Tiny house vacation rentals in Kissimmee
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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
4.89 out of 5 average rating, 209 reviewsBe Our Guest Sandcastle Cottage 81
Nov 13 – 20
Bungalow in Kissimmee
4.75 out of 5 average rating, 106 reviewsSandcastle Cottage#51 Tropical Palms Kissimmee, FL
Jun 5 – 12
Cottage in Kissimmee
4.94 out of 5 average rating, 459 reviewsJU Super Duper Tiny House, 15 minutes to Disney
Mar 10 – 17
Cottage in Kissimmee
4.86 out of 5 average rating, 391 reviewsYay! Cool Tiny Home Near All the Parks (98)
Feb 5 – 12
Guesthouse in Windermere
4.94 out of 5 average rating, 239 reviewsSmall Guesthouse near Orlando's Theme Parks
Jan 6 – 13
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 20 – 27
Cottage in Kissimmee
4.74 out of 5 average rating, 277 reviewsCute Sandcastle Cottage near Disney
Jan 16 – 23
Tiny house rentals with a patio
Tiny home in Kissimmee
4.95 out of 5 average rating, 144 reviewsDisney Tiny House Getaway!
Apr 19 – 26
Tiny home in Kissimmee
4.83 out of 5 average rating, 126 reviewsGreat location and safe - cozy tiny home
Oct 10 – 17
Tiny home in Orlando
4.88 out of 5 average rating, 147 reviewsLuxury Wooden Cabin in the Heart of Orlando FL
Jul 25 – Aug 1
Tiny home in Kissimmee
4.76 out of 5 average rating, 42 reviewsEnchanted cottage with pool & mini golf
Aug 20 – 27
Cottage in Kissimmee
4.98 out of 5 average rating, 52 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
Sep 13 – 20
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
4.87 out of 5 average rating, 54 reviewsCozy Tiny Home Getaway minutes from Disney
Mar 8 – 15
Cottage in Kissimmee
5.0 out of 5 average rating, 11 reviewsSweet Cottage 4 miles to Disney World
Sep 23 – 30
Tiny house rentals with outdoor seating
Cottage in Kissimmee
4.81 out of 5 average rating, 142 reviewsCozy cottage close to Theme parks and shopping.
Apr 3 – 10
Guesthouse in Orlando
4.99 out of 5 average rating, 197 reviewsLivingston Pool House- In The Heart of Downtown
Dec 12 – 19
Guesthouse in Orlando
4.8 out of 5 average rating, 199 reviewsLuxury 5 star home 3 min Universal/ Orlando City
Aug 23 – 30
Cottage in Kissimmee
4.99 out of 5 average rating, 139 reviewsTahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
Nov 29 – Dec 6
Guesthouse in Orlando
4.98 out of 5 average rating, 347 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Sep 30 – Oct 7
Guesthouse in Orlando
4.89 out of 5 average rating, 609 reviewsThornton Park's Historic Guest House - private
Dec 24 – 31
Guesthouse in Orlando
4.87 out of 5 average rating, 347 reviewsGarden Cottage Efficiency
May 19 – 26
Guesthouse in Orlando
4.85 out of 5 average rating, 265 reviews★ Lakefront Bungalow-5min Downtown ★Casa Pura Vida
Oct 14 – 21
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
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