Tiny house vacation rentals in Kissimmee
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Kissimmee
Guests agree: these tiny house rentals 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 tiny house rentals
Family-friendly tiny house rentals
Cottage in Kissimmee
4.9 out of 5 average rating, 212 reviewsBe Our Guest Sandcastle Cottage 81
Oct 5 – 12
Bungalow in Kissimmee
4.76 out of 5 average rating, 107 reviewsSandcastle Cottage#51 Tropical Palms Kissimmee, FL
Mar 17 – 24
Cottage in Kissimmee
4.94 out of 5 average rating, 461 reviewsJU Super Duper Tiny House, 15 minutes to Disney
Feb 22 – Mar 1
Cottage in Kissimmee
4.86 out of 5 average rating, 396 reviewsYay! Cool Tiny Home Near All the Parks (98)
Jan 6 – 13
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Dec 12 – 19
Guesthouse in Orlando
4.94 out of 5 average rating, 388 reviewsGarden House near Orlando's cultural hub
Jun 5 – 12
Guesthouse in Orlando
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
May 14 – 21
Cottage in Kissimmee
4.74 out of 5 average rating, 277 reviewsCute Sandcastle Cottage near Disney
Sep 13 – 20
Tiny house rentals with a patio
Tiny home in Orlando
4.93 out of 5 average rating, 153 reviewsSunset Lakefront View King Bed, Free Bikes Kayaks
Aug 21 – 28
Tiny home in Kissimmee
4.83 out of 5 average rating, 126 reviewsGreat location and safe - cozy tiny home
Apr 13 – 20
Tiny home in Orlando
4.89 out of 5 average rating, 148 reviewsLuxury Wooden Cabin in the Heart of Orlando FL
Sep 14 – 21
Guest suite in Orlando
4.93 out of 5 average rating, 148 reviewsGuesthouse in Mills 50 w backyard walking to bars
Nov 10 – 17
Cottage in Kissimmee
4.98 out of 5 average rating, 53 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
Sep 6 – 13
Cottage in Kissimmee
4.87 out of 5 average rating, 54 reviewsCozy Tiny Home Getaway minutes from Disney
Feb 26 – Mar 5
Cottage in Kissimmee
5.0 out of 5 average rating, 11 reviewsSweet Cottage 4 miles to Disney World
Oct 4 – 11
Tiny home in Kissimmee
4.74 out of 5 average rating, 43 reviewsEnchanted cottage with pool & mini golf
Aug 17 – 24
Tiny house rentals with outdoor seating
Guesthouse in Orlando
4.98 out of 5 average rating, 350 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Feb 26 – Mar 5
Cottage in Kissimmee
4.81 out of 5 average rating, 143 reviewsCozy cottage close to Theme parks and shopping.
Oct 30 – Nov 6
Guesthouse in Orlando
5.0 out of 5 average rating, 200 reviewsLivingston Pool House- In The Heart of Downtown
Dec 13 – 20
Cottage in Kissimmee
4.99 out of 5 average rating, 140 reviewsTahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
Dec 21 – 28
Guesthouse in Orlando
4.8 out of 5 average rating, 200 reviewsLuxury 5 star home 3 min Universal/ Orlando City
May 20 – 27
Guesthouse in Orlando
4.9 out of 5 average rating, 611 reviewsThornton Park's Historic Guest House - private
Mar 20 – 27
Home in Orlando
4.82 out of 5 average rating, 272 reviewsCharming Central Orlando Home w Private Yard Porch
May 18 – 25
Guesthouse in Orlando
4.87 out of 5 average rating, 348 reviewsGarden Cottage Efficiency
Jul 15 – 22
Quick stats about tiny house rentals in Kissimmee
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Total number of reviews
2K 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
- House rentals United States
- Tiny house rentals Orlando
- House rentals Orlando
- Rentals with a hot tub Kissimmee
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a home theater Kissimmee
- Apartment rentals Kissimmee
- Monthly Rentals Kissimmee
- Townhouse rentals Kissimmee
- Rentals with breakfast Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with lake access Kissimmee
- Villa rentals Kissimmee
- Cabin rentals Kissimmee
- House rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Cottage rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Kid-friendly rentals Kissimmee
- Waterfront rentals Kissimmee
- Wheelchair accessible rentals Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Private suite rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with a kayak Kissimmee
- Beachfront rentals Kissimmee
- Rentals with a washer and dryer Kissimmee
- Rentals with outdoor seating Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with pools Kissimmee
- Condo rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Rentals with a patio Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with a sauna Kissimmee
- Serviced apartment rentals Kissimmee
- House rentals Florida
- Tiny house rentals Florida
- House rentals Florida
- Tiny house rentals Florida
- Tiny house rentals Tampa
- House rentals Tampa
- 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
- 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