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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.

Beautiful pool villa, gated community, near Disney
SUPERHOSTEntire house · 8 guests · 6 beds · 3 baths
Beautiful pool villa, gated community, near Disney

This villa with private pool is located on the gated community of Cumbrian Lakes, located 15 minutes from the Disney entrance and conveniently located for the other attractions. This peaceful community has a children's playground and a jogging/nature trail round one of the lakes. This home has a maximum sleeping capacity of 8.

What guests are saying:

“Actually it was amazing villa and I spent great time with my little family in it, It’s big and in safe neighborhood and gated community, the pool and view in the morning was amazing . Check in was easy and fast and Santiago is great host and he response quickly. It’s just a few small things that I didn’t like and needs to be reviewed like the carpets and sofas were a bit dirty and had some stains on it, and also the beds thats makes noise in every movement on it. Except this things, every thing was perfect and I recommend it”

Upscale Contemporary Waterfront 3/2 private Pool
SUPERHOSTEntire house · 8 guests · 4 beds · 2 baths
Upscale Contemporary Waterfront 3/2 private Pool

Bring your fishing pole ! We are right on the water, private freestanding house, private screened in pool, close to all the attractions. This house is one of a kind , gorgeous contemporary freshly renovated ,full of beautiful palm trees , new AC and appliances so you can have more of a worry free vacation.Enjoy beautiful sunsets every evening at the pool area and listen to your favorite music with Alexa echo dot! Self check in process.Best location! We are close to Disney and Universal Orlando

What guests are saying:

“I stayed at this house for two days with my husband and two kids. Our time there was incredible. First, believe me when I tell you that there’s nothing Chris and his wife have not thought about to make your stay there a breeze. You can literally bring your clothes and bet set. The house is beautiful and spacious. It has every amenity you can think of. The private pool with different color lighting for night swim are an awesome touch. They even have an Echo dot, so you can play music or whatever else Alexa offers. They have an awesome bath tub and shower in the master bedroom. The counter space is plentiful in the kitchen. We had a blast grilling by the pool. The house was impeccably clean, which is of the utmost importance during this COVID-19 era. There’s a sleep number bed, which made for great sleep. I’m sure I’m leaving things out because I couldn’t possible day enough good things about the house and our stay. Lastly, communicating with Chris was a joy. He responds within minutes. He was extremely generous and courteous and allowed to check in early and check out late. Great stay, great host!”

4B/3B DISNEY THEMED ROOM STOREY LAKE  (3062 GS)
Entire house · 9 guests · 6 beds · 3 baths
4B/3B DISNEY THEMED ROOM STOREY LAKE (3062 GS)

• Community: Storey Lake • 4 Bedroom/3 Bathroom/Sleeps 9 • Disney 5 miles • SeaWorld 7 miles • Convention Center 9 miles • Universal 10 miles • Location: Gatsby Street, Kissimmee FL 34746

What guests are saying:

“We are moving back to the States and needed a place to land for a week before moving into our own home. This was a beautiful home with plenty of room for us and our three kids. The pool was perfect for the kids and as it’s private it was just such a nice feature. The hosts were quick to respond and very helpful.”

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

4 Bedrooms/3 Bathrooms  Storey Lake (3195 PP)
Entire townhouse
4 Bedrooms/3 Bathrooms Storey Lake (3195 PP)
Price:$ 77 / night
Terra Verde by the Lake w/a private pool.Sleeps 12
Entire townhouse
Terra Verde by the Lake w/a private pool.Sleeps 12
Price:$ 167 / night
Fantasy World - Fun at BnB
Entire townhouse
Fantasy World - Fun at BnB
Price:$ 90 / night
Stylish Beach House with Private Pool
PLUSEntire townhouse
Stylish Beach House with Private Pool
Price:$ 63 / night
Spotless,  Immaculate,  Villa ! Close to Disney!
SUPERHOSTEntire townhouse
Spotless, Immaculate, Villa ! Close to Disney!
Price:$ 70 / night
A-5 Miles to Disney-FREE Water Park-Gated Resort
SUPERHOSTEntire townhouse
A-5 Miles to Disney-FREE Water Park-Gated Resort
Price:$ 132 / night
GORGEOUS 3BD RESORT, CLOSE TO DISNEY
SUPERHOSTEntire townhouse
GORGEOUS 3BD RESORT, CLOSE TO DISNEY
Price:$ 69 / night
Spacious home with private pool in gated resort
SUPERHOSTEntire townhouse
Spacious home with private pool in gated resort
Price:$ 130 / night
Great 4 bedroom vacation home near Disney parks
SUPERHOSTEntire townhouse
Great 4 bedroom vacation home near Disney parks
Price:$ 140 / night
Storey Lake
SUPERHOSTEntire townhouse
Storey Lake
Price:$ 130 / night
CLEAN AND QUIET BEDROOM,NEAR DISNEY!
SUPERHOSTPrivate room
CLEAN AND QUIET BEDROOM,NEAR DISNEY!
Price:$ 28 / night
Beautiful villa at Bella Vida Resort, near Disney
SUPERHOSTEntire townhouse
Beautiful villa at Bella Vida Resort, near Disney
Price:$ 98 / night
Show all

Pet-friendly houses

Family Resort - 5BR Mansion - Private Pool/BBQ/Theater!
SUPERHOSTEntire house
Family Resort - 5BR Mansion - Private Pool/BBQ/Theater!
Price:$ 152 / night
DISNEY AREA LAKE FRONT LUXURY HOUSE RESORT
SUPERHOSTEntire house
DISNEY AREA LAKE FRONT LUXURY HOUSE RESORT
Price:$ 269 / night
Orlando Kissimmee home near Disney and great views
SUPERHOSTEntire house
Orlando Kissimmee home near Disney and great views
Price:$ 120 / night
Private4BRhome,PrvtPool,FencedYard,GameRM,WiFi,BBQ
SUPERHOSTEntire house
Private4BRhome,PrvtPool,FencedYard,GameRM,WiFi,BBQ
Price:$ 124 / night
Disney Lakeview Villa
Entire house
Disney Lakeview Villa
Price:$ 165 / night
Great House  w/Heated Pool;Near all Parks!
SUPERHOSTEntire house
Great House w/Heated Pool;Near all Parks!
Price:$ 105 / night
Disney beautiful Villa private pool/tub/game room
SUPERHOSTEntire house
Disney beautiful Villa private pool/tub/game room
Price:$ 134 / night
Remy's Refuge: Stylish 4BR Lakeside Disney Retreat
SUPERHOSTEntire house
Remy's Refuge: Stylish 4BR Lakeside Disney Retreat
Price:$ 215 / night
Amazing Vacation Home /Pool/Near Disney 16 Mins
SUPERHOSTEntire house
Amazing Vacation Home /Pool/Near Disney 16 Mins
Price:$ 110 / night
Incredible Townhouse - 4bed - Storey Lake
SUPERHOSTEntire house
Incredible Townhouse - 4bed - Storey Lake
Price:$ 99 / night
Your Magical Oasis Awaits, Disney is Minutes Away
SUPERHOSTEntire house
Your Magical Oasis Awaits, Disney is Minutes Away
Price:$ 139 / night
Single Level Luxury POOL Home 3  miles to Disney
SUPERHOSTEntire house
Single Level Luxury POOL Home 3 miles to Disney
Price:$ 159 / night
Show all

Houses with pools

Beautiful pool villa, gated community, near Disney
SUPERHOSTEntire house
Beautiful pool villa, gated community, near Disney
Price:$ 96 / night
Upscale Contemporary Waterfront 3/2 private Pool
SUPERHOSTEntire house
Upscale Contemporary Waterfront 3/2 private Pool
Price:$ 175 / night
4B/3B DISNEY THEMED ROOM STOREY LAKE  (3062 GS)
Entire house
4B/3B DISNEY THEMED ROOM STOREY LAKE (3062 GS)
Price:$ 77 / night
South Facing Pool Home! 5 Miles from Disney
SUPERHOSTEntire house
South Facing Pool Home! 5 Miles from Disney
Price:$ 133 / night
The Nook Vacation Home
SUPERHOSTEntire house
The Nook Vacation Home
Price:$ 129 / night
Home near Disney 4br with pool
SUPERHOSTEntire house
Home near Disney 4br with pool
Price:$ 119 / night
Contemporary Decor Vacation Home SL4773
Entire house
Contemporary Decor Vacation Home SL4773
Price:$ 183 / night
Villa piscine privée proche Disney
SUPERHOSTEntire house
Villa piscine privée proche Disney
Price:$ 101 / night
Just Inaugurated Beautiful 4Bed Home - 4401
Entire house
Just Inaugurated Beautiful 4Bed Home - 4401
Price:$ 135 / night
Great Family Vacation Home Near Disney
SUPERHOSTEntire house
Great Family Vacation Home Near Disney
Price:$ 99 / night
Big Disney Family Home! Private Pool&Spa 7bed
SUPERHOSTEntire house
Big Disney Family Home! Private Pool&Spa 7bed
Price:$ 142 / night
Fully Renovated 5 Bed 3 Bath Terra Verde Resort
SUPERHOSTEntire house
Fully Renovated 5 Bed 3 Bath Terra Verde Resort
Price:$ 199 / 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