Cottage vacation rentals in Kissimmee
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Kissimmee
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a pool
Cottage in Kissimmee
Cozy Lakehouse Cottage - 4 Miles to Disney!
Cottage in Kissimmee
"Beautiful Resort Cottage Near All Attractions!!"
Cottage in Kissimmee
Modern Vacation Cottage near Walt Disney World
Cottage in Kissimmee
Cozy Orlando Area Cottage - 4 Miles to Disney
Cottage in Kissimmee
Cozy Tiny Home Getaway minutes from Disney
Cottage in Kissimmee
Sweet Cottage 4 miles to Disney World
Cottage in Kissimmee
Cottage of Charms
Cottage in Kissimmee
Getaway Cottage Near Disney
Cottage rentals with a hot tub
Cottage in Kissimmee
Margaritaville Heated Pool &Spa, 3 mile to Disney
Cottage in Kissimmee
Serenity Cottage come relax and enjoy
Cottage in Kissimmee
Cozy Kissimmee Cottage near Disney (5 miles)
Cottage in Kissimmee
Disney Owl Cottage - Kissimmee, Florida
Cottage in Polk City
Cozy Oasis: Charming 1-Bedroom Casita
Cottage in Kissimmee
Sherwood Forest Vacation Home Near Disney
Cottage in Kissimmee
Hidden Lake View Cottage 4 miles from Disney!
Cottage in Kissimmee
Mickey's Hideaway Cottage
Pet-friendly cottage rentals
Cottage in Davenport
Classic Cottage in country setting
Cottage in Orlando
Twigy's Cozy Studio in Downtown Orlando
Cottage in Clermont
CUTE villa near Theme parks, sleeps 5
Cottage in Clermont
Lilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!
Cottage in Davenport
Charming Cottage #1
Cottage in Kissimmee
Magic in Margaritaville! New, Modern Condo for 7
Cottage in St. Cloud
Cozy Farmhouse near Disney
Cottage in Haines City
Orlando Area Vacation Home #005
Quick stats about cottage rentals in Kissimmee
Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Rentals with a pool
10 properties have a pool
Total number of reviews
2.6K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- St Petersburg Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Orlando Vacation rentals
- Cottage rentals Orlando
- Rentals with a sauna Kissimmee
- Beachfront rentals Kissimmee
- Apartment rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with a hot tub Kissimmee
- Family-friendly rentals Kissimmee
- Cabin rentals Kissimmee
- House rentals Kissimmee
- Rentals with pools Kissimmee
- Monthly Rentals Kissimmee
- Waterfront rentals Kissimmee
- Villa rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a home theater Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Wheelchair accessible rentals Kissimmee
- Rentals with breakfast Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with a washer and dryer Kissimmee
- Private suite rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Kid-friendly rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Condo rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Hotel rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Cottage rentals Florida
- Cottage rentals Florida
- Cottage rentals Tampa
- Cottage 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
- 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