Tiny house vacation 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

A charming cottage exterior is depicted, featuring a light green facade and white railings. A single turquoise chair is positioned on the porch. Lush greenery and ornamental plants line the walkway, complemented by a landscaped area with mulch and natural textures.
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
A charming manufactured home is presented with a light blue exterior and white railings. A welcoming front porch with steps leads to the entrance. Lush palm trees and manicured landscaping enhance the outdoor space. Nearby units are visible along the well-maintained pathway.
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 favorite
A light blue tiny house features a welcoming front porch with white railings and stairs leading to the entrance. The exterior is complemented by a clean driveway and soft landscaping in the surrounding area. Nearby, another tiny house in yellow adds to the charming setting.
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 favorite
A welcoming porch area features two white rocking chairs adorned with red cushions, positioned around a small round table. A colorful rug lies beneath, while natural light illuminates the space, providing a calm setting for relaxation.
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 favorite
Colorful cottages with light-colored exteriors are framed by palm trees, situated along a paved road. Each cottage features a porch with white railings, creating a charming, welcoming appearance. The bright sky is dotted with clouds, enhancing the visibility of the well-maintained grounds.
Cottage in Kissimmee
4.86 out of 5 average rating, 462 reviews

Yay! Cool Tiny Home Near All the Parks (98)

HeidiRating, 5 stars2 days ago
Great little place for four people if two are a couple :). The bottles of water in the fridge and the treats in the kitchen were a wonderful little surprise, and they were greatly appreciated. The neighborhood amenities are a bonus!
Guest favorite
A charming cottage is positioned on a grassy lot, featuring a welcoming white railing along the front porch. A concrete driveway accommodates two parked cars, and the area is surrounded by trees, providing a sense of privacy and relaxation.
Tiny home in Kissimmee
4.87 out of 5 average rating, 70 reviews

20 Mins to Disney and Universal - Entire Cottage

JennaRating, 5 stars1 month 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!
A charming cottage exterior features a covered porch with seating arrangements, including white chairs and a table. The light blue facade is complemented by well-maintained landscaping, including a decorative plant near the entrance. A driveway accommodates parked vehicles.
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 favorite
The exterior of a charming yellow cottage is presented, featuring a welcoming front porch with white railings. Two sets of stairs lead up to the entrance. Large windows illuminate the interior, while a spacious driveway and manicured lawn are visible in front.
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 house rentals with a patio

Top guest favorite
The exterior of a tiny home is presented, showcasing a welcoming porch with steps leading up to a white door. Blue siding complements the light fixtures and large windows that frame the entrance, inviting guests into a well-lit space.
Tiny home in Kissimmee
5 out of 5 average rating, 36 reviews

Private Tiny Home @ Disney Parks

JacquelineRating, 5 stars3 days 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 favorite
A charming tiny house is depicted with a bright turquoise exterior and white trim. Stairs lead up to a welcoming entrance, framed by well-maintained greenery. The structure is set on a paved driveway, surrounded by a tranquil, established neighborhood.
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 favorite
A welcoming exterior of a tiny home is presented, featuring beige siding and a front porch with white railings. A well-maintained driveway accommodates a parked orange vehicle. Lush greenery borders the property, and a clear blue sky complements the setting.
Tiny home in Kissimmee
4.9 out of 5 average rating, 63 reviews

Private Tiny Home for Your Vaca!

MarelyRating, 5 stars2 weeks ago
Terre’s place was terrific ! It’s the perfect little house for a solo traveler or with small children as well . My 3 year old and I went and had fun by the pool & play area . Terre also left a mini snack bar with popcorn , cookies & bottles of water in the fridge . The place is perfect for even just relaxing in the front porch and it’s walking distance to a Mexican restaurant called “CALACAS”. I would definitely return to Terre’s place ! I couldn’t ask for more .
Guest favorite
A cozy living area features large windows allowing natural light to brighten the space. Soft seating includes a brown couch and a green armchair, complemented by a decorative area rug on the wooden floor. A ceiling fan circulates air, enhancing comfort.
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!
Guest favorite
The exterior of a charming cottage is shown, featuring a welcoming front porch with two chairs and a grey deck. A large glass door is flanked by windows, allowing natural light to illuminate the entryway. Lush greenery surrounds the inviting structure.
Tiny home in Kissimmee
4.95 out of 5 average rating, 37 reviews

Tiny Treasure

JonnyRating, 5 stars3 weeks ago
Debra’s house was perfect fit for what we needed! We were only twenty five minutes from Orange County Convention Center, but right outside of Sea World and just south of Universal Studios and many other attractions! I really liked pulling into the private road, from the main street. We noticed all the fun things to do around the house; swimming, miniature golf, tennis, & very peaceful while going for morning walks. Waking up every morning was such a beautiful site to see from the front porch! The house was very clean and felt very comfortable. I will say for a Tiny House, it didn’t feel that way inside; amazing job! There are tons of restaurants and much needed stores within walking distance, or if you prefer driving it’s only within a mile or two! Jase and I had a fabulous time, we expect to be back for next year’s Collect-A-Con, or perhaps sooner to enjoy an amusement park or two! Thank you again Debra and hope to see you again💕
Top guest favorite
A cozy bedroom features a vibrant orange quilt covering a spacious bed. Geometric pillows add a contrasting design element. Natural light filters through a large window adorned with sheer curtains, while floating shelves display decorative items on a dark accent wall.
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 favorite
An open sleeping area is highlighted by a spacious bed adorned with decorative pillows. Natural light filters through large windows, with dark green curtains framing the views outside. A small dining space with a chair and table is also visible, along with a comfortable seating area.
Tiny home in Avon Park
5 out of 5 average rating, 68 reviews

Back to Nature!

LuisaRating, 5 stars4 days 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
Top guest favorite
A cozy sleeping area features a spacious bed with layered white bedding and decorative pillows. Natural light streams through the window, highlighting the room's neutral tones and modern furnishings, including a textured wall art piece and a small plant. A kitchenette area is visible in the background.
Tiny home in Kissimmee
4.93 out of 5 average rating, 41 reviews

Butterfly Creek, serenity & joy of nature's beauty

MegRating, 5 stars1 month ago
Amazing property, amazing host, amazing stay! Nancy was so thoughtful and communicative. Had everything I needed and more. Tons of things to do in the area and this was the perfect place to wind down in the evening and wake up to in the mornings. Highly recommend staying on this property. Location was spot on, close enough to everything but felt very private and calming. Looking forward to coming back in the future.

Tiny house rentals with outdoor seating

Top guest favorite
A collage of inviting spaces within the townhome is displayed. It includes a cozy living area with seating, a modern kitchen with granite countertops, and two colorful bedrooms, showcasing unique decor. A welcoming sign stating 'Be our Guest' is prominently featured.
Townhouse in Kissimmee
4.96 out of 5 average rating, 204 reviews

BE OUR GUEST! Close to Disney and Universal - Pool

D'NayiaRating, 5 stars2 days ago
Very cute little place. Loved how close we were to restaurants, shops and other places. Definitely would recommend and stay again.
Guest favorite
A serene landscape captures two shipping container structures amidst lush greenery. Soft colors of the sunset blend with a gentle rainbow, enhancing the natural surroundings. The garden features various plants and mulch, creating a peaceful retreat atmosphere.
Shipping container in Osceola County
4.96 out of 5 average rating, 48 reviews

Beautiful off-grid tiny home cottage #3

YaimaraRating, 5 stars2 months 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!
Superhost
An outdoor dining area is presented with a circular table and four chairs, shaded by a large umbrella. Refreshing beverages are served in glasses, and decorative plants are positioned on the table. A grey tiny home stands in the background, bordered by a white fence.
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 favorite
A cozy bedroom features a spacious bed with light-colored bedding, positioned near large sliding glass doors. These doors open to a scenic view of a lake and surrounding greenery, providing ample natural light. A bedside lamp with a red base adds a pop of color.
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 favorite
A comfortable living area is highlighted by a dark leather sofa with decorative pillows. A wooden coffee table sits on a patterned rug, while a round dining table and chairs are positioned by large windows allowing natural light to fill the space.
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!
Superhost
A compact tiny home is showcased with a sleek black and white exterior. Large glass doors enhance the natural light, while an inviting front staircase leads to the entrance. Surrounding greenery provides a calming backdrop, blending the home into the peaceful landscape.
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.
Top guest favorite
A cheerful yellow tiny home is presented with a white porch and railings. The entrance features a set of stairs leading to the front door. Lush green grass is visible in the surrounding area, and a palm plant is located near the home's foundation.
Tiny home in Kissimmee
4.95 out of 5 average rating, 40 reviews

TizBiz-Tiny Home-Wow!

PeterRating, 5 stars1 week ago
Our stay was fantastic. The house was clean and everything was all set for our arrival even a welcome sign and snacks. Everything we needed was there and we appreciated the hospitality. We would definitely book another stay in the future.
Top guest favorite
A modern tiny home features a light blue exterior with vertical siding. A set of stairs leads to the main entrance, which has a dark blue door. Palm trees frame the home, and a white railing enhances the welcoming approach.
Tiny home in Kissimmee
4.97 out of 5 average rating, 68 reviews

!A Young Fun Tiny Home @ Disney!

StevenRating, 5 stars3 weeks ago
Jennifer was always quick to respond to messages and was super friendly and caring. She is a great host! The listing was extremely clean and a great place to stay for our family. We were definitely lucky to book this gem and will stay again in the future. We had an amazing stay! Thank you Jennifer!

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