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 free parking
Cottage in Kissimmee
4.87 out of 5 average rating, 150 reviewsCharming Lakehouse Cottage - 4 Miles to Disney!
Sep 26 – Oct 3
Cottage in Polk City
4.85 out of 5 average rating, 199 reviewsCozy Historical Cottage
Apr 13 – 20
Cottage in Orlando
4.91 out of 5 average rating, 137 reviewsThornton Park Historic Neighborhood-Top Rated!
Sep 15 – 22
Cottage in Orlando
4.98 out of 5 average rating, 104 reviewsMills Lakeside
Feb 17 – 24
Cottage in Orlando
4.88 out of 5 average rating, 265 reviewsBeautiful (AS SEEN on TV) Near Downtown & Airport
Sep 25 – Oct 2
Cottage in Orlando
4.92 out of 5 average rating, 131 reviewsEdgeWater HideAway Overlooking Lake Concord
Sep 16 – 23
Cottage in Kissimmee
4.9 out of 5 average rating, 81 reviewsModern Vacation Cottage near Walt Disney World
Oct 26 – Nov 2
Cottage in Kissimmee
4.98 out of 5 average rating, 57 reviewsGetaway Cottage Near Disney
Jun 6 – 13
Cottage rentals with a pool
Cottage in Kissimmee
4.95 out of 5 average rating, 22 reviewsLa Casita - Centrally located
Sep 19 – 26
Cottage in Clermont
4.96 out of 5 average rating, 56 reviewsA-Frame Cottage near Disney, Universal, & Lakes
Aug 1 – 8
Cottage in Kissimmee
4.85 out of 5 average rating, 62 reviewsThe Porch
Jun 16 – 23
Cottage in Kissimmee
4.8 out of 5 average rating, 93 reviewsCozy Cottage 5mins From Disney Parks!
Dec 15 – 22
Cottage in Kissimmee
4.72 out of 5 average rating, 95 reviewsEntire HAPPY HOME @Disney/Universal Parks!!
Jul 28 – Aug 4
Cottage in Polk City
5.0 out of 5 average rating, 8 reviewsCozy Oasis: Charming 1-Bedroom Casita
May 12 – 19
Cottage in Kissimmee
4.82 out of 5 average rating, 76 reviewsSerenity Cottage come relax and enjoy
Dec 10 – 17
Cottage in Kissimmee
4.81 out of 5 average rating, 68 reviewsUpdated Kissimmee Cottage near Disney (5 miles)
Oct 1 – 8
Cottage rentals with a hot tub
Cottage in Kissimmee
4.74 out of 5 average rating, 133 reviewsSherwood Forest Vacation Home Near Disney
Jun 12 – 19
Cottage in Kissimmee
4.73 out of 5 average rating, 37 reviewsBoutique Cottage, in a quiet place close to Parks
Mar 17 – 24
Cottage in Kissimmee
4.95 out of 5 average rating, 38 reviewsMickey's Hideaway Cottage
Feb 13 – 20
Cottage in Kissimmee
4.76 out of 5 average rating, 99 reviewsHidden Lake View Cottage 4 miles from Disney!
Oct 27 – Nov 3
Cottage in Kissimmee
4.91 out of 5 average rating, 33 reviewsSherwood - Disney Get'A'Way
Jan 16 – 23
Cottage in Polk City
4.93 out of 5 average rating, 30 reviewsParadise Cottage & Tiki Hut at Bay Lake Resort
Oct 29 – Nov 5
Cottage in Kissimmee
4.8 out of 5 average rating, 5 reviewsKissimmee Cottage w/ Resort-Style Amenities!
Sep 7 – 14
Cottage in Kissimmee
5.0 out of 5 average rating, 3 reviewsFrankly Fintastic – Happy Days in Margaritaville!
Jul 12 – 19
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
- 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
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Orlando Vacation rentals
- Cottage rentals Orlando
- Guesthouse rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a home theater Kissimmee
- Rentals with a washer and dryer Kissimmee
- Hotel rentals Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a fire pit Kissimmee
- Cabin rentals Kissimmee
- Waterfront rentals Kissimmee
- Villa rentals Kissimmee
- House rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with a patio Kissimmee
- Apartment rentals Kissimmee
- Smoking-friendly rentals Kissimmee
- Monthly Rentals Kissimmee
- Resort rentals Kissimmee
- Wheelchair accessible rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a hot tub Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a sauna Kissimmee
- Private suite rentals Kissimmee
- Kid-friendly rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Tiny house rentals 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