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Tiny house holiday rentals in Kissimmee

Find and book unique tiny house rentals on Airbnb

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Popular amenities for Kissimmee tiny house rentals

Family-friendly tiny house 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.
Top Guest favourite
Guesthouse in Windermere
4.94 out of 5 average rating, 269 reviews

Paradise nook near Orlando's theme parks

SarahRating, 5 stars1 month ago
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!
Guest favourite
Cottage in Kissimmee
4.86 out of 5 average rating, 462 reviews

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

HeidiRating, 5 stars5 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 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.
Guest favourite
Cottage in Kissimmee
4.93 out of 5 average rating, 405 reviews

Bungalow cottage close to Disney Universal, for 4!

MayaRating, 5 stars1 month ago
A lovely cozy tiny house. All themed parks can be reached in about 30 minutes. Walmart around the corner The house has everything you need. The only thing you might miss is a barbecue. Oh and I looked for scissors in vain. The house is not brand new, which you also see in some places, but it is clean and cozy. We had a lovely time there.

Tiny house 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 stars6 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 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
Guesthouse in Orlando
4.93 out of 5 average rating, 82 reviews

Tiny House | Airport & Downtown Orlando 15 Min

GeimaRating, 5 stars1 week ago
I had a very good experience, the place was very beautiful, clean, and cozy. The host was very attentive.
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 Orlando
4.98 out of 5 average rating, 219 reviews

“La Casita” Tiny home with private yard

VirginiaRating, 5 stars5 days ago
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!
Guest favourite
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 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 Orlando
4.97 out of 5 average rating, 29 reviews

Villa Palmera’s Secret Oasis

CraigRating, 5 stars2 weeks ago
Lovely little tiny home in a quiet neighborhood. Self check in was a breeze. We had an early flight and this was just 15 minutes from MCO so it was perfect. We didn’t get a chance to use the fire pit but it looked amazing and had a hammock close by. Wife is saying she wants to go back to just relax when we have more time so I’m sure we’ll be back soon.

Tiny house rentals with outdoor seating

Guest favourite
Guesthouse in Orlando
4.86 out of 5 average rating, 400 reviews

Garden Cottage Efficiency

SenchaRating, 5 stars5 days ago
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.
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
Superhost
Guesthouse in Orlando
4.8 out of 5 average rating, 200 reviews

Cozy City Home 15 Min Away From MCO

MonicaRating, 5 stars2 weeks ago
Felt safe to stay in and very private
Top Guest favourite
Guesthouse in Thornton Park
4.99 out of 5 average rating, 249 reviews

Black House- Private Cottage in Thornton Park!

AlondraRating, 5 stars3 months ago
Perfect place, perfect location, perfect experience. Thank you for the excellent hospitality David. We felt at home during our stay and had a great time enjoying the amenities. 100% recommend. Respectful and trust worthy host. Clean space
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
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!
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
Top Guest favourite
Tiny home in Kissimmee
4.97 out of 5 average rating, 69 reviews

!A Young Fun Tiny Home @ Disney!

AshlynRating, 5 stars4 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.

Quick stats about tiny house rentals in Kissimmee

  • Total rentals

    40 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    3K reviews

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore

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  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Tiny house rentals