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Vacation rentals in Kissimmee

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Kissimmee

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

Private room in Kissimmee
Cozy Room.....w/private bath near Disney parks!
Open, airy space with a bit of a bohemian flare... 3.5 miles to the exit/entrance to Disney. Lots of shopping and restaurants a brand new water park the Margaritaville Resort with comedy shows music dancing Etc movie theater helicopter rides Everglade rides while being nestled into a quiet, safe, residential rental community. Everyone you meet is happy (they're on vacation). Uber and Lyft are just minutes away. Orlando and the airport are just a half an hour away. smoking is allowed Outdoors
$49 per night
SUPERHOST
Private room in Kissimmee
Private Luxury Suite/Entrance/Bath 5m to Disney1
We are proud to be one of Airbnb's Super Hosts. Our standards are high for you. If you take a moment to read any reviews our guests stay for the service and clean luxury space. Our goal is to welcome you into our home as a family member. We want you to feel at home and have fun, relax and create great memories! Your room has a private entrance, and a Luxurious King Bed. Also, a private in room bathroom, TV with Premium Cable, DVR, refrigerator, premium internet and continental breakfast.
$57 per night
SUPERHOST
Treehouse in Saint Cloud
TreeHouse in the Cloud, (Close toTheme Parks
The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; meemaws-country -cottage which sleeps six.
$171 per night
SUPERHOST

Vacation rentals for every style

Get the amount of space that is right for you

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Stay near Kissimmee's top sights

Photo of Walmart Supercenter
Walmart Supercenter44 locals recommend
Photo of Kissimmee Lakefront Park
Kissimmee Lakefront Park171 locals recommend
Photo of Plaza del Sol Mall
Plaza del Sol Mall9 locals recommend
Photo of Medieval Times Dinner & Tournament
Medieval Times Dinner & Tournament7 locals recommend
Photo of Give Kids The World Village
Give Kids The World Village7 locals recommend
Photo of Osceola Heritage Park
Osceola Heritage Park12 locals recommend

Houses in Kissimmee

Private room in Kissimmee
Rustic Suite with a Pool and Spa near Disney
$58 per night
SUPERHOST
Private room in Kissimmee
Private room in beautiful house # 2
$35 per night
SUPERHOST
Home in Davenport
Stylish family villa in Davenport
$91 per night
SUPERHOST
Home in Haines City
Mega Villa,Very large South Facing Pool/Spa, Lake
$129 per night
Private room in Kissimmee
comfortable private bedroom near Disney
$43 per night
SUPERHOST
Home in Kissimmee
Lovely Luxury 3-Bedroom 2 Bath Full House
$80 per night
SUPERHOST
Home in Davenport
Magic Retreat where the Magic Kingdom awaits
$136 per night
SUPERHOST
Private room in Kissimmee
Bedroom,private bath in modern home near Disney
$55 per night
SUPERHOST
Private room in Intercession City
Room#3 close to Disney/Universal,($5 Cleaning Fee)
$35 per night
SUPERHOST
Private room in Kissimmee
Single Private Bedroom with a Queen Bed (Room 2)
$32 per night
Home in Kissimmee
Contemporary Disney Villa Minutes from Attractions
$189 per night
SUPERHOST
Home in Kissimmee
Villa near Disney with heated pool
$110 per night
SUPERHOST

Villa rentals in Kissimmee

Villa in Kissimmee
Frozen Theme House , 2 Miles to Disney 2809
$129 per night
Villa in Davenport
The Dorset Shire
$145 per night
SUPERHOST
Villa in Kissimmee
New Luxury 4 Bedroom Home 271
$151 per night
Villa in Florida Center
Modern 1 Bedroom Oasis
$104 per night
Private room in Kissimmee
Luxury Queen/5m to Disney/pool/private bathroom
$57 per night
SUPERHOST
Villa in Kissimmee
Disney · 8BR Villa | Private Pool | DisneyWorld
$179 per night
SUPERHOST
Villa in Kissimmee
Casa near Disney: 5 bed/3 bath lakefront pool home
$180 per night
Villa in Kissimmee
Relaxing Villa in Kissimmee #02227
$75 per night
Villa in Kissimmee
Beautiful 4br condo min from Disney
$81 per night
SUPERHOST
Villa in Kissimmee
King Bed Suite w/Lake View, Heated Pool & Fire Pit
$130 per night
Villa in Kissimmee
S925 Water Front Pool/Spa/Game room 5BD/3BA Disney
$162 per night
Villa in Kissimmee
5 bed 3 bath Disney Villa, Pool
$149 per night

Weekly rentals in Kissimmee

Home in Kissimmee
Great home near Disney World for affordable rentals
$122 per night
SUPERHOST
Home in Orlando
Highgate Park - 4 bed villa with 30' pool
$155 per night
SUPERHOST
Private room in Kissimmee
Private Bathroom & Close Airport,Park & Everything
$41 per night
SUPERHOST
Private room in Intercession City
Room#2 close to/Disney/Universal
$38 per night
SUPERHOST
Private room in Kissimmee
Private, Mediterranean room close to Disney!
$45 per night
SUPERHOST
Private room in Kissimmee
Rustic Room with a Pool and Spa near Disney
$39 per night
SUPERHOST
Private room in Kissimmee
Private bedroom in beautiful house 1
$35 per night
SUPERHOST
Private room in Kissimmee
Single Private Bedroom with a Queen Bed (Room 3)
$32 per night
Home in Davenport
Luxury 5br/4ba Golf Course Villa w/ Private Pool
$199 per night
SUPERHOST
Private room in Kissimmee
Nice one private bedroom and bathroom
$28 per night
Private room in Orlando
Knightsbridge Wanderer (Enjoy the Journey)
$33 per night
SUPERHOST
Home in Davenport
Adorable 2 bdrm home near Disney, Universal
$103 per night
SUPERHOST

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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