Vacations in Kissimmee

Vacations in Kissimmee

2 travelers

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$157 - $648$648 - $1,138$1,138 - $1,629$1,629 - $2,119$2,119+ per night

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Most popular Kissimmee flight and hotel deals

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Rodeway Inn Kissimmee Maingate West - Kissimmee - Pool
Rodeway Inn Kissimmee Maingate West - Kissimmee - Pool
Rodeway Inn Kissimmee Maingate West
6.7 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Cleveland Hopkins Intl
Breakfast
3 nights + flight
$178
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
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$233
Club Wyndham Cypress Palms - Kissimmee - Pool
Club Wyndham Cypress Palms - Kissimmee - Pool
Club Wyndham Cypress Palms
9.1 Wonderful
Parking
Free Wi-Fi
Pool
Spa
Washington, D.C. Dulles Intl
Meals not included
3 nights + flight
$295
Sevilla Inn Kissimmee - Kissimmee - Room amenity
Sevilla Inn Kissimmee - Kissimmee - Room amenity
Sevilla Inn Kissimmee
6.3 Okay
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$202
Beautiful home close to theme parks with private pool, AC & W/D - dog-friendly - Kissimmee
Beautiful home close to theme parks with private pool, AC & W/D - dog-friendly - Kissimmee
Beautiful home close to theme parks with private pool, AC & W/D - dog-friendly
Parking
Free Wi-Fi
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$582
Palazzo Lakeside Hotel Kissimmee - Kissimmee
Palazzo Lakeside Hotel Kissimmee - Kissimmee
Palazzo Lakeside Hotel Kissimmee
8.4 Very good
Parking
Free Wi-Fi
Pool
Columbus
Breakfast
3 nights + flight
$214
Ambassador Inn - Kissimmee - Building
Ambassador Inn - Kissimmee - Building
Ambassador Inn
3 Poor
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$252
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
Cleveland Hopkins Intl
Breakfast
3 nights + flight
$157
Fairfield Inn & Suites by Marriott Orlando Kissimmee/Celebration - Kissimmee - Bedroom
Fairfield Inn & Suites by Marriott Orlando Kissimmee/Celebration - Kissimmee - Bedroom
Fairfield Inn & Suites by Marriott Orlando Kissimmee/Celebration
8.5 Very good
Parking
Pool
Pet friendly
Cleveland Hopkins Intl
Breakfast
3 nights + flight
$278
Spectrum Resort Orlando by Rentyl - Kissimmee
Spectrum Resort Orlando by Rentyl - Kissimmee
Spectrum Resort Orlando by Rentyl
8.5 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Cleveland Hopkins Intl
Self catering
3 nights + flight
$510
Red Roof Inn Kissimmee - Kissimmee - Pool
Red Roof Inn Kissimmee - Kissimmee - Pool
Red Roof Inn Kissimmee
5.8 Fair
Parking
Free Wi-Fi
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$221
Comfort Suites Maingate East - Kissimmee - Pool
Comfort Suites Maingate East - Kissimmee - Pool
Comfort Suites Maingate East
8 Very good
Free Wi-Fi
Pool
Spa
Cleveland Hopkins Intl
Breakfast
3 nights + flight
$253
Seasons Florida Resort - Kissimmee
Seasons Florida Resort - Kissimmee
Seasons Florida Resort
8.6 Very good
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$194
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
Pool
Cleveland Hopkins Intl
Breakfast
3 nights + flight
$262
Super 8 by Wyndham Kissimmee-Orlando - Kissimmee - Pool
Super 8 by Wyndham Kissimmee-Orlando - Kissimmee - Pool
Super 8 by Wyndham Kissimmee-Orlando
6.2 Okay
Parking
Free Wi-Fi
Pool
Pet friendly
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$178
Bposhtels Orlando Disney - Kissimmee - Pool
Bposhtels Orlando Disney - Kissimmee - Pool
Bposhtels Orlando Disney
7.3 Good
Parking
Free Wi-Fi
Pool
Cleveland Hopkins Intl
Meals not included
3 nights + flight
$168

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 $42; Family vacation $107; Romantic vacation $224; Luxury vacation $198; Budget vacation $66.

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)$42
Family vacation (Flight+Hotel)$107
Romantic vacation (Flight+Hotel)$224
Luxury vacation (Flight+Hotel)$198
Budget vacation (Flight+Hotel)$66