Vacations in Kissimmee

Vacations in Kissimmee

2 travelers

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Cheap Kissimmee package deals

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$126 - $504$504 - $882$882 - $1,260$1,260 - $1,638$1,638+ per night

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Most popular Kissimmee flight and hotel deals

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Maingate Lakeside Resort - Kissimmee - Building
Maingate Lakeside Resort - Kissimmee - Building
Maingate Lakeside Resort
4.1 Mediocre
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Breakfast
3 nights + flight
$156
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
New York LaGuardia
Meals not included
3 nights + flight
$131
Ramada by Wyndham Kissimmee Gateway - Kissimmee - Pool
Ramada by Wyndham Kissimmee Gateway - Kissimmee - Pool
Ramada by Wyndham Kissimmee Gateway
7.7 Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$166
Palazzo Lakeside Hotel - Kissimmee - Building
Palazzo Lakeside Hotel - Kissimmee - Building
Palazzo Lakeside Hotel
8.3 Very good
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$181
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
Meals not included
3 nights + flight
$199
The keys - Kissimmee - Bedroom
The keys - Kissimmee - Bedroom
The keys
2.7 Poor
Parking
Free Wi-Fi
Pet friendly
Fort Lauderdale
Meals not included
3 nights + flight
$234
Coral Cay ru1054 - Kissimmee
Coral Cay ru1054 - Kissimmee
Coral Cay ru1054
Chicago O'Hare Intl
Meals not included
3 nights + flight
$492
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
New York LaGuardia
Breakfast
3 nights + flight
$125
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
Chicago O'Hare Intl
Meals not included
3 nights + flight
$573
Spectrum Resort Orlando by Rentyl - Kissimmee - Balcony
Spectrum Resort Orlando by Rentyl - Kissimmee - Balcony
Spectrum Resort Orlando by Rentyl
9 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Newark
Meals not included
3 nights + flight
$593
Red Roof Inn Kissimmee - Kissimmee - Building
Red Roof Inn Kissimmee - Kissimmee - Building
Red Roof Inn Kissimmee
6 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$228
Apollo Inn - Downtown - Kissimmee - Building
Apollo Inn - Downtown - Kissimmee - Building
Apollo Inn - Downtown
7.2 Good
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$243
Resort At Heritage Park - Kissimmee - Bedroom
Resort At Heritage Park - Kissimmee - Bedroom
Resort At Heritage Park
5.7 Fair
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$256
Affordable 3 Bedrooms Home Close to Disney Parks - Kissimmee - Building
Affordable 3 Bedrooms Home Close to Disney Parks - Kissimmee - Building
Affordable 3 Bedrooms Home Close to Disney Parks
Free Wi-Fi
Pool
San Francisco
Meals not included
3 nights + flight
$772
Magic Moment Resort And Kids Club - Kissimmee - Bedroom
Magic Moment Resort And Kids Club - Kissimmee - Bedroom
Magic Moment Resort And Kids Club
8.5 Very good
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
$225
Family Retreat 3 Miles to Disney & Attractions townhouse - Kissimmee - Pool
Family Retreat 3 Miles to Disney & Attractions townhouse - Kissimmee - Pool
Family Retreat 3 Miles to Disney & Attractions townhouse
Parking
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$698

When to book a vacation in Kissimmee

Price includes flights and 3 nights accommodation for 2 travelers. 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 travelers: Top vacation $253; Family vacation $259; Budget vacation $215.

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)$253
Family vacation (Flight+Hotel)$259
Budget vacation (Flight+Hotel)$215