 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.

Frequently asked questions

How much does a Kissimmee vacation package cost?
You’ll find cheap prices 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?
January, September and October are great times to search for cheap Kissimmee vacation packages. Choosing to travel in less busy periods means you can typically find better prices on flights and hotels.
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 when to go: Check your calendar and pack your bags. Your preferred time of year and the available activities will also help you decide when to escape to Kissimmee.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will likely be the largest expense during your trip to Kissimmee.
  3. Determine how many days away: Start by making a list of all the attractions you’d like to get to in Kissimmee. Then, estimate how long you’ll need at each, including any travel time.
  4. Combine your accommodations and airfare: After you’ve nailed down your trip dates and duration, lock in the ideal Kissimmee vacation package for you.

Discover the most popular places to visit in Kissimmee

Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Enjoy the excitement at Universal Studios Florida and find out why this is a popular theme park in Orlando. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

Universal Studios Florida
Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Walt Disney World® Resort
Disney Springs® showing a river or creek, a bridge and a sunset

Disney Springs™

4.5/5(11,529 reviews)

You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

Disney Springs™