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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee house rentals
House rentals with a pool
Home in Kissimmee
4.79 out of 5 average rating, 188 reviews4 Bedroom House Heated Pool 20 min From All Parks
Home in Four Corners
5 out of 5 average rating, 107 reviewsLuxurious Home near Disney with Resort Amenities
Home in Kissimmee
4.97 out of 5 average rating, 293 reviewsUpscale Contemporary Waterfront 3B/2B Heated Pool
Home in Davenport
4.93 out of 5 average rating, 68 reviewsSweet vacation home.
Home in Kissimmee
4.87 out of 5 average rating, 178 reviewsPersonal pool home 4/2close to Disney!
Home in Kissimmee
4.86 out of 5 average rating, 71 reviewsNew Listing! Casita Bonita Pool House
Home in Kissimmee
4.91 out of 5 average rating, 102 reviewsEntire Private Vacation Pool Home Near Disney
Home in Davenport
4.98 out of 5 average rating, 117 reviewsSunset Villa
House rentals with a hot tub
Home in Kissimmee
4.89 out of 5 average rating, 35 reviewsHome Away from Home in Disney!
Home in Kissimmee
4.93 out of 5 average rating, 121 reviewsLuxury and Perfect Family Vacay 3 min from Disney!
Home in Kissimmee
4.88 out of 5 average rating, 158 reviewsLuxury Disney Vacation Home on Reunion Golf Resort
Home in Kissimmee
4.99 out of 5 average rating, 109 reviewsGame & Theater Room, Castle Bunks, Pool & Spa
Home in Four Corners
4.99 out of 5 average rating, 107 reviews*Luxurious Paradise Mansion: Pool, Spa & Cinema
Home in Kissimmee
4.87 out of 5 average rating, 182 reviews7BR Stunning Resort by Disney-Private Pool+Hot Tub
Home in Kissimmee
4.79 out of 5 average rating, 120 reviewsStunning Lake View w/Pool -Disney Area -No Carpet
Home in Kissimmee
4.89 out of 5 average rating, 100 reviews7664 - Beautiful 3 Bedroom Townhouse by Disney
House rentals with free parking
Home in Kissimmee
4.81 out of 5 average rating, 48 reviewsThnxgiving sale! Close to Parks with pool access!
Home in Kissimmee
4.88 out of 5 average rating, 26 reviewsEntire home close to Disney
Home in Kissimmee
4.98 out of 5 average rating, 57 reviewsResort themed home near Disney with spa
Home in Davenport
4.97 out of 5 average rating, 90 reviewsLazy River, Pool, Slide, Cafe / 4 Bedroom Villa
Home in Kissimmee
4.91 out of 5 average rating, 22 reviewsThe Denmark
Home in Kissimmee
4.96 out of 5 average rating, 23 reviewsBeautiful, Private, Conviniently Located!
Home in Kissimmee
5 out of 5 average rating, 12 reviewsSpacious Cozy Family Waterfront 3 bed Heated pool
Home in Orlando
4.92 out of 5 average rating, 36 reviewsAngel's Sleep
Quick stats about house rentals in Kissimmee
Total rentals
3.4K properties
Total number of reviews
85K reviews
Family-friendly rentals
3K properties are a good fit for families
Pet-friendly rentals
600 properties allow pets
Rentals with a pool
3.1K properties have a pool
Rentals with dedicated workspaces
1.8K properties have a dedicated workspace
Destinations to explore
- St Petersburg Vacation rentals
- Daytona Beach Vacation rentals
- Siesta Key Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Orlando Vacation rentals
- House rentals United States
- Lighthouse rentals United States
- Earth house rentals United States
- Guesthouse rentals United States
- Townhouse rentals United States
- Guesthouse rentals Orlando
- Townhouse rentals Orlando
- Tiny house rentals Orlando
- House rentals Orlando
- Lakehouse rentals Orlando
- Rentals with a hot tub Kissimmee
- Rentals with pools Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with an EV charger Kissimmee
- Family-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with breakfast Kissimmee
- Monthly Rentals Kissimmee
- Beachfront rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Resort rentals Kissimmee
- Kid-friendly rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a fireplace Kissimmee
- Condo rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with lake access Kissimmee
- Rentals with a washer and dryer Kissimmee
- Rentals with beach access Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Tiny house rentals Kissimmee
- Private suite rentals Kissimmee
- Rentals with a home theater Kissimmee
- Pet-friendly rentals Kissimmee
- Cottage rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with a sauna Kissimmee
- Beach house rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- Townhouse rentals Florida
- Lakehouse rentals Florida
- Tiny house rentals Florida
- Beach house rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- Townhouse rentals Florida
- Lakehouse rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Tampa
- House rentals Tampa
- Guesthouse rentals Tampa
- Beach house rentals Tampa
- Tiny house rentals Tampa
- Townhouse rentals Osceola County
- House rentals Osceola County
- Tiny house rentals Osceola County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States
- Wellness United States
- Things to do Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Wellness Florida
- Sports activities Florida
- Art and culture Florida
- Sightseeing Florida
- Things to do Osceola County
- Art and culture Osceola County
- Things to do Kissimmee
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes