What can I expect from a resort vacation in Kissimmee?

Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you need for your trip—from convenient food and drink options to activities and shopping. Choose from 109 resorts in Kissimmee and discover the best one for you, whether you envision yourself kicking back in a luxury suite or heading to the spa for a deep-tissue massage.

What's the best resort for my stay in Kissimmee?

The Grand Orlando Resort at Celebration - Family-friendly property with a 3.5-star rating. Features 2 outdoor pools, 2 restaurants, and a poolside bar. Popular for its surrounding nightlife. Flamingo Waterpark Resort - Family-friendly resort rated 3 stars. Has a poolside bar, a lazy river, and an outdoor pool. Margaritaville Resort Orlando - Family-friendly property rated 4 stars. Comfortable rooms feature free WiFi and flat-screen TVs. Enjoy the 3 restaurants, 3 bars, and outdoor pool. Westgate Towers Resort - Family-friendly property with a 3.5-star rating. Amenities include an outdoor pool, a spa tub, and a fitness center. Champions World Resort - Family-friendly property rated 3 stars. Access to 2 outdoor pools, a restaurant, and a spa tub.

What's the seasonal weather like in Kissimmee?

The hottest months are usually August and July with an average temp of 91°F, while the coldest months are January and December with an average of 48°F. Average annual rainfall for Kissimmee is 52.00 inches.

What's the best way to get to and around Kissimmee?

Fly into Orlando, FL (MCO-Orlando Intl.), which is located 11.2 mi (18 km) from the heart of the city. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 1.9 mi (3 km) away. To venture out into the surrounding area, ride aboard one of the trains from Kissimmee Station.

Kissimmee Resorts

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Other property types in Kissimmee

The Grand Orlando Resort at Celebration

2900 Parkway Blvd, Kissimmee, FL

$55

per night

Jan 27 - Jan 28

3.5/5Good! (9,312 reviews)

"Lobby is beautiful, rooms and hall way are creepy!"…"

Reviewed on Jan 25, 2020

The Grand Orlando Resort at Celebration

Red Lion Hotel Orlando Lake Buena Vista South

5150 West Irlo Bronson Memorial Highway, Kissimmee, FL

$72

per night

Jan 28 - Jan 29

4.4/5Wonderful! (1,580 reviews)

"Loved staying at this hotel because there were so many awesome perks! PROS: +Free shuttle to Disney world +Free coffee (6-11am) +Breakfast buffet (we were given a 10% off coupon a check-in) +Room was always neat and tidy +Complimentary bike rentals! +Laundry room available +Lazy River - the slide ..."…"

Reviewed on Jan 23, 2020

Red Lion Hotel Orlando Lake Buena Vista South

Maingate Lakeside Resort

7769 W Irlo Bronson Memorial Hwy, Kissimmee, FL

$34

per night

Jan 27 - Jan 28

3.2/5 (11,083 reviews)

"Nice and friendly staff. Good service. Good cleaning crew. Will come back."…"

Reviewed on Jan 21, 2020

Maingate Lakeside Resort

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Resorts in Kissimmee

Longing for a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your trip—from tasty food and drink options to activities and entertainment. Check out the 58 resorts in Kissimmee and discover the one that's best for you, whether you see yourself kicking back in a room with stunning views or heading to the spa for a deep-tissue massage.

Here are our top-rated Kissimmee resorts:

The Grand Orlando Resort at Celebration - Family-friendly property with a 3.5-star rating

Features 2 outdoor pools, a poolside bar, and 2 spa tubs
2 restaurants on site

Flamingo Waterpark Resort - Family-friendly resort rated 3 stars

Offers a restaurant
Has a poolside bar, a lazy river, and an outdoor pool

Gaylord Palms Resort & Convention Center - Family-friendly resort rated 4 stars

Boasts 6 restaurants
Enjoy the 2 outdoor pools, 2 bars, and 2 spa tubs

Holiday Inn Club Vacations at Orange Lake Resort - Family-friendly property with a 4-star rating

Amenities include 7 outdoor pools, 2 poolside bars, and a golf course
Has 3 restaurants

Champions World Resort - Family-friendly property rated 3 stars

Access to 2 outdoor pools, a spa tub, and a fitness center
Dining options include a restaurant

What Can I Do in Kissimmee?

Travelers come to Kissimmee to experience its festivals, entertainment choices, and other cultural offerings. Grab your golf clubs for a game at Falcon's Fire Golf Club and Kissimmee Golf Club, or take the whole family to Give Kids the World Village and Fun Spot America. Other top attractions you can add to your list are Old Town and Kissimmee Lakefront Park.

Visitors also enjoy Kissimmee for its:

Theme parks
Shopping
Sports
Restaurants
Opera

When Should I Visit Kissimmee?

Here's an overview of the seasonal weather to help with picking travel dates:

The hottest months are typically July and August, while January and December are the coldest months
January-March: Daytime temperatures average 80° F and nighttime temperatures average 47° F
April-June: 91° F is the daytime average and 56° F is the nighttime average
July-September: Daytime averages are around 92° F and nighttime averages are around 69° F
October-December: The average temperatures are 87° F during the day and 47° F at night
Average rainfall is 52.01 inches in a year

How to Get to Kissimmee and Around the Area

Kissimmee Transportation
Name	Type	Distance
Kissimmee, FL (ISM-Kissimmee Gateway)	Airport	1.9 mi (3 km)
Orlando, FL (MCO-Orlando Intl.)	Airport	11.2 mi (18 km)
Orlando, FL (SFB-Orlando Sanford Intl.)	Airport	34.7 mi (55.8 km)
Kissimmee Station	Train Station	0.1 mi (0.1 km)

Frequently asked questions

: Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you need for your trip—from convenient food and drink options to activities and shopping. Choose from 109 resorts in Kissimmee and discover the best one for you, whether you envision yourself kicking back in a luxury suite or heading to the spa for a deep-tissue massage.
: The Grand Orlando Resort at Celebration - Family-friendly property with a 3.5-star rating. Features 2 outdoor pools, 2 restaurants, and a poolside bar. Popular for its surrounding nightlife. Flamingo Waterpark Resort - Family-friendly resort rated 3 stars. Has a poolside bar, a lazy river, and an outdoor pool. Margaritaville Resort Orlando - Family-friendly property rated 4 stars. Comfortable rooms feature free WiFi and flat-screen TVs. Enjoy the 3 restaurants, 3 bars, and outdoor pool. Westgate Towers Resort - Family-friendly property with a 3.5-star rating. Amenities include an outdoor pool, a spa tub, and a fitness center. Champions World Resort - Family-friendly property rated 3 stars. Access to 2 outdoor pools, a restaurant, and a spa tub.
: Travelers come to Kissimmee to experience its festivals, entertainment choices, and other cultural offerings. Check out the interesting exhibits at Kissimmee Air Museum and Osceola County Welcome Center and History Museum, or catch the latest production at Medieval Times or Capone’s Dinner Show. Other top attractions you can add to your list are Old Town and Kissimmee Lakefront Park.
: The hottest months are usually August and July with an average temp of 91°F, while the coldest months are January and December with an average of 48°F. Average annual rainfall for Kissimmee is 52.00 inches.
: Fly into Orlando, FL (MCO-Orlando Intl.), which is located 11.2 mi (18 km) from the heart of the city. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 1.9 mi (3 km) away. To venture out into the surrounding area, ride aboard one of the trains from Kissimmee Station.