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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.

Guest favorite
Tiny home in Orlando
The Little Treehouse 2 at Country Club of Orlando
With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.
Sep 24 – Oct 1
$108 per night
4.98 out of 5 average rating, 614 reviews
Guest favorite
Cottage in Kissimmee
Entire Cottage close to Disney, Universal, Airport
A full cottage for 4! The perfect place stay. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new furnishings, fresh linens, fresh paint! Privately owned. This cottage is our favorite!!! We also just updated the A/C. Check out unit We also have three other cottages on property, the Bitty Bungalow, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other.
Oct 19 – 26
$77 per night
4.94 out of 5 average rating, 361 reviews
Guest favorite
Treehouse in Saint Cloud
TreeHouse in the Cloud, (Close toTheme Parks
The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; meemaws-country -cottage which sleeps six.
Dec 8 – 15
$146 per night
4.97 out of 5 average rating, 757 reviews

Popular amenities for Kissimmee tiny house rentals

Family-friendly tiny house rentals

Guest favorite
Tiny home in Kissimmee
Blue Bungalow Tiny House near all Attractions!!
Sep 13 – 20
$81 per night
4.95 out of 5 average rating, 321 reviews
Guest favorite
Cottage in Kissimmee
Bright & Cozy Cottage Near Disney
Jun 19 – 26
$107 per night
4.96 out of 5 average rating, 411 reviews
Guest favorite
Cottage in Kissimmee
JU Super Duper Tiny House, 15 minutes to Disney
Jan 10 – 17
$86 per night
4.94 out of 5 average rating, 450 reviews
Superhost
Tiny home in Kissimmee
Small World near Disney sleeps 4-5
Dec 5 – 12
$87 per night
4.85 out of 5 average rating, 242 reviews
Guest favorite
Guesthouse in Orlando
Garden House near Orlando's cultural hub
Apr 20 – 27
$90 per night
4.94 out of 5 average rating, 382 reviews
Guest favorite
Cottage in Kissimmee
Be Our Guest Sandcastle Cottage 81
Aug 23 – 30
$100 per night
4.9 out of 5 average rating, 203 reviews
Guest favorite
Cottage in Kissimmee
Yay! Cool Tiny Home Near All the Parks (98)
Sep 16 – 23
$86 per night
4.86 out of 5 average rating, 384 reviews
Guest favorite
Apartment in Orlando
Quiet Shed in Downtown
Nov 18 – 25
$98 per night
4.95 out of 5 average rating, 612 reviews
Guest favorite
Guesthouse in Winter Park
WELCOME HOME IN WINTER PARK
Oct 4 – 11
$89 per night
4.81 out of 5 average rating, 227 reviews
Guest favorite
Guesthouse in Windermere
Small Guesthouse near Orlando's Theme Parks
Aug 30 – Sep 6
$117 per night
4.94 out of 5 average rating, 233 reviews
Superhost
Tiny home in Orlando
The Ritz- Lakefront Tiny House in Orlando
Aug 29 – Sep 5
$126 per night
4.82 out of 5 average rating, 496 reviews
Superhost
Guesthouse in Orlando
Lakefront Guest House by downtown :Boat, Fishing…
Mar 14 – 21
$132 per night
4.82 out of 5 average rating, 17 reviews

Tiny house rentals with a patio

Guest favorite
Cottage in Davenport
$79! Cozy Cottage + Outdoor Fun -Close to Disney!
May 12 – 19
$82 per night
4.91 out of 5 average rating, 117 reviews
Guest favorite
Tiny home in Kissimmee
Disney Tiny House Getaway!
Dec 31 – Jan 7
$93 per night
4.95 out of 5 average rating, 135 reviews
Guest favorite
Tiny home in Orlando
Luxury Wooden Cabin in the Heart of Orlando FL
Mar 25 – Apr 1
$132 per night
4.89 out of 5 average rating, 139 reviews
Guest favorite
Tiny home in Kissimmee
Cozy tiny home - great location and safe
Jul 11 – 18
$87 per night
4.84 out of 5 average rating, 117 reviews
Guest favorite
Guest suite in Orlando
Guesthouse in Mills 50 w backyard walking to bars
Aug 15 – 22
$110 per night
4.93 out of 5 average rating, 133 reviews
Guest favorite
Cottage in Kissimmee
Modern Vacation Cottage near Walt Disney World
Nov 16 – 23
$94 per night
4.91 out of 5 average rating, 68 reviews
Guest favorite
Tiny home in Winter Garden
Enchanted TINY HOME SUITE - Downtown Winter Garden
Aug 24 – 31
$85 per night
4.9 out of 5 average rating, 30 reviews
Guest favorite
Cottage in Kissimmee
Cozy Tiny Home Getaway minutes from Disney
Aug 19 – 26
$93 per night
4.86 out of 5 average rating, 49 reviews
Superhost
Guesthouse in Lakeland
Countryside, tiny guesthouse, self checkin anytime
Jun 4 – 11
$63 per night
4.71 out of 5 average rating, 14 reviews
Guest favorite
Cottage in Kissimmee
Cozy Orlando Area Cottage - 4 Miles to Disney
Oct 11 – 18
$92 per night
5.0 out of 5 average rating, 43 reviews
Superhost
Tiny home in Orlando
The Hideaway DT Orlando Tiny Home w Free Parking
Mar 24 – 31
$93 per night
4.88 out of 5 average rating, 56 reviews
Guest favorite
Tiny home in Kissimmee
Tiny Treasure
Jan 31 – Feb 7
$90 per night
4.95 out of 5 average rating, 22 reviews

Tiny house rentals with outdoor seating

Guest favorite
Guesthouse in Orlando
Livingston Pool House- In The Heart of Downtown
Oct 7 – 14
$173 per night
4.99 out of 5 average rating, 189 reviews
Guest favorite
Townhouse in Kissimmee
You will LOVE to BE OUR GUEST!!!
Feb 6 – 13
$105 per night
4.95 out of 5 average rating, 154 reviews
Guest favorite
Guesthouse in Orlando
Lakefront Seclusion modern guesthouse+Pool+Hot tub
Jun 24 – Jul 1
$189 per night
4.96 out of 5 average rating, 339 reviews
Guest favorite
Cottage in Kissimmee
Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
Aug 17 – 24
$163 per night
4.99 out of 5 average rating, 132 reviews
Guest favorite
Guesthouse in Orlando
Thornton Park's Historic Guest House - private
Jun 3 – 10
$81 per night
4.89 out of 5 average rating, 586 reviews
Guest favorite
Guesthouse in Orlando
★ Lakefront Bungalow-5min Downtown ★Casa Pura Vida
Nov 9 – 16
$104 per night
4.83 out of 5 average rating, 260 reviews
Guest favorite
Tiny home in Kissimmee
Tiny House Fun - Near Parks and Airport!!
Apr 30 – May 7
$89 per night
4.9 out of 5 average rating, 201 reviews
Guest favorite
Guesthouse in Orlando
Bungalow Central to Downtown ORL and Winter Park🦩
Jul 12 – 19
$113 per night
4.92 out of 5 average rating, 225 reviews
Guest favorite
Cottage in Kissimmee
Cozy cottage close to Theme parks and shopping.
Jul 29 – Aug 5
$90 per night
4.8 out of 5 average rating, 136 reviews
Guest favorite
Guesthouse in Orlando
Garden Cottage Efficiency
Jul 12 – 19
$70 per night
4.87 out of 5 average rating, 341 reviews
Guest favorite
Tiny home in Howey-in-the-Hills
Horse Farm Orlando Two Tiny Homes
Aug 2 – 9
$115 per night
4.97 out of 5 average rating, 120 reviews
Guest favorite
Guesthouse in Orlando
Black House- Private Cottage in Thornton Park!
May 17 – 24
$166 per night
4.99 out of 5 average rating, 236 reviews

Quick stats about tiny house rentals in Kissimmee

Total rentals

20 properties

Wifi availability

20 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

1.9K reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Tiny house rentals