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Vacation rental houses in Kissimmee

Vacation rental houses in Kissimmee

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

Top-rated houses in Kissimmee

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

Private Room/bath(a)-Pool/sauna
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
Private Room/bath(a)-Pool/sauna

Beautiful Orlando private bedroom(with locking door) and private bath. The room has its own air conditioner, cool or warm as you like. Nice pool surrounded by tropical plants, palms and flowers; season/weather permitting. Room is equipped with dresser, closet and writing desk; wifi throughout the home. Mini-fridge for convenience of storing food or beverages in the room. Full use of gourmet kitchen; and washer/dryer available upon request. Very LGBT friendly.

What guests are saying:

“It's a extremly fantastic house, Mr.Craig is very friendly, he picked me up from the airport with not too much money. There are two so lovely dog friends, I will miss them, such a memorable trip!”

Private Bathroom & Close Airport,Park & Everything
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
Private Bathroom & Close Airport,Park & Everything

From vacations, or business. You found the place perfect to rest in our quiet house. The bedroom with private bathroom in a residential area and CLOSE TO EVERYTHING & Faster Roads. 1 min Turnpike to Miami-Daytona Beach,528, 417, Osceola 3 Min to Miami Bus Station,Sun Rail Station,Walmart Supermarket (24 Hours), Mall and Gatorland Park 5 Min. 16 Min to Airport 22 Min.Universal,Sea-word,Aquatica, Orange County Convention Center OCC 25 Min, 20 Min. to Disney Team Park . Better location

What guests are saying:

“Just want to say thank you Maria for hosting me at the last moment. Maria was very responsive and quick to text back. Although my stay was short my room was spacious and had its own private bathroom. And there was a pool out back that unfortunately I didn’t swim in because I had to leave early. But all is well. I’d definitely stay at Maria’s Airbnb again. Thanks Maria.”

Peaceful home near Disney
SUPERHOSTPrivate room · 2 guests · 1 bed · 1 shared bath
Peaceful home near Disney

Our peaceful home can be found in the suburbs of Orlando only minutes away from Disney, but just far enough to lounge outside by the newly refurbished pool area and not be disturbed by the outside world. Includes quick, and easy access to major roads.

What guests are saying:

“This home is definitely one of my all time favorites! Steven and his roommate were perfect hosts! They would give you as much or as little attention as you wanted during your stay. I actually felt like I was staying with friends, to the point we even went out as a group a few times. While this place was overall wonderful, I did want to highlight some of my favorite parts of my stay. Covid-19 safety Plenty of hand sanitizer available for washing, plenty of extra cleaning products in the bathroom for use as well. Outdoor TV I spent some time outside in their hottub watching TV. It was fantastic to finally feel like I was actually on vacation. Food While there's space in the fridge to bring your own food, Steven took the time to invite me to a bbq he was having with his friends, I had a wonderful time, and the food was delish. (Speaking of which I still need that bbq sauce recipe Steven!) Orion I truly thought for awhile he was my dog. He'll bond with you like he's your best friend! As a person who is allergic to most animals, but wants a dog, Orion is such a fantastic animal to hang out with when I was inside. If you're allergic to dogs, this is also the perfect home for you as i didn't find a single hair in the room, bathroom, etc, until I invited Orion to hang out and watch TV with me then his hair was on me! Oh they have a cat too, but he was barely seen, he's cute though too.”

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular house amenities in Kissimmee

  • Pool
  • Hot tub
  • Wifi
  • Air conditioning
  • Kitchen

Townhouses in Kissimmee

Spotless,  Immaculate,  Villa ! Close to Disney!
SUPERHOSTEntire townhouse
Spotless, Immaculate, Villa ! Close to Disney!
Price:GYD 16,993 / night
*GREAT RESORT* NEAR DISNEY/SEA WORLD/UNIVERSAL(2)
SUPERHOSTPrivate room
*GREAT RESORT* NEAR DISNEY/SEA WORLD/UNIVERSAL(2)
Price:GYD 8,139 / night
80-Paradise 10 min Disney Queen private bath
Private room
80-Paradise 10 min Disney Queen private bath
Price:GYD 6,409 / night
2 bed/2.5 bath & hot tub by Disney
SUPERHOSTEntire townhouse
2 bed/2.5 bath & hot tub by Disney
Price:GYD 18,068 / night
Fantasy World 2br, Universal Studio
Entire townhouse
Fantasy World 2br, Universal Studio
Price:GYD 16,904 / night
B-5 Miles to Disney-FREE Water Park-Gated Resort
SUPERHOSTEntire townhouse
B-5 Miles to Disney-FREE Water Park-Gated Resort
Price:GYD 26,622 / night
Runaway Beach Club - 2br/2bath 1300 sqft sleeps 6
Entire townhouse
Runaway Beach Club - 2br/2bath 1300 sqft sleeps 6
Price:GYD 14,906 / night
*Great Resort* Near Disney/Sea World/Universal(1)
SUPERHOSTPrivate room
*Great Resort* Near Disney/Sea World/Universal(1)
Price:GYD 3,756 / night
*GREAT RESORT SUITE* NEAR ALL ORLANDO ATTRACTIONS
SUPERHOSTPrivate room
*GREAT RESORT SUITE* NEAR ALL ORLANDO ATTRACTIONS
Price:GYD 11,478 / night
3177 Great 4 Bedroom w/Clubhouse and Private Pool
SUPERHOSTEntire townhouse
3177 Great 4 Bedroom w/Clubhouse and Private Pool
Price:GYD 29,604 / night
A-5 Miles to Disney-FREE Water Park-Gated Resort
SUPERHOSTEntire townhouse
A-5 Miles to Disney-FREE Water Park-Gated Resort
Price:GYD 27,816 / night
Find a Little Magic in a Townhouse near Disney and Universal
PLUSEntire townhouse
Find a Little Magic in a Townhouse near Disney and Universal
Price:GYD 29,604 / night
Show all

Pet-friendly houses

The Gray room
SUPERHOSTPrivate room
The Gray room
Price:GYD 11,478 / night
Lake House near Disney
SUPERHOSTEntire house
Lake House near Disney
Price:GYD 52,172 / night
Clean-3BR-PrivateJacuzzi-WiFi,BBQ,HeatedRESORTpool
SUPERHOSTEntire house
Clean-3BR-PrivateJacuzzi-WiFi,BBQ,HeatedRESORTpool
Price:GYD 16,904 / night
DISNEY AREA LAKE FRONT LUXURY HOUSE RESORT
SUPERHOSTEntire house
DISNEY AREA LAKE FRONT LUXURY HOUSE RESORT
Price:GYD 39,442 / night
Awesome charming decor near Disney up to 9 guests!
Entire house
Awesome charming decor near Disney up to 9 guests!
Price:GYD 17,292 / night
The perfect spot for your vacation getaway
SUPERHOSTPrivate room
The perfect spot for your vacation getaway
Price:GYD 6,261 / night
Quiet Oasis in Lovely Neighborhood
SUPERHOSTPrivate room
Quiet Oasis in Lovely Neighborhood
Price:GYD 16,695 / night
Take a weekend off in 5BD villa
SUPERHOSTEntire house
Take a weekend off in 5BD villa
Price:GYD 31,900 / night
Downtown Orlando COTTAGE all to yourself
SUPERHOSTEntire house
Downtown Orlando COTTAGE all to yourself
Price:GYD 8,139 / night
Cute House by the Lake
SUPERHOSTEntire house
Cute House by the Lake
Price:GYD 16,248 / night
Exquisite Destination Villas
SUPERHOSTEntire house
Exquisite Destination Villas
Price:GYD 25,042 / night
long term guests in best environment
Private room
long term guests in best environment
Price:GYD 9,391 / night
Show all

Houses with pools

King-Size, Private Bath, Quiet & Comfortable
SUPERHOSTPrivate room
King-Size, Private Bath, Quiet & Comfortable
Price:GYD 7,513 / night
Near Disney World - Disney Springs - Private pool
SUPERHOSTEntire house
Near Disney World - Disney Springs - Private pool
Price:GYD 33,181 / night
Your Orlando home away from home
SUPERHOSTPrivate room
Your Orlando home away from home
Price:GYD 10,852 / night
Cozy Contemporary Room near World Disney World.
SUPERHOSTPrivate room
Cozy Contemporary Room near World Disney World.
Price:GYD 9,391 / night
80- Paradise 10 min Disney Single
Private room
80- Paradise 10 min Disney Single
Price:GYD 5,814 / night
Queen-Size, Personal Bath, Quiet & Comfortable
SUPERHOSTPrivate room
Queen-Size, Personal Bath, Quiet & Comfortable
Price:GYD 6,081 / night
Cozy Moana themed twin room by Disney With Pool!
SUPERHOSTPrivate room
Cozy Moana themed twin room by Disney With Pool!
Price:GYD 4,501 / night
Stunning 6 bedroom at Storey Lake next to Disney
SUPERHOSTEntire house
Stunning 6 bedroom at Storey Lake next to Disney
Price:GYD 48,981 / night
5 bedrooms at Storey Lake
SUPERHOSTEntire house
5 bedrooms at Storey Lake
Price:GYD 19,249 / night
Luxury near Disney - Pool Home
SUPERHOSTEntire house
Luxury near Disney - Pool Home
Price:GYD 47,580 / night
Comfy Lilo & Stitch bedroom by Disney! With pool!
SUPERHOSTPrivate room
Comfy Lilo & Stitch bedroom by Disney! With pool!
Price:GYD 4,860 / night
Orlando Disney area home
SUPERHOSTPrivate room
Orlando Disney area home
Price:GYD 6,200 / night
Show all

Learn more about Kissimmee

What types of vacation rentals are available in Kissimmee?

Here in Kissimmee, there are plenty of options for places to stay. Here are a few examples:
  • Houses (6,263 rentals)
  • Townhouses (4,306 rentals)
  • Villas (3,342 rentals)

Are there houses with pools?

Who doesn’t want a pool at their house? Here in Kissimmee, you’ll find 5,774 houses that have pools.

What are the top attractions in Kissimmee?

Locals agree that these attractions are worth a visit:
  • Old Town (338 rentals)
  • Shingle Creek Regional Park - Steffee Landing (62 rentals)
  • Museum of Military History (790 rentals)
  • Fun Spot America Kissimmee (337 rentals)
  • Kissimmee Lakefront Park (43 rentals)

What are some kid-friendly activities in Kissimmee?

Locals agree—these are all great places to take the kids:
  • Old Town
  • Fun Spot America Kissimmee
  • Island H2O Live!
  • The LOOP-Kissimmee
  • Kissimmee Lakefront Park

What are the top places to eat in Kissimmee?

Whether you’re looking for a tasty treat or a hearty meal, here’s where the locals say to go:
  • Medieval Times Dinner & Tournament
  • Olive Garden Italian Restaurant
  • Miller's Ale House - Kissimmee
  • Bahama Breeze
  • TGI Fridays