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Vacation rental houses in Kissimmee

Book unique vacation rental houses, apartments, and more on Airbnb

Top-rated vacation rentals in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private room in Kissimmee
Cozy Private room #1 - Disney 4 mi/old Town 2 mi
IT IS NOT THE ENTIRE HOUSE IT IS A PRIVATE ROOM FOR 2 PEOPLE WITH A SHARED BATHROOM Excellent location, close to three major highways (192, I-4 and 535) that connect to all theme parks and malls. Disney: ~4 miles Universal Studios: ~11 miles SeaWorld: ~7.5 miles We don't have cameras inside the property, only a ring bell outside.
G$7,141 GYD per night
SUPERHOST
Condo in Kissimmee
2BD/2BA condo at Storey Lake, close to Disney #70
A beautiful themed vacation condo for you to relax and spend time with your family and friends! With the prime location in Kissimmee near Disney World, major parks and restaurants, shops and so much more, this 2BD/2BA condo unit is designed for your best family vacation!
G$18,830 GYD per night
SUPERHOST
Condo in Kissimmee
2BD/2BA Storey Lake condo close to Disney #51
A splendid vacation condo for you to relax and spend time with your family and friends. With the prime location in Kissimmee near Disney World, major parks and restaurants, shops and so much more, this 2BD/2BA condo unit is designed for your best family vacation.
G$18,830 GYD per night
SUPERHOST

Stay near Kissimmee's top sights

Photo of Kissimmee Lakefront Park
Kissimmee Lakefront Park171 locals recommend
Photo of Medieval Times Dinner & Tournament
Medieval Times Dinner & Tournament348 locals recommend
Photo of Walmart Supercenter
Walmart Supercenter44 locals recommend
Photo of Silver Spurs Arena
Silver Spurs Arena9 locals recommend
Photo of FantasyWorld Resort
FantasyWorld Resort7 locals recommend
Photo of Give Kids The World Village
Give Kids The World Village7 locals recommend

Other great vacation rentals in Kissimmee

Private room in Kissimmee
Quaint condo close to Disney and Universal.
G$12,694 GYD per night
SUPERHOST
Private room in Kissimmee
Room 3 - Queen bedroom near Disney
G$7,828 GYD per night
Rental unit in Kissimmee
Affordable Getaway Near Disney #02224
G$13,752 GYD per night
Condo in Kissimmee
(189)Cerca de los Parques Excelente precio
G$9,978 GYD per night
Private room in Kissimmee
Amazing Room w/Private Bathroom
G$8,463 GYD per night
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Condo in Kissimmee
Family Resort Villa | Water View | Mins To Parks
G$17,108 GYD per night
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Private room in Kissimmee
Rustic Suite with Spa and Pool Near Disney
G$11,698 GYD per night
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Private room in Kissimmee
#BR Room - Amazing Suite Master Donald Duck
G$10,338 GYD per night
SUPERHOST
Condo in Kissimmee
Welcome to our Son Shine condo ....
G$24,331 GYD per night
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Private room in Kissimmee
#BR Room - Comfortable Mickey’s King bed
G$9,460 GYD per night
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Hotel room in Kissimmee
Hotel Room at Old Town Kissimmee
G$11,546 GYD per night
Private room in Kissimmee
Peaceful and Relaxing room with dedicated bathroom
G$8,825 GYD per night

Stays in Pebble Pointe

Private room in Kissimmee
Serenity & Comfort #2 - Near Attractions
G$10,790 GYD per night
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Private room in Kissimmee
Roundabout of love
G$12,089 GYD per night
Private room in Orlando
Private Bedroom near MCO Airport
G$9,853 GYD per night
SUPERHOST
Private room in Kissimmee
Private room near the airport
G$12,694 GYD per night

Your guide to Kissimmee

All About Kissimmee

Less than 30 minutes south of Orlando, the central city of Kissimmee makes for an ideal home base for visiting Florida’s most popular theme parks. The city sits on the northwest corner of Lake Tohopekaliga, also known as Lake Toho, which stretches across Kissimmee for four miles. Flat, grassy terrain complemented by tall palm trees surrounding the water make Lake Toho the unofficial centerpiece of Kissimmee. Many local activities revolve around the lake, from bass fishing to bird watching and scenic walks through its lakefront parks.

Tall mangrove trees sprouting up from the wetlands mark the official start of the infamous Florida Everglades at Kissimmee’s Shingle Creek Regional Park. These protected wetlands stretch for more than a million acres from Kissimmee to the tip of South Florida, finally emptying into the Gulf of Mexico. The park’s grassy terrain leads you to long, overwater docks hovering over the freshwater marshes, but visitors be warned: this lush foliage also provides perfect coverage for one of Kissimmee’s scaly residents, the alligator. The city takes great measures to ensure that they never cross paths with humans, but do heed the signs and do your bird spotting on the decks. On a clear day, you might find a sandhill crane or the bright pink roseate spoonbill.


When is the best time to stay in a vacation rental in Kissimmee?

Kissimmee weather stays fairly warm throughout the year, but visitors should plan for a few rainy days here and there. Summers are usually hot and humid, and on a sunny day, a visit to Cocoa Beach is about an hour’s drive away from most Kissimmee vacation rentals. Spring weather is cooler but warm enough to kayak through the headwaters of the Florida Everglades at the Shingle Creek Regional Park. On a typical winter or fall day, the weather is cool and comfortable enough to be outdoors. During these two seasons, you can plan a picnic at the serene Brownie Wise Park facing Kissimmee’s massive Lake Tohopekaliga.


What are the top things to do in Kissimmee?

Kissimmee Lakefront Park

The one-mile walking trail at the Kissimmee Lakefront Park is an easy walk or bike-friendly path over flat, grassy terrain. The trail follows the north shore of Lake Tohopekaliga, and at opposite ends of the trail, you can make stops at the Big Toho Marina and the eclectic Monument of States Memorial. This quirky memorial is made with stones from each of the 50 states that make up the United States.

Museum of Military History

Exhibitions featuring historic relics help tell the story of America’s military endeavors, beginning with the Revolutionary War and ending in the present day. Each of the five military branches is included too. Authentic, donated artifacts representing each major military event are on display for visitors to take in, from muskets used in 1775 to World War II service vehicles. Guided tours are often led by military veterans.

Twin Oaks Conservation Area

The 370-acre Twin Oaks Conservation Area along Lake Tohopekaliga preserves Floria’s native wildlife habitats. Tall, untamed grass pokes through the park’s freshwater marshes, and overwater piers jut out over the marshlands for visitors to take a closer look at the landscape and its inhabitants. The best wildlife lookout point is at the park’s main, elevated viewing platform, where you may be able to spot one of Florida’s most well-recognized reptiles, the alligator, or even a bald eagle.

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