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
Bungalow in Kissimmee
4.76 out of 5 average rating, 108 reviewsSandcastle Cottage#51 Tropical Palms Kissimmee, FL
Jul 25 – Aug 1
Cottage in Kissimmee
4.86 out of 5 average rating, 397 reviewsYay! Cool Tiny Home Near All the Parks (98)
Jan 8 – 15
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Mar 21 – 28
Tiny home in Orlando
4.95 out of 5 average rating, 620 reviewsQuiet Shed in Downtown
Nov 19 – 26
Guesthouse in Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
May 23 – 30
Guesthouse in Orlando
4.83 out of 5 average rating, 18 reviewsLakefront Guest House by downtown :Boat, Fishing…
May 13 – 20
Cottage in Kissimmee
4.74 out of 5 average rating, 278 reviewsCute Sandcastle Cottage near Disney
Feb 3 – 10
Farm stay in Kissimmee
4.83 out of 5 average rating, 305 reviewsContainer home -near Disney WIFI Bamboo Farm
Sep 27 – Oct 4
Tiny house rentals with a patio
Tiny home in Kissimmee
4.84 out of 5 average rating, 128 reviewsGreat location and safe - cozy tiny home
Feb 4 – 11
Tiny home in Orlando
4.94 out of 5 average rating, 155 reviewsSunset Lakefront View King Bed, Free Bikes Kayaks
Aug 4 – 11
Guest suite in Orlando
4.93 out of 5 average rating, 148 reviewsGuesthouse in Mills 50 w backyard walking to bars
Jul 4 – 11
Tiny home in Orlando
4.89 out of 5 average rating, 152 reviewsLuxury Wooden Cabin in the Heart of Orlando FL
Sep 11 – 18
Cottage in Kissimmee
5.0 out of 5 average rating, 12 reviewsSweet Cottage 4 miles to Disney World
Oct 12 – 19
Cottage in Kissimmee
4.87 out of 5 average rating, 54 reviewsCozy Tiny Home Getaway minutes from Disney
Aug 19 – 26
Tiny home in Kissimmee
4.74 out of 5 average rating, 43 reviewsEnchanted cottage with pool & mini golf
Sep 1 – 8
Cottage in Kissimmee
4.88 out of 5 average rating, 82 reviewsModern Vacation Cottage near Walt Disney World
Nov 25 – Dec 2
Tiny house rentals with outdoor seating
Guesthouse in Orlando
5.0 out of 5 average rating, 201 reviewsLivingston Pool House- In The Heart of Downtown
Sep 4 – 11
Cottage in Kissimmee
4.99 out of 5 average rating, 140 reviewsTahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
Oct 17 – 24
Guesthouse in Orlando
4.98 out of 5 average rating, 352 reviewsLakefront Seclusion modern guesthouse+Pool+Hot tub
Jan 23 – 30
Cottage in Kissimmee
4.81 out of 5 average rating, 144 reviewsCozy cottage close to Theme parks and shopping.
Jul 18 – 25
Guesthouse in Orlando
4.8 out of 5 average rating, 201 reviewsLuxury 5 star home 3 min Universal/ Orlando City
May 20 – 27
Home in Orlando
4.82 out of 5 average rating, 273 reviewsCharming Central Orlando Home w Private Yard Porch
Feb 13 – 20
Guesthouse in Orlando
4.9 out of 5 average rating, 614 reviewsThornton Park's Historic Guest House - private
Mar 19 – 26
Guesthouse in Orlando
4.85 out of 5 average rating, 265 reviews★ Lakefront Bungalow-5min Downtown ★Casa Pura Vida
Jan 12 – 19
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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