Kissimmee Holidays

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Top Flight + Hotel Deals in Kissimmee

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
17 Jun - 22 Jun
found 7 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.8/10 Excellent! (2,698 reviews)
This was a good stay for the price.

Reviewed on 24 Apr 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flight
per person
17 Jun - 22 Jun
found 7 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.4/10 Very Good! (1,011 reviews)
For the first 2 days had no WiFi and the reception desk just keep saying 2 more hours when it took 2 full days. I could not workcay and had to buy data plan.

Reviewed on 23 Apr 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
17 Jun - 22 Jun
found 7 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
7.8/10 Good! (1,199 reviews)
I like everything about the hotel

Reviewed on 22 Apr 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
17 Jun - 22 Jun
found 7 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8/10 Very Good! (4,595 reviews)
I love that it was close to Universal Studios, however, I was taken by surprise how friendly and helpful the staff was to my daughter and I. If I was to come back. I would definitely stay here again.

Reviewed on 24 Apr 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
per person
17 Jun - 22 Jun
found 7 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,006 reviews)
Food average , rooms clean

Reviewed on 23 Apr 2025

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

While there might not be top attractions in Windsor Hills, you can explore the larger area and discover places like Mystic Dunes Golf Club and Island H2O Live!.

Find hotels in Windsor Hills

Top hotels in Kissimmee

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
The price is €80 per night from 11 May to 12 May
€80
includes taxes & fees
11 May - 12 May
8.4/10 Very Good! (1,982 reviews)
"No complaints!"

Reviewed on 21 Apr 2025

Vacation Village at Parkway
Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is €64 per night from 29 Apr to 30 Apr
€64
includes taxes & fees
29 Apr - 30 Apr
7.8/10 Good! (4,125 reviews)
"Amazing atmosphere"

Reviewed on 23 Apr 2025

Ramada by Wyndham Kissimmee Gateway
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is €86 per night from 28 Apr to 29 Apr
€86
includes taxes & fees
28 Apr - 29 Apr
8.4/10 Very Good! (1,451 reviews)
"The property close to stores and restaurants and shopping area's"

Reviewed on 23 Apr 2025

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
See all 26,791 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 holiday package cost?
You’ll find cheap prices from €716 on Expedia for your Kissimmee escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Kissimmee costs.
What are the cheapest months to go to Kissimmee?
January, September and October are great times to search for cheap Kissimmee holiday packages. Choosing to travel in less busy periods means you can typically find better prices on flights and hotels.
How many days is enough for Kissimmee?
Kissimmee holidays come in many shapes and sizes, but to get a true feel for this place, we’d suggest 3 days is about right. With this timeframe, you can visit top attractions like Capone’s Dinner Show and Osceola Performing Arts Centre and seek out some lesser-known gems. Don’t forget to explore cool neighbourhoods such as Historic Downtown Kissimmee and Bellavida either. If you plan wisely, you may even be able to take a day trip from Kissimmee too.
Is it worth booking a holiday package to Kissimmee?
Whether you’d like to check out attractions like Kissimmee Lakefront Park and Osceola Heritage Park on your Kissimmee holiday, or coming for its great family-friendly attractions, shopping and dining, there’s something for everyone here. With so much to do, you’ll soon discover why so many families think Kissimmee is a good holiday 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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation separately. Better still, you can personalise 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 holiday 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 accommodation and airfare: After you’ve nailed down your trip dates and duration, lock in the ideal Kissimmee holiday package for you.

Popular places to visit

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(63 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(273 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
Disney Springs™

Disney Springs™

4.5/5(322 reviews)

You can find the perfect gifts to bring home when you visit Disney Springs™, a favourite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theatre scene in this family-friendly area.

Disney Springs™

What to do in Kissimmee

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Aquatica Orlando

€45
per traveller
82% of travellers recommend
Aquatica Orlando
WonderWorks All Access After Dark

WonderWorks All Access After Dark

€25
per traveller
88% of travellers recommend
WonderWorks All Access After Dark
Old Town Kissimmee: Attraction and Meal Combo Offers

Old Town Kissimmee: Attraction and Meal Combo Offers

€14
per adult
78% of travellers recommend
Old Town Kissimmee: Attraction and Meal Combo Offers
See all activities in Kissimmee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.