Kissimmee Holidays

Strike the ultimate balance between thrill & chill

Special offers

Kissimmee

The Grove Resort & Water Park Orlando

4* out of 5 stars

  • Stay 7 pay 6 / Stay 14 pay 12

7 nights Room Only including Virgin Atlantic flights from £713 per person

Kissimmee

Windsor Hills 3 Bed Condo

4* out of 5 stars

Offering guests a range of different accommodations, the Windsor Hills Resort is an elegant gated community with a lagoon style pool and whirlpool for guests to relax in.

7 nights Self Catering including Virgin Atlantic flights from £648 per person

Kissimmee

Bahama Bay Resort

4* out of 5 stars

Enjoy 70-acres of landscaped gardens, a full-service spa and three heated pools at this scenic gated community - all only ten minutes from Walt Disney World.

7 nights Self Catering including Virgin Atlantic flights from £621 per person

Kissimmee

Margaritaville Resort

4* out of 5 stars

  • 10% saving

7 nights Room Only including Virgin Atlantic flights from £688 per person

Kissimmee

Mystic Dunes Resort & Golf Club

4* out of 5 stars

A stylish option for those seeking an authentic Florida holiday experience, the Mystic Dunes Resort & Golf Club is also close to the main theme parks in Orlando.

7 nights Room Only including British Airways flights from £550 per person

Holidays in Kissimmee

Kissimmee is located just south of Orlando and is practically on Disney’s doorstep. There is a huge choice of accommodation ranging from hotels and apartments to deluxe villas with private pools.

With restaurants catering to all tastes and influenced by cultures from around the globe, you could have Mexican quesadillas one day and dine at an Italian bistro the next, while tucking into some all-American home cooking in between.

Imagine an afternoon of theme park action before a relaxing round of golf at one of Kissimmee’s scenic courses. There’s just so much to see and do, you’ll need to stay a little longer to tick everything off you’re your itinerary.

10 Great Reasons to Holiday in Kissimmee

  • Experience the thrills of an Everglades-style airboat ride.
  • Pay a visit to Old Town - be sure to get there early on Friday nights for the all-American Muscle Car Cruise.
  • Sample a vast choice of restaurants from many culinary backgrounds.
  • Take in a show, including the popular Medieval Times Dinner Show.
  • Tee off at a superb array of excellent golf courses.
  • The magic of Disney World is right on your doorstep.
  • Fun Spot America offers sky diving, roller coasters, entertainment and dining.
  • See alligators at Gatorland and zip-line over the swamps.
  • Meet the friendly locals.
  • Shop ‘til you drop! With a range of outlets, flea markets and farmers markets you’ll be sure to find a bargain.

Things to do Whilst on Holiday

Staying in Kissimmee puts you in the heart of the action. Walt Disney World is within easy reach and Universal Studios and SeaWorld are 20 – 25 minutes’ drive. The newly developed Disney Springs is a great place to stroll around during the day and night and is adjacent to Disney itself. Here you can catch a show, enjoy a cocktail, dine out in one of the many restaurants and lose yourself in the world’s largest Disney store.

The fabulous beaches on the East coast (Daytona) and West coast (Clearwater & St. Petes) are just over an hour’s drive from Kissimmee, or for those not hiring a car, day excursions can be booked easily – just ask your Kenwood Travel agent for details. Activities including golf (and mini-golf), bowling, fishing, hiking and movie-going are all readily available. With so much on offer your Kissimmee holiday in Orlando holiday is bound to leave you wanting more.

Weather 

Here you’ll encounter two distinctive seasons with a hot and wet season from June to September, and a dry season in October to May. Being close to the Tropic of Cancer, Kissimmee will become quite humid, so be prepared!

Interesting Facts About Kissimmee 

  • State – Florida
  • County – Osceola
  • Area – 17.32 sq. miles
  • City population – 59,682

Kissimmee Holidays 2021 / 2022

Book your 2021 /2022 holidays early in order to take advantage of some of the key deals – call one of our advisors to find out more! For something a little special, we’ll be able to arrange a multi-centre holiday to one of the numerous destinations we have on offer! Let Kenwood Travel reveal some wonderful luxury all inclusive holidays, weddings and honeymoons!

Top Picks

Bahama Bay Resort

4* out of 5 stars

Enjoy 70-acres of landscaped gardens, a full-service spa and three heated pools at this scenic gated community - all only ten minutes from Walt Disney World.

The Grove Resort & Water Park Orlando

4* out of 5 stars

An all-suite lakeshore hotel just three miles from Disney. Tasty dining, four swimming pools and an onsite waterpark await lucky visitors to this Kissimmee retreat.

Windsor Hills 3 Bed Condo

4* out of 5 stars

Offering guests a range of different accommodations, the Windsor Hills Resort is an elegant gated community with a lagoon style pool and whirlpool for guests to relax in.

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Useful information

  • Local time GMT (-6)
  • Currency US Dollars
  • Language English
  • Location Orlando
  • Telephone code +1 407
  • Flying time 8 hours & 30 minutes

Destination map