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Cheap Vacations in Kissimmee

Choose one or more items to build your trip:

Kissimmee vacations

Palazzo Lakeside
Westgate Palace a Two Bedroom Condo Resort
Seralago Hotel & Suites Main Gate East
The Ritz-Carlton Orlando, Grande Lakes
The Bear's Den Resort Orlando
Hyatt Regency Grand Cypress
Hampton Inn & Suites Orlando/South Lake Buena Vista, FL
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
CLC Encantada Resort Vacation Townhomes
Celebration Suites

3-night Kissimmee vacations

Palazzo Lakeside
Westgate Palace a Two Bedroom Condo Resort
The Ritz-Carlton Orlando, Grande Lakes
The Bear's Den Resort Orlando
CLC Encantada Resort Vacation Townhomes
Celebration Suites
Barefoot Suites
Sheraton Orlando North Hotel
GreenPoint Hotel Kissimmee
Westgate Blue Tree Resort in Lake Buena Vista
WorldQuest Orlando Resort
Vacation Villas at Fantasyworld Two

4-night Kissimmee vacations

Westgate Palace a Two Bedroom Condo Resort
Floridays Resort Orlando
Disney's Grand Floridian Resort & Spa
Hyatt Regency Grand Cypress
Hampton Inn & Suites Orlando/South Lake Buena Vista, FL
Barefoot Suites
Sheraton Orlando North Hotel
CLC Encantada Resort Vacation Townhomes
Seralago Hotel & Suites Main Gate East
Westgate Blue Tree Resort in Lake Buena Vista
Hapimag Orlando at Lake Berkley
Silver Lake Resort

5-night Kissimmee vacations

CLC Regal Oaks Resort Vacation Townhomes
Westgate Palace a Two Bedroom Condo Resort
Westgate Blue Tree Resort in Lake Buena Vista
Hyatt Regency Grand Cypress
Westgate Lakes Resort & Spa Universal Studios Area
The Bear's Den Resort Orlando
Seralago Hotel & Suites Main Gate East
Sonesta ES Suites Lake Buena Vista
CLC Encantada Resort Vacation Townhomes
Avanti Palms Resort and Conference Center
Silver Lake Resort
Sheraton Orlando North Hotel

6-7 night Kissimmee vacations

Palazzo Lakeside
Westgate Blue Tree Resort in Lake Buena Vista
Seralago Hotel & Suites Main Gate East
Westgate Palace a Two Bedroom Condo Resort
Hyatt Regency Orlando
CLC Encantada Resort Vacation Townhomes
Hyatt Regency Grand Cypress
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
Silver Lake Resort
Sheraton Orlando North Hotel
Hapimag Orlando at Lake Berkley
The Point Hotel & Suites

Kissimmee Vacation Deal FAQ's

Where to find Kissimmee package deals?

On CheapTickets, you can find package deals in Kissimmee as low as $208!

When is peak season in Kissimmee?

March, April, July are very popular times to visit Kissimmee.

When is the best time to visit Kissimmee?

If you're looking for cheap vacations to Kissimmee, January is the best time to visit Kissimmee.

When is the worst time time to visit Kissimmee?

Prices for Kissimmee vacations can peak during March.

When is low season in Kissimmee?

We have found December, October, November to be the least-crowded time of the year to visit Kissimmee.

Where is Kissimmee?

To travel is to feel alive, and proud cheapsters understand you don't require fistfuls of cash to do it. So why not make Kissimmee your next unforgettable adventure?

It's a neighborhood in the much-loved city of Orlando. You'll find it located 19 miles south of the downtown area.

Last time they counted, the population of Orlando was 238,300.

Cheap Things to do in Kissimmee

More often than not, the most immersive experiences won't cost you a dime. Discover another side of this destination with our suggestions for free things to see and do in or near Kissimmee:

  • When you wander outside your hotel, it can be far too easy to unwittingly spend your cash. But that certainly won't happen at Shingle Creek Regional Park! It's a terrific place have some fun outdoors.
  • An excellent way to add even more positive vibes to your getaway is to be near the water. Just a quick drive away, Lake Cecile is a delightful spot to indulge your love of nature.
  • 192 Flea Market and the Tupperware Center don't cost a dime to visit. Plan a route and see if you're able to explore all of them.
  • Longing for a couple of minutes of quiet contemplation to escape the fast pace of sightseeing? Make your way to First United Methodist Church! If you want to take a peek inside, check its opening hours before you go just to be safe.
  • If the urban jungle is grinding on your nerves, why not spend some time unwinding with Mother Nature? At Disney Wilderness Preserve, Kissimmee Lakefront Park, Lakefront Park and Brinson Park, you can clear your thoughts in leafy surrounds without dipping your hand in your wallet.

Cheap Kissimmee Vacation Package Deals

CheapTickets will make your thrifty getaway dreams into realities. Looking for budget hotels, flights and activities? You've come to the right place. And remember, we won't make trade-offs on quality or convenience.

Just because you're traveling on a budget doesn't mean you'll be limited for choice. Take your pick of 500 partner airlines and 500,000 properties across the world. Want to know the best part? If you combine your bookings, you have the chance to save up to $290^.

How do you know that you'll go home with the best price? With the CheapTickets Price Guarantee. Found your vacation package for a lower price elsewhere within 48 hours of making your booking? No stress. We'll match the price and refund you the difference.

Get CheapCash

Not only do we have cheap deals, we've got hot rewards too. With our program you can save loads of dollars on any eligible CheapTickets hotel. All you've got to do now is book some flights!

Could CheapCash be easier? Simply sign up free of charge or log in, join the program, and you'll instantly get access to thrifty bonus offers and perks — and of course you'll gain savings on all eligible bookings. It's minimal work for maximum rewards!

Cheap Car Rentals in Kissimmee

We know you're into cheap, so why not rent a car in Kissimmee? It's not only a terrific way to travel around, it'll save you big bucks too.

Cheap Hotels in Kissimmee

An unforgettable stay is literally just around the bend in Kissimmee. There are 46 accommodation options to take your pick from within easy reach of the middle of this neighborhood.

Look up the Favorite Vacation Homes at Reunion and the Florida Finesse Property Management. They're some of the top places to unpack your suitcase and make yourself cozy!

Flight deals to Kissimmee

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, May 27
MSP
Minneapolis
MCO
Orlando
$31
Spirit Airlines
Wed, Jun 2
EWR
Newark
MCO
Orlando
$31
Spirit Airlines
Mon, May 24
PHL
Philadelphia
MCO
Orlando
$35
Frontier Airlines
Sun, May 23 - Wed, May 26
MSP
Minneapolis
MCO
Orlando
$61
Spirit Airlines
Sat, May 29 - Fri, Jun 4
TTN
Trenton
MCO
Orlando
$81
Frontier Airlines
Tue, Jun 8 - Tue, Jun 8
PHL
Philadelphia
MCO
Orlando
$82
Spirit Airlines

Top rated hotels for your Kissimmee vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.