House vacation rentals in Osceola County
Find and book unique houses on Airbnb
Top-rated house rentals in Osceola County
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 Osceola County house rentals
House rentals with a pool
Home in Haines City
4.88 out of 5 average rating, 136 reviews3 Bedroom Executive with Private Pool near Disney
Nov 18 – 25
Home in Osceola County
4.86 out of 5 average rating, 138 reviewsOpen dates for May - Near Disney
Jul 15 – 22
Home in Kissimmee
4.89 out of 5 average rating, 113 reviewsBeautiful big pool close to Disney
Jun 5 – 12
Home in Kissimmee
4.92 out of 5 average rating, 122 reviews(Discounted Rates) Vacation Home (4 Miles Disney)
Jan 5 – 12
Home in Kissimmee
4.79 out of 5 average rating, 109 reviews4 Bedroom Kissimmee Vacation Home
May 24 – 31
Home in Kissimmee
5.0 out of 5 average rating, 175 reviewsWindsor Orlando Private Arcades,Theater,Pool-Spa
Nov 28 – Dec 5
Home in Kissimmee
5.0 out of 5 average rating, 26 reviewsSouthern Comfort
Sep 18 – 25
Home in Kissimmee
5.0 out of 5 average rating, 3 reviewsCarpe-D Lake Marion Resort Vacation Villa
Aug 18 – 25
Weekly house rentals
Home in Kissimmee
4.92 out of 5 average rating, 12 reviewsSpacious home close to legoland. Furry friends ok
Feb 9 – 16
Home in Kissimmee
4.83 out of 5 average rating, 41 reviewsNewly Renovated Kissimmee Duplex
May 19 – 24
Home in Kissimmee
5.0 out of 5 average rating, 8 reviewsUniquely Chic home near Disney!
Mar 30 – Apr 6
Home in Lake Wales
4.91 out of 5 average rating, 78 reviews"Cutty Shack" Waterfront Kissimmee River House 3/3
Apr 15 – 22
Home in Lake Wales
4.97 out of 5 average rating, 29 reviewsLa Casita Redonda
Feb 22 – Mar 1
Home in Lake Wales
5.0 out of 5 average rating, 45 reviewsLake access, Canal front Crooked Lake Gem
Jun 25 – Jul 2
Home in Lake Wales
4.92 out of 5 average rating, 89 reviewsLake house 3/2 Fish 4 Monster Bass! Kayak & Canoe
Jul 28 – Aug 4
Home in Kissimmee
4.95 out of 5 average rating, 22 reviewsCheerful, 3 bedroom home with pool
Sep 16 – 23
Private house rentals
Home in Davenport
4.93 out of 5 average rating, 60 reviewsSweet vacation home.
May 13 – 20
Home in Osceola County
4.9 out of 5 average rating, 21 reviewsLarge Private Home on Golf course by Disney
Aug 23 – 30
Home in Lake Wales
4.94 out of 5 average rating, 17 reviewsLake Rosalie Getaway
May 27 – Jun 3
Home in Frostproof
5.0 out of 5 average rating, 78 reviewsRIVER RANCH Country Retreat- ATVing!
Oct 23 – 30
Home in Kissimmee
4.87 out of 5 average rating, 71 reviewsGreat place to stay near Disney World for reasonable rentals
May 10 – 17
Home in Kissimmee
4.93 out of 5 average rating, 41 reviewsNew Listing! Casita Bonita Pool House
Jan 26 – Feb 2
Home in Osceola County
5.0 out of 5 average rating, 15 reviewsLuxury 5 bd w Game/Theater Room - Close to Disney!
Oct 15 – 22
Home in Kissimmee
5.0 out of 5 average rating, 3 reviewsDisney Dreamin' Villa in Indian Ridge
Oct 1 – 8
Destinations to explore
- Townhouse rentals United States
- Lighthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Guesthouse rentals United States
- Guesthouse rentals Orlando
- Tiny house rentals Orlando
- House rentals Orlando
- Townhouse rentals Orlando
- Lakehouse rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Lakehouse rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Beach house rentals Florida
- Tiny house rentals Florida
- Townhouse rentals Florida
- Guesthouse rentals Kissimmee
- House rentals Kissimmee
- Townhouse rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a hot tub Osceola County
- Rentals with pools Osceola County
- Private suite rentals Osceola County
- Waterfront rentals Osceola County
- Monthly Rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Rentals with a patio Osceola County
- Cottage rentals Osceola County
- Luxury rentals Osceola County
- Townhouse rentals Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a home theater Osceola County
- Ski-in/ski-out rentals Osceola County
- Rentals with a fire pit Osceola County
- Apartment rentals Osceola County
- Wheelchair accessible rentals Osceola County
- Kid-friendly rentals Osceola County
- Villa rentals Osceola County
- Rentals with outdoor seating Osceola County
- Family-friendly rentals Osceola County
- Rentals with breakfast Osceola County
- Smoking-friendly rentals Osceola County
- Rentals with lake access Osceola County
- Cabin rentals Osceola County
- Rentals with a kayak Osceola County
- Rentals with a washer and dryer Osceola County
- Rentals with a sauna Osceola County
- Boutique hotel rentals Osceola County
- Fitness-friendly rentals Osceola County
- Serviced apartment rentals Osceola County
- Tiny house rentals Osceola County
- Rentals with beach access Osceola County
- Resort rentals Osceola County
- Pet-friendly rentals Osceola County
- Hotel rentals Osceola County
- Rentals with a fireplace Osceola County
- Rentals with an accessible height toilet Osceola County
- Condo rentals Osceola County
- 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