Tiny house holiday rentals in Kissimmee

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

I had a great stay at Muriel's place. The spot is only a block off the water, which provides great backdrops for walks. It's a private spot that's conveniently located (not walkable, but only a 5-minute drive) near to the park neighborhoods (Thornton, Audubon, Winter Park, College Park), Mills 50, and downtown. The neighborhood is very quiet and safe with easy access to I-4 and 17-92. This is a great, clean, and well-maintained spot, with a great host, that is well worth the price.

Great stay! It sure beats a hotel room any day. The Mill Creek Park is well maintained, clean, friendly and no riffraff.

We loved our stay. Beautiful place, very quiet and private. Clear instructions, easy check-in, place was very clean and comfortable. Right down the road from Yellow Dog Eats which was fantastic. Thank you Noga!

WOW!! We was In Orlando for a cheer comp and needed to stay an extra night and I found this place. I really got it kinda as a joke on my kids, the joke was on me. This is a beautiful place. So much to do and see, and SO peaceful.The people that live in the community are very friendly. My kids loved it. It is so peaceful and relaxing. I will definitely be renting here again in the future to be able to enjoy all the things there are to do. It was me and my 3 kids there.

Very peaceful and beautiful! Had an excellent trip. Will try to stay here every time I go to Orlando.

Great place in a quiet, beautiful community and in an outstanding location. Highly recommend!

Terry was a great host, and very responsive to messages. Very easy to check in and out of with very clear instructions. The place was clean and tidy, and very quiet. It was a great place to stay! It's also very close to everything downtown!

The place was perfect for me and my partner. We had an amazing stay and felt extremely cozy and welcomed at first glance. Would most definitely recommend!!!

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

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 .

Staying at this tiny house has been an absolute delight. From the moment we arrived, it truly felt like a home away from home. Every detail has been thoughtfully designed and carefully selected — from the cozy furniture and tasteful decor to the well-chosen appliances that make the space not only beautiful but also incredibly functional. You can tell a lot of heart went into creating this space. The layout makes the most of every inch, offering comfort without ever feeling cramped. One of the sweetest touches was the complimentary snacks such a kind and thoughtful gesture that made us feel especially welcome. We’ll be sure to recommend and hope to return to!

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💕

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

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 🫶🏽

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.

Thank you for a lovely stay Jennifer, your property was beautiful and we felt right at home. Everything was spotless, great parking, lovely shared pool and the location was perfect. We thoroughly enjoyed our stay and extend an extra thanks for allowing us a late check-out. Highly recommend this property to everyone!

Really great location with everything being 5-15 minutes away. Walkable distance to many stores. Super friendly, and it was a great place! Definitely only for heating up food, but we got takeout 100% of the time. Really pretty outdoor area.

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!

Super cool. Fun theme. Easy in and out. Simple

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!

The experience was great! Megan always helpful and attentive, offered us all the information we needed, always responded promptly and requested when offering us late check-out. The house is organized and well-equipped, exactly as in the pictures. The location is great, close to the parks and shopping centers, very safe too! The only point of attention is that the house can host up to 4 guests, we are a family of 4 adults and the house was very tight for us, the sofa bed is not at all comfortable and takes all the space of the room, in addition, because it is laborious to open, we ended up leaving the bed set up during the entire stay which further limited our space. I believe that the experience going with only 2 people would be much better. Finally, it reinforces that the cost benefit is great, the service is impeccable and the house, although small, is very charming and exactly like in the pictures! I highly recommend hosting with Megan ;)

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!

Great place to stay. I’ll be coming back soon for sure. 🤌🏻