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Vacation rentals in Kissimmee

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Top-rated vacation rentals in Kissimmee

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

Private room · Kissimmee
Hotel room near Disney- 2 Beds Queen
Cozy Condominium's Apartment in Orlando, 10 minutes from the main entrance of Walt Disney World. Enjoy your vacation in the comfort of a beautiful vacation room. A fantastic location, on the main avenue of Kissimmee US-192, near the old town of Kissimmee, restaurants, supermarkets, service stations and lot of commercial spaces, the most tourist area of Orlando.
Oct 18 – 25
€ 76 per night
Private room · Kissimmee
Amazing and Central Private Room-Kissimmee
Enjoy your stay. It is a clean, well-kept and quiet accommodation, with a private Queen room, and its shared bathroom. Very central with distances of: 16 minutes (10 miles) from MCO International Airport Orlando. 25-30 minutes from Disney Springs, Universal Studios, Sea World, The Mall at Millenia, Premium Outlets, The Florida Mall. 5 minutes from United States Supermarkets, Walmart, Public, Walgreens Pharmacy and gas stations leaving the complex. Everything within reach!
May 18 – 25
€ 49 per night
Superhost
Private room · Kissimmee
Enjoy Orlando with us/Enjoy Orlando as a family
Very comfortable queen size couples room, 30 minutes from Los Parques. If you need to accommodate someone else, we can offer you an inflatable mattress, with an extra charge. Place for couple, queen size very comfortable, at only 30 minutes from theme parks.. . If to You need accommodates one more person we can provide a air mattress, with addicional fee.
Sep 11 – 18
€ 48 per night
Superhost

Vacation rentals for every style

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Stay near Kissimmee's top sights

Photo of Kissimmee Lakefront Park
Kissimmee Lakefront Park40 locals recommend
Photo of Skate Reflections
Skate Reflections4 locals recommend
Photo of Medieval Times Dinner & Tournament
Medieval Times Dinner & Tournament105 locals recommend
Photo of Give Kids The World Village
Give Kids The World Village3 locals recommend
Photo of Walmart Supercenter
Walmart Supercenter11 locals recommend
Photo of Osceola Heritage Park
Osceola Heritage Park5 locals recommend

Houses in Kissimmee

Private room · Kissimmee
Beautiful In-law suite in amazing location!
Mar 27 – Apr 3
€ 74 per night
Superhost
Home · Kissimmee
⭐️ Stunning Bright Family Home ⭐️ Sleeps 25| BL102
Sep 18 – 25
€ 578 per night
Private room · Intercession City
Room#3 close to Disney, Universal, NO CLEANING FEE
Mar 1 – 8
€ 41 per night
Superhost
Private room · St. Cloud
Immaculate Private Bedroom 2 - Twin Bed
Jun 27 – Jul 4
€ 43 per night
Superhost
Home · Kissimmee
New Private Pool Mid Century Home Near Disney Park
May 23 – 30
€ 212 per night
Private room · Kissimmee
Bedroom, private bath, vacation home near Disney 5
Dec 2 – 9
€ 81 per night
Superhost
Private room · Kissimmee
Family home in kissimmee lakeside
Dec 21 – 28
€ 45 per night
Private room · Kissimmee
#Room - Comfortable Mickey’s King bed
Dec 11 – 18
€ 57 per night
Superhost
Private room · Kissimmee
King White Suite + Clubhouse Resort
Oct 14 – 21
€ 68 per night
Superhost
Private room · Kissimmee
Luxury King Room
Nov 14 – 21
€ 54 per night
Superhost
Private room · Kissimmee
Double Cozy Bedroom + Clubhouse Resort
Dec 16 – 23
€ 58 per night
Superhost
Private room · Kissimmee
B- Breeze Room. Relax after the parks.
Oct 8 – 15
€ 60 per night
Superhost

Villa rentals in Kissimmee

Villa · Kissimmee
Newly furnished,4 Bed villa ft Harry Potter room
Aug 1 – 8
€ 274 per night
Villa · Kissimmee
BrandNew 15BR Mansion & SLEEP 30 & Pool &Spa & BBQ
Sep 13 – 20
€ 1,009 per night
Superhost
Villa · Kissimmee
"Sunny Oasis" Huge Pool Deck/Movie Theatre/Arcade
Apr 19 – 26
€ 805 per night
Superhost
Villa · Kissimmee
Star Wars 🔥 Game room 🕹Pool 💦Movie Room 🍿Close to Parks!!
Sep 20 – 27
€ 479 per night
Superhost
Villa · Kissimmee
Disney Dream Villa- 10 Minutes From Disney!
Sep 4 – 11
€ 352 per night
Superhost
Villa · Kissimmee
Brand New 9BR Villa with Golf Course View/Pool/Spa
May 8 – 15
€ 409 per night
Superhost
Villa · Kissimmee
BrandNew Storey Lake 10 Bedroom Villas w Pool/Spa
Apr 30 – May 7
€ 561 per night
Superhost
Villa · Kissimmee
Relaxing Villa in Kissimmee #02227
Aug 24 – 31
€ 85 per night
Villa · Kissimmee
7BDR with Movie Theater, Pool/Spa, close to DISNEY
Aug 21 – 28
€ 408 per night
Superhost
Villa · Kissimmee
Beautiful Villa Close to all Theme Parks
Jun 18 – 25
€ 168 per night
Superhost
Villa · Four Corners
♥ EARLY SPECIALS ♥ Avengers x HP x Mickey Villa
Oct 30 – Nov 6
€ 196 per night
Superhost
Villa · Four Corners
BRAND NEW Luxurious ChampionsGate Villa
Nov 4 – 11
€ 315 per night
Superhost

Weekly rentals in Kissimmee

Home · Kissimmee
A nourishing 1BR to call home away from home ☀️
Mar 31 – Apr 7
€ 140 per night
Home · Davenport
Al's Place of Palms near Disney with pool
Sep 8 – 15
€ 157 per night
Private room · Kissimmee
Modern and cozy room in Kissimmee
Sep 25 – Oct 2
€ 49 per night
Superhost
Shared room · Kissimmee
20 minutes away from Disney
May 14 – 21
€ 35 per night
Private room · Kissimmee
Double Cozy Room 2 + Clubhouse Resort
Nov 2 – 9
€ 47 per night
Superhost
Private room · Kissimmee
Private bedroom in beautiful house 1
Feb 28 – Mar 7
€ 46 per night
Superhost
Private room · Kissimmee
Room Near Disney, Epcot & Universal Studios
Feb 8 – 15
€ 58 per night
Home · Kissimmee
Lovely Luxury 3-Bedroom 2 Bath Full House
May 27 – Jun 3
€ 112 per night
Superhost
Private room · Orlando
Decorated room for 2 - the desert in a pool house!
Aug 16 – 23
€ 62 per night
Superhost
Private room · Kissimmee
Peaceful Paradise close to Disney w/ Fast Wifi
Nov 16 – 23
€ 44 per night
Private room · Kissimmee
Master Suite
Jan 14 – 21
€ 64 per night
Private room · Kissimmee
Room minutes away from Kissimmee lakefront park
May 20 – 27
€ 60 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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