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

These are the best prices for Jul 12 - 15.
Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

C$ 268 - C$ 820C$ 820 - C$ 1,372C$ 1,372 - C$ 1,924C$ 1,924 - C$ 2,478C$ 2,478+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Kissimmee flight and hotel deals

Show all
Hilton Vacation Club Polynesian Isles Kissimmee - Kissimmee - Pool
Hilton Vacation Club Polynesian Isles Kissimmee - Kissimmee - Pool
Hilton Vacation Club Polynesian Isles Kissimmee
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 653
Rodeway Inn Kissimmee Maingate West - Kissimmee - Pool
Rodeway Inn Kissimmee Maingate West - Kissimmee - Pool
Rodeway Inn Kissimmee Maingate West
6.6 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
C$ 274
Ramada by Wyndham Kissimmee Gateway - Kissimmee - Pool
Ramada by Wyndham Kissimmee Gateway - Kissimmee - Pool
Ramada by Wyndham Kissimmee Gateway
7.8 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
C$ 309
Sevilla Inn - Near Medieval Times - Kissimmee - Room amenity
Sevilla Inn - Near Medieval Times - Kissimmee - Room amenity
Sevilla Inn - Near Medieval Times
6 Okay
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
C$ 267
Ramada by Wyndham Hotel & Water Park - Kissimmee - Building
Ramada by Wyndham Hotel & Water Park - Kissimmee - Building
Ramada by Wyndham Hotel & Water Park
6.4 Okay
Parking
Free Wi-Fi
Pool
Birmingham
Breakfast
3 nights + flight
C$ 540
Palazzo Lakeside Hotel - Kissimmee
Palazzo Lakeside Hotel - Kissimmee
Palazzo Lakeside Hotel
8.4 Very good
Parking
Free Wi-Fi
Pool
Baltimore/Washington
Meals not included
3 nights + flight
C$ 304
Ambassador Inn - Kissimmee - Building
Ambassador Inn - Kissimmee - Building
Ambassador Inn
3.3 Poor
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 546
Clarion Inn & Suites Kissimmee-Lake Buena Vista South - Kissimmee - Pool
Clarion Inn & Suites Kissimmee-Lake Buena Vista South - Kissimmee - Pool
Clarion Inn & Suites Kissimmee-Lake Buena Vista South
6 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
C$ 473
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area - Kissimmee - Bedroom
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area - Kissimmee - Bedroom
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
7.5 Good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
C$ 505
Staybridge Suites Orlando Royale Parc Suites By IHG - Kissimmee - Pool
Staybridge Suites Orlando Royale Parc Suites By IHG - Kissimmee - Pool
Staybridge Suites Orlando Royale Parc Suites By IHG
8 Very good
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
C$ 643
Econo Lodge Inn & Suites Maingate Central - Kissimmee - Pool
Econo Lodge Inn & Suites Maingate Central - Kissimmee - Pool
Econo Lodge Inn & Suites Maingate Central
5.7 Fair
Parking
Free Wi-Fi
Pool
Fayetteville Northwest Arkansas
Breakfast
3 nights + flight
C$ 276
Red Roof Inn Kissimmee - Kissimmee - Pool
Red Roof Inn Kissimmee - Kissimmee - Pool
Red Roof Inn Kissimmee
5.7 Fair
Parking
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Meals not included
3 nights + flight
C$ 318
Seasons Florida Resort - Kissimmee
Seasons Florida Resort - Kissimmee
Seasons Florida Resort
8.5 Very good
Parking
Free Wi-Fi
Pool
Birmingham
Meals not included
3 nights + flight
C$ 498
Radisson Hotel Orlando Lake Buena Vista South - Kissimmee - Pool
Radisson Hotel Orlando Lake Buena Vista South - Kissimmee - Pool
Radisson Hotel Orlando Lake Buena Vista South
8.2 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
C$ 518
Holiday Inn & Suites Orlando Sw - Celebration Area By IHG - Kissimmee - Lounge
Holiday Inn & Suites Orlando Sw - Celebration Area By IHG - Kissimmee - Lounge
Holiday Inn & Suites Orlando Sw - Celebration Area By IHG
7.5 Good
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Breakfast
3 nights + flight
C$ 492
Magic Moment Resort And Kids Club - Kissimmee - Bedroom
Magic Moment Resort And Kids Club - Kissimmee - Bedroom
Magic Moment Resort And Kids Club
8.6 Very good
Free Wi-Fi
Pool
Pet friendly
Baltimore/Washington
Breakfast
3 nights + flight
C$ 323

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$ 25; Family vacation C$ 64; Romantic vacation C$ 256; Luxury vacation C$ 498; Budget vacation C$ 64.

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$ 25
Family vacation (Flight+Hotel)C$ 64
Romantic vacation (Flight+Hotel)C$ 256
Luxury vacation (Flight+Hotel)C$ 498
Budget vacation (Flight+Hotel)C$ 64