Tiny house holiday rentals in Osceola County

Find and book unique tiny home rentals on Airbnb

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Popular amenities for tiny home rentals in Osceola County

Family-friendly tiny home rentals

Bungalow in Kissimmee
4.77 out of 5 average rating, 113 reviews

Sandcastle Cottage#51 Tropical Palms Kissimmee, FL

VirginiaRating, 5 stars3 months ago
Great Location, House is perfect for 2 people. Clean and had everything we needed. Host is very pro-active in making sure you have no trouble getting in to the Resort and House. Will be back
Superhost
Tiny home in Kissimmee
4.85 out of 5 average rating, 264 reviews

Small World Cottage, 12 miles from Epic Universe

EazyRating, 5 stars1 month ago
This place was a great stay. Their instructions were so clear and easy to understand it made getting around super easy. The house is nice space and comfortable. Everything worked perfectly fine because I had easy instructions to follow. Neighbors were all friendly too so it was just a warm experience and I’m glad I chose this place to stay. I booked at like 11pm to come stay here the very next day and they were responsive when I booked it and helpful and welcoming. Great people and I appreciate them so much!
Guest favourite
Tiny home in Kissimmee
4.95 out of 5 average rating, 353 reviews

Blue Bungalow Tiny House near all Attractions!!

RogerRating, 5 stars1 week ago
the place was great! I stayed for work for over a month and the place was awesome. thanks for everything, I will stay here again.
Guest favourite
Tiny home in Kissimmee
4.93 out of 5 average rating, 313 reviews

Awesome Tiny House Cottage near all Attractions!

MatthewRating, 5 stars2 months ago
Great stay! It sure beats a hotel room any day. The Mill Creek Park is well maintained, clean, friendly and no riffraff.
Guest favourite
Cottage in Kissimmee
4.94 out of 5 average rating, 471 reviews

Entire cottage for 5, close to Disney, Universal!

RaishRating, 5 stars1 week ago
Very peaceful and beautiful! Had an excellent trip. Will try to stay here every time I go to Orlando.
Guest favourite
Tiny home in Kissimmee
4.88 out of 5 average rating, 72 reviews

20 Mins to Disney and Universal - Entire Cottage

BobRating, 5 stars1 week ago
The place was decorated beautifully and the RV Park grounds and pool were immaculate. The hosts were really nice and responsive. Overall I enjoyed my stay very much and would highly recommend it.
Cottage in Kissimmee
4.73 out of 5 average rating, 292 reviews

Cute Sandcastle Cottage near Disney

JamieRating, 5 stars1 month ago
Great place in a quiet, beautiful community and in an outstanding location. Highly recommend!
Guest favourite
Tiny home in Kissimmee
4.94 out of 5 average rating, 415 reviews

Sunny Tiny House Cottage near all Attractions!!

JessicaRating, 5 stars3 weeks ago
Great deal for this tiny home or so they call it "mouse" house. We loved it. We had no complaints about it. Everything written in the description was exactly what we expected. Great location!

Tiny home rentals with a patio

Top guest favourite
Tiny home in Kissimmee
5 out of 5 average rating, 37 reviews

Private Tiny Home @ Disney Parks

JacquelineRating, 5 stars1 week ago
The house is super cute and clean perfect for a couple to stay in for a week! The pool was very nice. Joe is very responsive if you need anything and he left snacks! The description of the property was spot-on, as well as a very close to restaurants and shopping. Definitely recommend!
Guest favourite
Tiny home in Kissimmee
4.86 out of 5 average rating, 137 reviews

Surfer Mickey's Tiny House !

TamarahRating, 5 stars4 months ago
The house and amenities were just as described. They even left us some welcome snacks! The owner was easy to communicate with and responsive to any needs and questions
Guest favourite
Tiny home in Kissimmee
4.88 out of 5 average rating, 50 reviews

Brownie Delight-Tiny Home@Disney

AbramRating, 5 stars2 weeks ago
Terre has been a great host! Every time we book with her it’s been very smooth! 100% recommend!
Guest favourite
Tiny home in Kissimmee
4.95 out of 5 average rating, 186 reviews

Disney Tiny House Getaway!

HumzaRating, 5 stars2 weeks ago
Abigail’s place was a great place to stay! A very convenient location to all the major spots (Airport, Disney) plus a clean, well organized space. We had an unexpected issue that forced us to leave earlier than expected and she was extremely understanding about the situation and offered to refund us for the remainder of the trip. I could not recommend her spot and her as a host more!
Top guest favourite
Tiny home in Davenport
4.96 out of 5 average rating, 49 reviews

Tiny home dream house with private entrance

BlaiseRating, 5 stars2 months ago
I really enjoyed my stay here! Super cozy and clean. Has everything you need during your stay, and Vane was extremely helpful with check in and answering all my questions
Top guest favourite
Tiny home in Kissimmee
5 out of 5 average rating, 22 reviews

Cozy Tiny Home Near Disney & Universal

EdnaleeRating, 5 stars3 weeks ago
Let me start by saying, all other AirBnB’s will have to step their game up! Robyn truly went above and beyond to make our time in her home as special as can be. Her communication was great, providing details for all things necessary and inquired. The space is even better in person! It has everything you will need and some for a weekend or more. The neighborhood is super cute and very close to restaurants, shopping, and attractions. My family and I did not want to leave! We really did feel right at home. We cannot wait to come back, and hopefully for longer. Thank you SO much Robyn. May God bless you and your home 🫶🏽
Top guest favourite
Tiny home in Avon Park
5 out of 5 average rating, 68 reviews

Back to Nature!

LuisaRating, 5 stars1 week ago
had a truly wonderful stay at the back-to-nature cabin in Avon Park. It was such a gift to reconnect with nature in such a peaceful and grounding setting. The cabin had everything I needed for a quiet, nourishing retreat. Diane and Brian were absolutely lovely—so kind, welcoming, and incredibly responsive. I really appreciated the care and intention they’ve put into the space. I’ll definitely be coming back, next time for a longer stay! Thank you for everything<3
Superhost
Tiny home in Kissimmee
4.84 out of 5 average rating, 25 reviews

TizBiz-Fun!@TinyHouse!

AaliyahRating, 5 stars1 month ago
Great place and great hosts

Tiny home rentals with outdoor seating

Guest favourite
Shipping container in Osceola County
4.96 out of 5 average rating, 49 reviews

Beautiful off-grid tiny home cottage #3

Nicole C.Rating, 5 stars1 week ago
If you are into permaculture and want to be inspired by the development of a new farm in Florida, this is the place to go!
Superhost
Tiny home in Davenport
4.65 out of 5 average rating, 17 reviews

Cozy Tiny Home with Bbq & Terrace near Disney Park

LindaRating, 5 stars2 months ago
Leticia’s place was cute and cozy. The outdoor spaces were perfect for our morning coffee and to sit and soak in some sun or unwind at night. We loved the little touches and snacks! Exactly what we needed for a short stay in Davenport!
Guest favourite
Tiny home in Kissimmee
4.86 out of 5 average rating, 21 reviews

Charming gem with lake views near Airport & Disney

KristopherRating, 5 stars1 week ago
Super cool. Fun theme. Easy in and out. Simple
Guest favourite
Cottage in Kissimmee
4.8 out of 5 average rating, 87 reviews

Chic Cottage near Disney - Lots of Amenities!

Emma-GraceRating, 5 stars2 weeks ago
We stayed at Hernans place for a weekend and it was great for what we needed it for. To give an honest review I must say, upon entering it is important to note that this is very clearly an older building so some things are a little worn, no problem! We had a housekeeping issue and contacted Hernan and within 3 hours, the housekeeping team came and corrected all issues for us. Truly such an accommodating and kind host. We weren’t in the house much but when we were there we felt safe and comfortable. One thing I will note, there were 3 of us staying for a weekend with 1 roll of toilet paper. That was the only thing I forgot to mention to the host but I am sure if I did mention it, he would have corrected it. Great stay, great host!
Tiny home in Kissimmee
4.75 out of 5 average rating, 24 reviews

No Cleaning Fee- Jedi cottage 4 miles to Disney

CedricRating, 5 stars3 months ago
Thank you so much for a great stay. I really appreciate your responsiveness and sincerity. I would definitely book with you again.
Superhost
Tiny home in St. Cloud
5 out of 5 average rating, 4 reviews

Boho Tiny Country Home

Ana LuizaRating, 5 stars5 months ago
The stay at Omayra’s house was excellent. The house was clean and organized, very cozy. Omayra and her husband were very attentive and assisted us quickly when we needed, especially considering it was Christmas. I highly recommend it to anyone looking for a quiet and cozy place.
Superhost
Tiny home in Intercession City
4.77 out of 5 average rating, 13 reviews

Tiny barn home 20 min away from Disney World

TamekaRating, 5 stars3 months ago
An excellent place to stay. Very clean, comfortable and in a quiet peaceful area. I enjoyed the outside sitting area and lights. Place was fully stocked. Towels were provided but no washcloth. No big deal, I usually bring my own and Walmart is nearby. Nestor was very communicative and checked in on me daily to make sure I was ok and offered assistance. I appreciated that. Bed was super comfy and I got good rest after 14 hr days at a conference. Thank you, Nestor.
Top guest favourite
Tiny home in Kissimmee
4.97 out of 5 average rating, 69 reviews

!A Young Fun Tiny Home @ Disney!

AshlynRating, 5 stars5 days ago
Highly recommend staying here! The place was very clean, well furnished, easy to find, and felt safe. The place is small, so if you plan on spending lots of time inside then this may not be the place for you, but for my girls trip where we were mostly out and about it was perfect. The host responds very quickly. We had no issues at all with our stay.

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