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.
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Family-friendly tiny house rentals
Bungalow in Kissimmee
4.76 out of 5 average rating, 108 reviewsSandcastle Cottage#51 Tropical Palms Kissimmee, FL
Whedy's place was exactly what we needed for family visiting. Wendy was a wonderful host and ensured the stay was perfect.
Tiny home in Orlando
4.83 out of 5 average rating, 424 reviewsThe Bermuda- Unique Tiny Home with Lakefront View
Adam was amazing my husband and celebrated our 7 year anniversary also it was Father’s Day weekend we had the time of our lives.We have decided Bermuda is our little get away.We met some great neighbors and got fresh produce from a wonderful gardener who lives near the property. No pool or hot tub but you don’t need it.We never used the wifi it’s available but we unplugged.If your looking for a wind down from the city and peace and tranquility this is your place.Thanks Adam & Rich you really gave us a reset.
Tiny home in Kissimmee
4.86 out of 5 average rating, 253 reviewsSmall World near Disney sleeps 4-5
Sue's place was a fun place to stay and it was close to the conference we attended at the Gaylord Palms Resort. It's a great tiny house with a pool and playground. It would be a great place to take your kids. The loft is so much fun. Having a porch and a deck was very nice. I think it is a very good choice for a place to stay when you are in the area.
Tiny home in Kissimmee
4.93 out of 5 average rating, 299 reviewsAwesome Tiny House Cottage near all Attractions!
I have stayed at Shari & Bill’s tiny home the past few times I have stayed in Florida and would recommend it to anyone! They are great hosts, it is clean and the inside is just like the pictures. Close to many attractions, I would definitely stay again!
Cottage in Kissimmee
4.95 out of 5 average rating, 497 reviewsJU Super Duper Tiny House, 15 minutes to Disney
Host went above and beyond to accommodate our special needs with our family during hurricane milton. I'll always keep this location in mind when staying in the area. thank you again for for through and helping when you didn't have to, we appreciate you very much.
Guesthouse in Windermere
4.94 out of 5 average rating, 249 reviewsParadise nook near Orlando's theme parks
Had a wonderful stay at Noga's cozy little cottage. It was our second stay there. Everything you need for a comfortable stay is provided, and Noga checks periodically to see that every thing is ok. Quiet, peaceful property close to everything. We were there during hurricane Helene, and Noga wanted to make sure we were safe, and was offering us another place to go, should we need to leave the cottage. A PERFECT PLACE FOR FOR US AND OUR DOG TO STAY WHEN VISITING FAMILY IN ORLANDO !!! If you are looking for quiet, quaint little cottage to stay during your visist to Orlando, we highly recomend it.
Cottage in Kissimmee
4.86 out of 5 average rating, 428 reviewsYay! Cool Tiny Home Near All the Parks (98)
Had a quick on and out of town trip . Host was very accommodating with check in very convenient location for what was needed
Cottage in Kissimmee
4.73 out of 5 average rating, 282 reviewsCute Sandcastle Cottage near Disney
Such a stunning cottage in a beautiful, safe, quiet, and peaceful resort! I highly recommend, and will definitely be returning! xxxx
Tiny house rentals with a patio
Tiny home in Orlando
4.88 out of 5 average rating, 191 reviewsLuxury Wooden Cabin in the Heart of Orlando FL
Where do I begin, Jose and his wife were absolutely amazing! We had a major hurricane that came through and they upgraded us to a larger Airbnb that was available next door. They really took care of us and went above and beyond to make sure that we were comfortable and safe during the storm. They were there to answer any questions we had at any point in time. Thank you so much for being absolutely amazing hosts. 10/10
Guest suite in Orlando
4.93 out of 5 average rating, 190 reviewsGuesthouse in Mills 50 with yard walking to bars
Had a great time staying at Mike’s! The rental was very clean, bed was comfortable and the location was incredible. Would definitely stay again when I’m in the area!
Cottage in Kissimmee
4.91 out of 5 average rating, 74 reviewsCozy Tiny Home Getaway minutes from Disney
Just what we needed for a few days in Orlando, without breaking the bank. This is a small pace perfect for 1-2 people. Really close to all the major places!
Tiny home in Baldwin Park
4.95 out of 5 average rating, 202 reviewsLakefront King Bed+Kayaks+Cuban Expresso Coffee
I loved staying at Elsie’s place; her property is beautiful! The stay includes activities such as biking and kayaking, which I love! I felt right at home as she had my favorite coffee stocked. 10/10 would stay here again!
Tiny home in Kissimmee
4.8 out of 5 average rating, 94 reviewsBohemian Chic Retreat - Tiny Home near Disney
Amazing experience. We had a little issue with the internet when we arrived and Keisha Jumped right on it, was very communicative with us and got the right help to us. Beautiful tiny home, lots of places to visit. Perfect for a family of 4-5. Would definitely stay again! Thanks Keisha
Tiny home in Kissimmee
5 out of 5 average rating, 13 reviewsCozy home - Disney/Universal!
Rachel's place is a little hidden gem. Being from Florida their place is in a great location. Close to many different stores and restaurants and even to the parks and tourist experiences. The overall place was very homey and sweet, having everything you could need for a single night stay or even weeks. Clean and full of amenities and great wi-fi. Rachel is also very responsive to messages and they were even kind enough to let me and my guest stay an extra night due to hurricane Milton arriving at our checkout date. Would defiantly recommend this place and even stay again for another trip in the future. :)
Cottage in Kissimmee
4.9 out of 5 average rating, 108 reviewsModern Vacation Cottage near Walt Disney World
I had a wonderful stay here. It was absolutely perfect! I was at a meditation retreat for the week less than 3 miles away from this location so I biked a couple times and drove my car. Took a couple walks around the neighborhood. It’s so quiet at night! No noise at night either definitely a very safe location and close to so many things! I would highly recommend, this place to stay plus my hosts were just amazing! I’m super host as well and my hosts made me feel right at home in their beautiful cottage! Extra amenities, beautiful plates and glassware. I felt like I was a guest more than a renter! Thank you so much.
Tiny home in Kissimmee
4.93 out of 5 average rating, 29 reviewsButterfly Creek, serenity & joy of nature's beauty
Tucked away within a neighborhood with lots of space to wander. Was nothing less than friendly all around. Very quiet and private area so no city noise was ever noticeable. She was just all around a amazing host, I highly recommend her and her space to anyone curious. I don't wanna give to much away but this is a guaranteed gem. Definitely gonna return to Florida again, and this is gonna be my top pick to go to foremost. Many thanks to Nancy for everything.
Tiny house rentals with outdoor seating
Guesthouse in Orlando
5 out of 5 average rating, 223 reviewsLivingston Pool House- In The Heart of Downtown
My wife and I loved our little weekend getaway. Place feels like a private oasis. Absolutely beautiful and well kept. Located near some great restaurants in the area. Can’t wait to come back and hopefully stay longer.
Townhouse in Kissimmee
4.96 out of 5 average rating, 180 reviewsBE OUR GUEST! Close to Disney and Universal - Pool
The home was beautiful. She literally has everything you need. I'm always in the area and this is definitely going to be my go to spot. The location was great and just overall relaxing felt very at home.
Tiny home in Kissimmee
4.95 out of 5 average rating, 81 reviewsLuxury Tiny Cottage. Only 5 miles from Disney!
We had a great time here. The house is in a quiet location on a campsite. There are many places to eat and shop nearby. The short distance to the Disney parks was really good. A short trip back in between was no problem. Everything was just like in the pictures.
Guesthouse in Orlando
4.87 out of 5 average rating, 368 reviewsGarden Cottage Efficiency
This place was such a wonderful find! We needed a place to crash after a show at the Plaza and this was in the perfect location. Not only were we able to get a great night’s sleep, but the decor was super cute. Both outdoors and indoors had great style: a magical cottage in a tropical paradise. We even had a welcoming committee of a very sweet kitten! Ricardo was also a wonderfully responsive host. We’re grateful for his hospitality and would stay again.
Home in Orlando
4.81 out of 5 average rating, 293 reviewsCharming Central Orlando Home w Private Yard Porch
Cozy and quaint, always love staying in Azalea Park, nice neighborhood. Close to everything. Would stay again.
Guesthouse in Thornton Park
4.99 out of 5 average rating, 242 reviewsBlack House- Private Cottage in Thornton Park!
David was an incredible host. My boyfriend and I came to Orlando for a music festival, and decided to stay an extra night because everything was so enjoyable from the moment we arrived. David gave us a tour of the beautiful houses and new tree house he built, and we enjoyed amazing tea and little treats while feeding the koi fish. David was very accommodating and made sure we knew he was only a text away. We would definitely stay here again if we had the chance.
Guest suite in Orlando
4.95 out of 5 average rating, 103 reviewsThornton Park Loft Studio
We only stayed a short time, but LOVED our time there. Thoughtfully decorated with everything you need and more! Thank you for taking us in on such short notice.
Tiny home in Kissimmee
4.89 out of 5 average rating, 36 reviewsCottage near Disney World
Cute little mobile home in a quiet area. Much larger than it looked in the photos. Great desk space (I was on a working trip) and solid WiFi. Furnishing had a little 70s vibe, but in a good way - kind of a time capsule, warm & fuzzy reminiscence. I extended my stay without issue. Can’t wait to come back!
Quick stats about tiny house rentals in Kissimmee
Total rentals
40 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
2.6K reviews
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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