Armed with the cheerful combination of sunny skies, sparkling bodies of water, and fun-filled attractions, Kissimmee is a bold destination in the heart of Florida. This is an ideal venue for a family getaway, and you must especially include in your itinerary a trip to Kissimmee Lakefront Park where picnic grounds and walking trails are abundant. If you don’t want to miss the wild coaster rides, make sure to go to Fun Spot America. You can also sign up for the guided tours offered at the Pioneer Village, which displays pre-modern living for tourists to see. Another point of interest is the Congo River Golf where you can play miniature golf with the rest of your family!
Mark this city for your next family holiday, and make it extra fun by checking out the top Airbnb tiny houses near Kissimmee, Florida, for your stay.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Semi-rustic home in the heart of Florida (from USD 75)
With a perfect blend of rustic and cheerful, this small house in the heart of Florida promises a rejuvenating holiday. Feel free to unwind on the porch with a cup of coffee or enjoy a dip in the saltwater pool. You can also go to the on-site gym if you’re craving some physical activity.
Are you bringing your own car? Don’t worry because parking space is available on the premises. Additionally, access to the in-house resort facilities is a privilege that guests can enjoy.
Top guest reviews
Amenities & Room:
the air worked great the house stayed cool lots of ceiling fans and tv’s in each roomi felt safe comfortable and fully relaxedit was comfortable for 2 of usCleanliness:
house was very clean and neatthe house was adorable super clean and convenientit was nice and clean very easy accessthe place is very clean and just as describedvery clean and well locatedHost:
jeremy is very easy to communicate with and very responsivethe host was wonderful and communication was greatclose to everything the host was super helpful and accommodatingjeremy was an amazing host the house was cozy and clean i would definitely go backRead more reviewsLocation:
this is the best little place it is conveniently located and has such a cute atmospherethe location and surrounding areas are aesthetically pleasingclose to amazing food options and entertainmentgreat tiny house and nice quiet neighborhood close to restaurant and starbucksloved this place so cute and comfortable
Superhost
2. Chic accommodation for a family (from USD 125)
This tiny Bohemian home boasts congenial accommodation with lots of opportunities for fun. There are board games that you can enjoy with family and reading materials that you can pick up when you want some alone time. Access to the on-site resort facilities is another perk of staying here.
If you’re traveling for business, this chic property is ideal as it features a fast WiFi connection and a dedicated workstation. Further, you can always have a soak in the pool when you need a breather.
Top guest reviews
Amenities & Room:
having netflix in both rooms was a nice touchamazing small home super cozy definitely recommendand if you like family board games there are several in the tv cabinetCleanliness:
the house was clean and cozycozy and clean place to stayplace was gorgeous spotless comfy and cozythe house was also super cleanit was fairly clean but warm water in shower lasted maybe 2-3 minutesHost:
beautiful home the host is very professional and responsive to any questions that came upthank you keisha for being a wonderful hostthe host is very thoughtful and really cares about you having everything you needkeisha was a very responsive friendly hostthis host is super kind and the stay is well worth itRead more reviewsLocation:
perfect location and great place to staybeautiful home in a great locationlocation was perfect for our trip to disney & universalgreat location listing description is accuratethis is an immaculate guest space in a great location for a great price
3. Charming cabin with a workstation (from USD 122)
Refreshing perfectly describes the vibe of this little cabin that features a sunny patio with a comfy seating area. It is a pet-friendly property, so don’t hesitate to bring your fur baby along. The lodging is also equipped with a workstation for guests who still need to work remotely.
Need a quick break? If you’re not lying down on the cozy bed, you can lounge on the hammock outdoors. At night, you can even light up the fire pit for additional warmth.
Top guest reviews
Amenities & Room:
jose’s stay was nothing short of amazing the actual room looks exactly like the pictures beautifulreally loved the design of this place it felt super cozy and the space was perfectRead more reviewsLocation:
great location to the parks and in a quite neighborhoodloved this place so cutewonderful cute little backyard private “cabin” in a quiet neighborhood
4. The Venice (from USD 120)
Indulge in a peaceful lakeside retreat when you book this Airbnb for your next vacation. With its open-style design, this accommodation showcases a contemporary appeal. It even has a dedicated workspace and a WiFi connection that business travelers can appreciate.
If you’re looking for a new activity to try, kayaking or fishing on the lake is number one on the list. Having a barbecue in the yard is another option.
Top guest reviews
Amenities & Room:
super cozy with lots of fresh air and connection to the outdoors which i lovedthe place is cozy and stylish with a great view of the lakeit’s very peaceful and the lake views from the port window in the loft bed are very coolthere is a bed downstairs thankfullywe left the property to enjoy breakfast and then came back for our pontoon boat rideCleanliness:
very clean and cozyvery clean and everything smelled amazingspace was very clean and exactly as advertisedsuch a clean quiet and beautiful placethe interior was sparkling clean all glass or stone tileHost:
adam was a great hostthey are super nice hostsawesome little community of tiny home ownersour hosts were very friendly and checked on us to make sure we were settled incommunity is welcoming and friendlyRead more reviewsLocation:
this is an amazing locationsuper cute place to staythis place is great lovely location on a beautiful lakebeautiful and peaceful lakefront locationthis house has the perfect location on the lake
5. Cozy lodging in a cheerful neighborhood (from USD 124)
This cozy lodging, located in a cheerful neighborhood, has much fun awaiting you since you’ll be close to craft beer bars and breweries. It has a well-equipped kitchen and an outdoor dining area for whenever you want to stay on the property. The house is also equipped with heating and air conditioning facilities.
When you want to unwind, you can simply watch TV in the living room or lie on the hammock outdoors to get some sun.
Top guest reviews
Amenities & Room:
parking for two vehicles smart tv and quiet running a/cCleanliness:
everything was so clean and organizedRead more reviewsLocation:
lots of shops and restaurants near by and super close to main attractions in orlandothe place was cute and just the perfect size for 2 peoplea perfect place for a quiet get away in orlandothis was a lovely tiny home with a perfect location in a nice and quite neighborhoodits a cute little place only stayed for the night but will definitely have to book again
6. The Ritz (from USD 113)
This small container home offers a relaxing lakeside escapade. It boasts an outdoor fire pit surrounded by comfy seats, an ideal spot for nighttime conversations. There’s also an indoor fireplace that evokes a homey feel.
You can play board games with your companion or spend your time with the exercise equipment available. Of course, don’t miss a kayaking adventure on the lake.
Top guest reviews
Amenities & Room:
quiet and comfortable with a beautiful view of lake fairviewoutside in front of the house the wifi is gooda cozy living space with plenty of room with a beautiful lake front viewif you do not rely so much on wifi it’s definitely a place to go tothere were a lot of small thoughtful touches included when arriving that made the stay comfortableCleanliness:
it's clean and surprisingly spaciousthis space was sparkling clean it had everything you could need includedloved it very well decorated and cleanall the neighbors where friendly and the house was clean and spaciouswhile it is a cute place it wasn’t as clean as i would have likedHost:
adam was an amazing hostadam was a fabulous hostadam is an amazing hostadam and amber were great hosts and offered help throughout our stayadam and amber had very quick response and were so helpfulRead more reviewsLocation:
great location very spacious super cutegreat location loved living tinyan amazing place amazing locationloved the location right on the lake and the availability of boats to usethe ritz was a great place to stay
7. Small cabin ideal for a romantic escape (from USD 137)
Take your special someone out on a romantic getaway to this lovely cabin with a Romantic Revival concept. You can go on a coffee date in the yard, bike together, or treat yourselves to a kayaking experience on the lake near the property. There is also free driveway parking on the premises if you’re planning to bring a car.
One of the best treats for booking here is getting to have breakfast prepared for you during your stay. Moreover, the kitchen is well equipped if you ever want to prepare your own meals.
Top guest reviews
Amenities & Room:
really a nice place to stay the views are beautiful and the place is super cozythis cabin is sitting on a peaceful property with an emaculate private lake view from your cabin roomyou are able to see beautiful sunsets right from your bedCleanliness:
it was peaceful quiet and very clean the place was very nicely decorated and organizedpeaceful private clean the bed and pillows extremely comfortable and newthe property was super clean cozy and conveniently locatedHost:
the hosts were very kind and extremely quick to respondshe is one of the most kind hosts i have met funny very friendlywill definitely go back to elsie’s place they are very responsive and awesome hostelsie was very friendly and helpful with our stayamazing host great communication highly recommendedRead more reviewsLocation:
perfect place to relax and unwind
8. The Little Treehouse 2 (from USD 120)
Do you feel a need to reconnect with nature? Book your stay at The Little Treehouse 2, which features a rustic urban appeal made even better by the indoor fireplace. There’s a Keurig coffee machine if you need your caffeine dose while getting office stuff done at the dedicated workstation.
Once you have time to breathe, go down to the yard and take a seat on one of the benches. You can also take advantage of the available bikes for a leisurely ride.
Top guest reviews
Amenities & Room:
fresh towels coffee breakfast bars popcornthis place is super cute and cozy i would highly recommend over any plain old air bnbit is a small and cozy cabin-like place great for a single person or a coupleCleanliness:
the room was very clean and very comfortablethe unit was clean and access was very convenientvery clean and the interior design was gorgeouslittle treehouse 2 was absolutely amazing thoughtful touches clean cozy feel and the communication before check-in was excellentvery clean cozy and lots of special touches from the ownersHost:
amazing experience and super nice hostsit was so kind :)the hosts make sure you have everything you need and are comfortablewonderful hosts and perfect for a short visitdave and jean are great hostsRead more reviewsLocation:
the neighborhood was great as well close to downtown orlando and universal studio’s shopping mallsreally cute place we will definitely look here again next time we come to orlandoincredible place well decorated and a great place to stay it’s located right next to downtown and college parklocation was in a beautiful quiet neighborhood that was perfect for an early morning walkif we’ll come back to orlando we would definitely chose this place again
9. Pet-friendly nouse in a peaceful surrounding (from USD 60)
Nestled in a peaceful environment, this homey rental highlights a 5-star check-in experience. It is an air-conditioned property, and WiFi access is available throughout your stay. It is also equipped with a full kitchen and a cozy bedroom with extra pillows and blankets.
To fur parents out there, don’t think twice about bringing your beloved pet to this property, as the backyard space is more than enough for them to run around. You can also enjoy watching them while sipping coffee in one of the outdoor seats.
Top guest reviews
Amenities & Room:
it had a nice bathroom and we even found some croissants for breakfast as a gift from marythe casida was very comfortable and homeyCleanliness:
super clean and tastefulvery clean and tastefully decoratedspace was clean and affordablegreat peaceful stay clean comfortable well appointed spacemy boyfriend loved staying here soft bed cool a/c countertop and floors were spotlessHost:
mary was very thoughtful responsivemary was so sweet and informativemary is a spectacular host with an awesome lil dogi asked a good amount of questions and she was still so polite and helpfulRead more reviewsLocation:
the location was super convenient as wellthe bed was amazingly comfortable and the place was in a great location
10. Homey Airbnb with a large pool (from USD 75)
If you’re looking for an ideal venue to unwind, this little Airbnb with a homey vibe awaits you. You can fully enjoy a relaxing soak in the swimming pool or admire the beautiful garden view. The property’s well-furnished kitchen includes some barbecue utensils, so you can look forward to a meat fest during your stay.
This charming rental has a private yard where you can spend your lazy afternoons. Another hangout place is the screened patio with a cozy seating area and a TV.
Top guest reviews
Amenities & Room:
showering outside was a thrillgreat place to stay and enjoy the pool confortable bed and cool outdoor bathroom enjoyed my time thereHost:
our host was very friendlyjustin was very friendly and proactive at making sure i was comfortablecool little spot with a great hostthe host have a gorgeous home and are so welcoming responsive helpful and respectful and privatethe best experience you will have the surroundings are breathtaking host is readily available and courteousRead more reviewsLocation:
really cute and comfortable placethis is a very cute and quiet retreateverything was perfect and the place was so cute thanks againcute little place to stay we had everything we needed
Let Kissimmee charm you to an entertaining vacation
A world of family entertainment awaits any vacation in this charming city. You can join guided culture tours, discover fun walking trails, and jump on all the wild amusement rides you want. And for comfortable accommodation, make sure to stay in one of the above-mentioned top Airbnb tiny houses near Kissimmee, Florida.
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