Vacations in Kissimmee

Vacations in Kissimmee

2 travellers

KAYAK searches hundreds of travel sites at once for vacation package deals in Kissimmee

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap Kissimmee package deals

Discover the best prices by selecting your travel dates on KAYAK.
Go to map

Search by stars

2+ stars3+ stars4+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

C$ 197 - C$ 1,629C$ 1,629 - C$ 3,060C$ 3,060 - C$ 4,490C$ 4,490 - C$ 5,922C$ 5,922+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Kissimmee flight and hotel deals

Show all
Maingate Lakeside Resort - Kissimmee - Building
Maingate Lakeside Resort - Kissimmee - Building
Maingate Lakeside Resort
4 Mediocre
Parking
Free Wi-Fi
Pool
Pet friendly
Raleigh-Durham
Breakfast
3 nights + flight
C$ 206
Modern Villa-themed Bedrooms Private Pool Prime Location - Kissimmee
Modern Villa-themed Bedrooms Private Pool Prime Location - Kissimmee
Modern Villa-themed Bedrooms Private Pool Prime Location
Free Wi-Fi
Philadelphia
Meals not included
3 nights + flight
C$ 745
Ramada by Wyndham Kissimmee Gateway - Kissimmee - Pool
Ramada by Wyndham Kissimmee Gateway - Kissimmee - Pool
Ramada by Wyndham Kissimmee Gateway
7.6 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Richmond Byrd Intl
Meals not included
3 nights + flight
C$ 236
Rodeway Inn Kissimmee Maingate West - Kissimmee - Pool
Rodeway Inn Kissimmee Maingate West - Kissimmee - Pool
Rodeway Inn Kissimmee Maingate West
6.1 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Richmond Byrd Intl
Breakfast
3 nights + flight
C$ 197
Palazzo Lakeside Hotel - Kissimmee - Building
Palazzo Lakeside Hotel - Kissimmee - Building
Palazzo Lakeside Hotel
8.1 Very good
Parking
Free Wi-Fi
Pool
Richmond Byrd Intl
Breakfast
3 nights + flight
C$ 231
Econo Lodge Inn & Suites Maingate Central - Kissimmee - Pool
Econo Lodge Inn & Suites Maingate Central - Kissimmee - Pool
Econo Lodge Inn & Suites Maingate Central
5.8 Fair
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Breakfast
3 nights + flight
C$ 217
Central to all the fun Disney - Kissimmee - Living room
Central to all the fun Disney - Kissimmee - Living room
Central to all the fun Disney
1 Poor
Boston Logan Intl
Meals not included
3 nights + flight
C$ 6,019
SL 4Br walking distance to club - Kissimmee
SL 4Br walking distance to club - Kissimmee
SL 4Br walking distance to club
9 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
C$ 740
Developer Inn Maingate, a Baymont by Wyndham - Kissimmee - Pool
Developer Inn Maingate, a Baymont by Wyndham - Kissimmee - Pool
Developer Inn Maingate, a Baymont by Wyndham
7.1 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Raleigh-Durham
Breakfast
3 nights + flight
C$ 219
Red Roof Inn Kissimmee - Kissimmee - Building
Red Roof Inn Kissimmee - Kissimmee - Building
Red Roof Inn Kissimmee
5.8 Fair
Parking
Free Wi-Fi
Pool
Pet friendly
Dallas/Fort Worth
Meals not included
3 nights + flight
C$ 245
Travelodge by Wyndham Kissimmee/Orlando - Kissimmee - Pool
Travelodge by Wyndham Kissimmee/Orlando - Kissimmee - Pool
Travelodge by Wyndham Kissimmee/Orlando
5.2 Fair
Free Wi-Fi
Pool
Pet friendly
Richmond Byrd Intl
Meals not included
3 nights + flight
C$ 197
Resort At Heritage Park - Kissimmee - Bedroom
Resort At Heritage Park - Kissimmee - Bedroom
Resort At Heritage Park
6 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
C$ 329
Berkley Lake Townhomes - Kissimmee - Pool
Berkley Lake Townhomes - Kissimmee - Pool
Berkley Lake Townhomes
6.1 Okay
Parking
Free Wi-Fi
Pool
New York LaGuardia
Meals not included
3 nights + flight
C$ 520
Magic Moment Resort And Kids Club - Kissimmee - Bedroom
Magic Moment Resort And Kids Club - Kissimmee - Bedroom
Magic Moment Resort And Kids Club
8.3 Very good
Free Wi-Fi
Pool
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 248
Fabulous 3 Bedroom With Game Room - Kissimmee - Pool
Fabulous 3 Bedroom With Game Room - Kissimmee - Pool
Fabulous 3 Bedroom With Game Room
Free Wi-Fi
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 743
Destiny Palms Hotel Maingate West - Kissimmee - Bedroom
Destiny Palms Hotel Maingate West - Kissimmee - Bedroom
Destiny Palms Hotel Maingate West
8.2 Very good
Parking
Free Wi-Fi
Pool
Atlanta Hartsfield-Jackson
Meals not included
3 nights + flight
C$ 203

When to book a vacation in Kissimmee

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

Tips for finding Kissimmee package deals

  • There are loads of types of vacations in Kissimmee and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travellers: Top vacation C$ 428; Family vacation C$ 428; Romantic vacation C$ 471; Luxury vacation C$ 598; Budget vacation C$ 428.

Where to stay in Kissimmee

Our map will help you find the perfect place to stay for your vacation in Kissimmee by showing you the exact location of each hotel.

Everything you need to know for your vacation in Kissimmee

Kissimmee vacation information

Top vacation (Flight+Hotel)C$ 428
Family vacation (Flight+Hotel)C$ 428
Romantic vacation (Flight+Hotel)C$ 471
Luxury vacation (Flight+Hotel)C$ 598
Budget vacation (Flight+Hotel)C$ 428

Kissimmee vacation: Search Kissimmee vacation packages on KAYAK. KAYAK is a travel tool that searches Kissimmee trips on hundreds of travel sites to help you find the Kissimmee package that suits you best. Discover Kissimmee deals now and book your Kissimmee flight and hotel today.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.