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Tiny house holiday rentals in Osceola County

Find and book unique tiny house rentals on Airbnb

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Popular amenities for Osceola County tiny house rentals

Family-friendly tiny house rentals

Bungalow in Kissimmee
4.77 out of 5 average rating, 112 reviews

Sandcastle Cottage#51 Tropical Palms Kissimmee, FL

VirginiaRating, 5 stars2 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 week 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, 351 reviews

Blue Bungalow Tiny House near all Attractions!!

FabianaRating, 5 stars3 weeks ago
If I could give 100 stars, I absolutely would — or even more! We loved the warm welcome with snacks, water, and a sweet birthday card for my daughter. She loved it! The location is great, close to Walmart and other shops. I definitely recommend this place and will 100% stay here again!
Guest favourite
Cottage in Kissimmee
4.95 out of 5 average rating, 477 reviews

Bright & Cozy Cottage Near Disney

NicoleRating, 5 stars5 days ago
Me and my partner loved it at Johann’s place! It was so cute and cozy and the area it is located in is perfect if you’re there for a Disney vacation. A 10 minute drive to all of the Disney parks. No traffic at all and a quiet neighborhood with nice people. The kitchen has updated appliances which were great! Everything was clean and sanitized. It’s stocked with everything you need appliance wise, we cooked dinner and had everything we needed. I honestly loved the place so much, nothing bad about it!! I will definitely be booking here again. Thank you for the hospitality <3
Guest favourite
Cottage in Kissimmee
4.94 out of 5 average rating, 464 reviews

Entire cottage for 5, close to Disney, Universal!

RebekahRating, 5 stars1 week ago
This was a great stay with all the amenities listed. The tiny home was perfect for our stay close to eating places and Disney while also giving us privacy to enjoy our family!
Guest favourite
Tiny home in Kissimmee
4.87 out of 5 average rating, 70 reviews

20 Mins to Disney and Universal - Entire Cottage

JennaRating, 5 stars2 weeks ago
This is our 3rd time staying in a Bitty Bunch AirbNb and it was amazing as always! Clean, responsive hosts, and so much to do in the area. We recommend them to everyone and hope to come back for a 4th stay!
Cottage in Kissimmee
4.73 out of 5 average rating, 291 reviews

Cute Sandcastle Cottage near Disney

JamieRating, 5 stars2 days ago
Great place in a quiet, beautiful community and in an outstanding location. Highly recommend!
Guest favourite
Farm stay in Kissimmee
4.83 out of 5 average rating, 319 reviews

Container home -near Disney WIFI Bamboo Farm

Mark & JudithRating, 5 stars2 months ago
Shanti and the environments she creates are fascinating! She is an excellent host. We were so glad to find her magical hide-away. We will choose her place anytime we are back in the area. Awesome experience!

Tiny house rentals with a patio

Top Guest favourite
Guest suite in Kissimmee
4.98 out of 5 average rating, 250 reviews

Little Blue House with private entrance & parking

RoveschneyRating, 5 starstoday
It was an amazing stay and a beautiful furnished place. You will not regret booking!!!
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 stars1 month 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
4.93 out of 5 average rating, 67 reviews

Tiny House Get-A-Way (Minutes from the Parks!)

MarilouRating, 5 stars2 weeks ago
Had a great stay at this cozy home! It was super clean and well-stocked — the washer and dryer (plus detergent pods) were a huge bonus. Loved having coffee and snacks available, and check-in was a breeze. Everything was just easy and comfortable. Would definitely stay again!
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 stars1 month 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, 19 reviews

*The Epic Disney Tiny Home Getaway! Yay!

SusanRating, 5 stars1 week ago
Cute home in a quiet area, just as described/shown. Robyn was a great host!
Top Guest favourite
Tiny home in Kissimmee
4.97 out of 5 average rating, 31 reviews

Cozy home - Disney/Universal!

LianysRating, 5 stars1 month ago
Loved this home! We booked last minute and it was such a breeze! We absolutely loved the cozy vibes
Top Guest favourite
Tiny home in Avon Park
5 out of 5 average rating, 65 reviews

Back to Nature!

EstevanRating, 5 stars1 week ago
Staying at Diane’s Airbnb was a cozy, welcoming experience that felt just like home—only better.
Top Guest favourite
Tiny home in Kissimmee
4.95 out of 5 average rating, 38 reviews

Butterfly Creek, serenity & joy of nature's beauty

KarlaRating, 5 stars1 week ago
Nancy was able to accommodate us very rapidly and was responding consistently over any concern we had. The tiny home is kept up and roomy. Beautiful stay!

Tiny house rentals with outdoor seating

Top Guest favourite
Tiny home in Kissimmee
5 out of 5 average rating, 31 reviews

Private Tiny Home @ Disney Parks

DorisRating, 5 stars1 week ago
Joe's place was clean and inviting. Communication was wonderful and kept me well informed. I would definitely return!
Top Guest favourite
Townhouse in Kissimmee
4.96 out of 5 average rating, 201 reviews

BE OUR GUEST! Close to Disney and Universal - Pool

CourtneyRating, 5 stars1 week ago
I had an amazing stay! The place was spotless and felt just like home from the moment I walked in. Everything worked perfectly — from the appliances to the little details — and having everything set up like my own home made my trip so much easier and more convenient. It was comfortable, welcoming, and had everything I needed. I would absolutely stay here again and highly recommend it to anyone visiting Orlando!
Guest favourite
Shipping container in Osceola County
4.96 out of 5 average rating, 48 reviews

Beautiful off-grid tiny home cottage #3

YaimaraRating, 5 stars1 month ago
If you are looking to disconnect from the hustle of city life, even just for a day, this off-grid tiny home is the perfect retreat. The host, Andrea, was incredibly responsive and answered all our questions. My husband and I enjoyed a guided tour of the farm (thank you, Jim!), where we tasted fresh berries, cherries, guava, and nisperos—picking ripe fruit straight from the trees was such a treat! We also had access to the lake, relaxing on the dock while watching a breathtaking sunset. This stay was truly a refreshing experience, and we can't wait to return!
Guest favourite
Cottage in Kissimmee
4.8 out of 5 average rating, 81 reviews

Chic Cottage near Disney - Lots of Amenities!

DavidRating, 5 stars1 week ago
absolutely adorable cottage, perfect for my wife, 4yr old daughter and myself. very responsive via text as well, we will definitely be booking again in the future
Superhost
Tiny home in St. Cloud
5 out of 5 average rating, 4 reviews

Boho Tiny Country Home

Ana LuizaRating, 5 stars4 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.
Guest favourite
Cottage in Kissimmee
4.96 out of 5 average rating, 93 reviews

Tropical Cottage

SebastiánRating, 5 stars3 days ago
Everything was great. Anabel was always available and answers fast. Def worth it
Top Guest favourite
Tiny home in Kissimmee
4.97 out of 5 average rating, 63 reviews

!A Young Fun Tiny Home @ Disney!

JanetteRating, 5 stars1 week ago
My family and I absolutely loved this place. It felt like home and Jennifer was so welcoming. The home was spotless and didn’t even feel like a tiny home. Absolutely would book again. Thank you Jennifer ☺️
Superhost
Tiny home in Kissimmee
4.76 out of 5 average rating, 80 reviews

Enchanted cottage with pool & mini golf

ClaudiaRating, 5 stars1 month ago
Carlos place was very lovely and clean, near the park attractions and shops. It was a great neighbourhood with nice and friendly people. we were able to wash our laundry and cook too. It felt like i was at home. He had a nice TV and even board games. His bed and pillows were very comfortable. The only issue is the water heater and lack of hot water to shower and my partner and I had to spread out our shower times so that the water is hot for us. This could be further improved. I think it’s important for guests. All in all, we had a great time there.

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