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House vacation rentals in Kissimmee

Find and book unique houses on Airbnb

Top-rated house rentals in Kissimmee

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

Guest favorite
Home in Kissimmee
*Spacious Vacation Home 20 min from Theme Parks!*
Welcome to your DREAM Vacation Home. This Spacious Modern home is conveniently located to all major parks, attractions, & destinations in the Kissimmee/Orlando area. Just a short 15 minutes from the airport (MCO) minutes to supermarkets (Publix, Walmart) and shopping centers (The Loop and Loop West). And ALL majors theme parks are only 15 to 20 minutes away (Disney, Universal, Seaworld, ICON & more). Corner lot house with ample parking, yard space, and a dozen amenities, you'll be right at hom
May 26 – Jun 2
$142 per night
4.88 out of 5 average rating, 138 reviews
Guest favorite
Home in Kissimmee
Upscale Contemporary Waterfront 3/2 Heated Pool
Right on water, private freestanding house,screened in pool,close to all attractions, airport.This house is one of a kind,contemporary renovated in European style,full of palm trees,quiet neighborhood,new AC and appliances. Spectacular fireworks:New Year,4th of July over the lake.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, Universal,Cocoa beach.Heated pool extra $25/day.
Dec 19 – 26
$233 per night
4.97 out of 5 average rating, 255 reviews
Guest favorite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.
Oct 11 – 18
$99 per night
4.92 out of 5 average rating, 163 reviews

Popular amenities for Kissimmee house rentals

House rentals with a pool

Guest favorite
Home in Kissimmee
"Vista Lago"Hotel Amenities/lake view,private pool
Oct 3 – 10
$372 per night
4.97 out of 5 average rating, 179 reviews
Superhost
Home in Kissimmee
Nice house, private community, with pool
Oct 22 – 29
$123 per night
4.84 out of 5 average rating, 108 reviews
Guest favorite
Home in Kissimmee
House by the Mouse: Something for Everyone!
Jan 14 – 21
$183 per night
4.89 out of 5 average rating, 184 reviews
Guest favorite
Home in Kissimmee
South Facing Pool Home! 5 Miles from Disney
Jan 25 – Feb 1
$150 per night
4.92 out of 5 average rating, 123 reviews
Guest favorite
Home in Kissimmee
Luxury Disney Vacation Home on Reunion Golf Resort
Aug 21 – 28
$387 per night
4.89 out of 5 average rating, 144 reviews
Guest favorite
Home in Kissimmee
Storey Lake - Amazing Pool & Peloton - Game Room
Jan 20 – 27
$333 per night
4.92 out of 5 average rating, 102 reviews
Guest favorite
Home in Kissimmee
Luxurious Private Retreat w/Spa & Saltwater Pool
Nov 25 – Dec 2
$177 per night
4.89 out of 5 average rating, 152 reviews
Guest favorite
Home in Kissimmee
Welcome to your house in Orlando and Disney Area!
Dec 1 – 8
$166 per night
4.82 out of 5 average rating, 446 reviews
Guest favorite
Home in Kissimmee
New Home Next To Disney!
Feb 12 – 19
$109 per night
4.83 out of 5 average rating, 236 reviews
Guest favorite
Home in Davenport
DOLPHIN COVE NEAR DISNEY
Jan 18 – 25
$122 per night
4.95 out of 5 average rating, 150 reviews
Guest favorite
Home in Kissimmee
Luxury 3bed Villa with private pool/heated Jacuzzi
Sep 6 – 13
$143 per night
4.81 out of 5 average rating, 147 reviews
Guest favorite
Home in Kissimmee
Large Family Home✦Near Disney✦Private pool✦8 beds
Aug 18 – 25
$214 per night
4.86 out of 5 average rating, 112 reviews

House rentals with a hot tub

Superhost
Home in Kissimmee
1676ST-Best Home in Storey Lake Resort Near Disney
Jan 19 – 26
$284 per night
4.8 out of 5 average rating, 122 reviews
Guest favorite
Home in Clermont
Stylish Villa Private Pool-SPA Near Parks Disney!
Nov 20 – 27
$135 per night
4.9 out of 5 average rating, 117 reviews
Guest favorite
Home in Kissimmee
Gorgeous Florida Getaway in Central Location!
Feb 5 – 12
$238 per night
4.92 out of 5 average rating, 128 reviews
Guest favorite
Home in Kissimmee
*Style & Luxury: Reunion Villa, Pool, Spa & Cinema
Aug 1 – 8
$563 per night
4.99 out of 5 average rating, 117 reviews
Superhost
Home in Kissimmee
Villa near Disney 4Bd Luxury Villa Private pool
Jan 31 – Feb 7
$144 per night
4.81 out of 5 average rating, 178 reviews
Guest favorite
Home in Kissimmee
Gated Residence family-friendly near Disney
Dec 28 – Jan 4
$159 per night
4.92 out of 5 average rating, 104 reviews
Superhost
Home in Kissimmee
Private Heated Pool w/ View! Soothing Tranquility!
Sep 29 – Oct 6
$181 per night
4.84 out of 5 average rating, 133 reviews
Guest favorite
Home in Kissimmee
Close to Disney , Disney Playhouse
Nov 30 – Dec 7
$203 per night
4.91 out of 5 average rating, 111 reviews
Guest favorite
Home in Kissimmee
Beautiful 5B/5B Disney Pool Home | Free Waterpark
Aug 12 – 19
$247 per night
4.94 out of 5 average rating, 107 reviews
Superhost
Home in Kissimmee
Villa 3mi to Disney w/Heated Pool & Game Room!
Sep 5 – 12
$174 per night
4.81 out of 5 average rating, 130 reviews
Superhost
Home in Kissimmee
Paradise! Jacuzzi + Firepit + Games + Near Disney!
Sep 19 – 26
$109 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Kissimmee
Game & Theater Room, Castle Bunks, Pool & Spa
Aug 29 – Sep 5
$285 per night
5.0 out of 5 average rating, 82 reviews

House rentals with free parking

Guest favorite
Home in Clermont
Clermont Cottage Near the Lake
May 7 – 14
$105 per night
4.99 out of 5 average rating, 149 reviews
Guest favorite
Home in St. Cloud
Cozy and Quiet studio Miles from Major attractions
Aug 8 – 15
$67 per night
4.98 out of 5 average rating, 147 reviews
Guest favorite
Home in Orlando
Downtown Orlando-Harwood House-Lake Eola-Historic
Jan 24 – 31
$86 per night
4.92 out of 5 average rating, 165 reviews
Guest favorite
Home in Kissimmee
So close to Disney you can feel the magic!
Apr 11 – 18
$144 per night
4.96 out of 5 average rating, 222 reviews
Guest favorite
Home in Kissimmee
Cozy Cove on the Lake
Sep 7 – 14
$134 per night
4.98 out of 5 average rating, 92 reviews
Guest favorite
Home in Kissimmee
Vacation Oasis w/ Private Pool & BBQ Grill Orlando
Dec 2 – 9
$158 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Kissimmee
Remodeled house in Kissimmee.
Oct 1 – 8
$174 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Kissimmee
Entire home near theme parks, restaurants & more!
Jun 23 – 30
$112 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Home in Kissimmee
Lovely house with pool/game room near theme parks
Feb 8 – 15
$143 per night
4.9 out of 5 average rating, 79 reviews
Superhost
Home in Kissimmee
The LakeView House - Family Friendly 4Br BBQ& Pool
May 25 – Jun 1
$147 per night
4.93 out of 5 average rating, 27 reviews
Guest favorite
Home in Kissimmee
Casita Disney! Cute and Boho Townhouse near Disney
Feb 21 – 28
$120 per night
4.98 out of 5 average rating, 56 reviews
Guest favorite
Home in Kissimmee
Charming Three Bedroom House with Heated Pool
Aug 25 – Sep 1
$178 per night
4.98 out of 5 average rating, 59 reviews

Quick stats about house rentals in Kissimmee

Total rentals

3.5K properties

Rentals with dedicated workspaces

1.7K properties have a dedicated workspace

Rentals with a pool

3.2K properties have a pool

Pet-friendly rentals

590 properties allow pets

Family-friendly rentals

3.1K properties are a good fit for families

Total number of reviews

73K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. House rentals