Located in Florida’s Osceola County, Kissimmee is just around a 30-minute drive from Orlando. The family-friendly city is favored by travelers because it is near several amusement parks. Tourists can stay in Kissimmee and drive down to Walt Disney World Resort in less than half an hour. You can also explore plenty of scenic spots in Kissimmee. Go fishing at Kissimmee Lakefront Park or plan a family trip to Lake Tohopekaliga. Other must-visit spots include Shingle Creek Regional Park and the city’s entertainment district. During your vacation here, stay in top-notch accommodations in upscale neighborhoods for an overall comfortable experience. Read on below to get acquainted with the top luxury Airbnbs in Kissimmee, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 08, 2024.
1. Elegant Airbnb with themed rooms (from USD 246)
Located in the beautiful Terra Verde Resort, this seven-bedroom home is undoubtedly one of the top luxury Airbnbs in Kissimmee. The accommodation is a great choice for a group of friends on a vacation or families visiting with children. It has a Marvel-themed games room with an air hockey table, a pool table, and a TV that will keep you entertained for hours if you prefer to stay indoors. Other rooms have a Minion theme, a Mickey Mouse theme, and a Star Wars theme.
You can relax in the covered pool or on the patio, both of which offer views of the lake.
Top guest reviews
Amenities & Room:
the beds were very comfortable and the view was perfectgood rental with a great view from the poolthe heated pool and full game room kept the children constantly entertainedthe view from the pool was awesomekids absolutely enjoyed sleeping in all the themed roomsCleanliness:
very clean quiet & comfortable environmentvery clean welcoming and beautifully decoratedthe place was cleanour stay was awesome the house is gorgeous clean and the community was extremely peacefullooks just like the pictures and it was very cleanHost:
the owners did a wonderful job including everything we could usethe owners were prompt in their responses to any inquiries and their assistance was greatly appreciatedthe owners were prompt in their responses to any inquiries and their assistance was greatly appreciatedit was all very easy and the hosts were easy to get ahold of and very responsiveRead more reviewsLocation:
the house is beautiful location is perfectbeautiful kitchen and great locationfantastic place and a fantastic locationi love the walk in closetsomgggg i love love love you guys (website hidden by airbnb) beautiful and fairly close to everything
2. Harry Potter-themed mansion (from USD 201)
This holiday home is located within a short distance from The Wizarding World of Harry Potter. It’s the perfect accommodation for fans of the series. With an enchanted Hogwarts theme, this property features a living room with a number of books that will make you feel like you’re in the magical dormitary. A number of board games and a wooden chess board await you at this Airbnb vacation home, too.
Each of its rooms has been designed to mimic the colors of the four Hogwarts Houses, so it’s up to you to decide where you belong.
Top guest reviews
Amenities & Room:
we do wish there would have been a closet or space for a ‘cupboard under the stairs’ roomif you are a potter fanas a big harry potter fan i loved staying herethe house slept six of us with room to spare so sleeping 10 would be easynicely decorated and decent communication until the a/c wasn't workingCleanliness:
however i recommend buying your own cleaning supplies to clean up common area placesthe place was cleanhouse was very cleanwhen we arrived the house was clean and stocked with all the necessitiesvery clean and spacious plenty of room for a big family to be comfortableHost:
the host was amazing and always responded to our questionseverything was awesome the hosts were great with communicatinghosts are extremely gracious and responsivewe had a fantastic stay here the hosts were very attentive and super easy to reachthey were very communicative before and throughout our stay to ensure everything was smoothRead more reviewsLocation:
what a great place to get awayotherwise this place is very cool and convenient for a large familya great place for potter heads
3. Spacious home close to major attractions (from USD 154)
Staying at this property allows you to be close to Florida’s world-famous attractions. Major points of interest, such as Disney World, SeaWorld Orlando, Universal Studios, ESPN Wide World of Sports Complex, and various shops and restaurants, are within easy reach from here.
This six-bedroom rental is ideal for a big family visiting Kissimmee. A dedicated workspace and Wi-Fi are available here, making this suitable for travelers who want to catch up with work during their vacation. To relax, take a dip in the pool or unwind in the spacious living room. In the backyard, you can find a spa pool, as well. You will also have access to a communal fitness center, pool, and sports facilities.
Top guest reviews
Cleanliness:
very nice clean modern houseeverything was clean and sparklingeverything is clean and communication is very goodHost:
what more can you ask for from a host??thank you glasstoneRead more reviewsLocation:
i would recommend this place for sure just to keep in mind all aspects of consideration
4. Private abode with cinema (from USD 763)
This luxury home is located near The Loop, which means you are never too far away from shopping, dining, and entertainment options. This Airbnb vacation home features 9 bedrooms, majority of which have a queen-sized bed, ideal for up to 20 guests. Enjoy mesmerizing views of the sunset from many parts of this holiday home, including the swimming pool with a hot tub. The accommodation also has its own cinema and games room.
Private entrance to the property ensures the safety of guests at all times. For added convenience, the driveway can fit up to seven cars.
Top guest reviews
Amenities & Room:
* kids and adults loved watching movies in the theater room* was a treat to watch the super bowl on the massive tv in the family areaCleanliness:
this house is perfect clean and the privacy for all roomsvery clean and layout of the house was very open and functional* sparkling clean when we checked in made us feel immediately comfortable and safegreat house clean and great for our large group we would definitely stay againwe had a wonderful time with our family and the place was sparkling cleanHost:
amazing home amazing hostselaine & jorge were great hoststhey were quick responders very kind and over all amazingelaine & jorge are amazing hosts the house was beautiful and just as expectedgreat full patio the host was very responsive and the house was fully loaded coming back againRead more reviewsLocation:
highlights:* location within the estate is fabulous so private with the amazing wetlands outlookthis place was a wonderful place to stay at
5. Cozy home for 16 (from USD 260)
Surrounded by greenery and a tranquil atmosphere, this rental is a great holiday home for up to 16 people. The availability of a travel cot, children’s books and toys, a high chair, window guards, and board games make this property a great choice for those traveling with kids. Aside from six bedrooms, it has a full kitchen with a big island, a spacious living room, and a pool table.
Additionally, staying in this home meal you will have full access to the community clubhouse, gym, swimming pool, and hot tub. Take a leisurely stroll within Sonoma Resort at Tapestry, which has several artificial lakes, as well.
Top guest reviews
Amenities & Room:
house is very comfortable with lots of space for guestnice theater room on the second floor instead of an open loft areathe game room is a bonus to keep everyone entertainedif you want a beautiful home with a lot of space and a beautiful poolCleanliness:
very clean and plenty of spacehouse was super clean nice and biggreat house well kept and cleanthe house was sparkling clean and very well equipped for our staythe house was more beautiful than expected and really cleanHost:
she is an excellent hosthost is very responsive and helpfulbruna was a great host and was quick with communicatingbruna the host was very nice and responded quickly to any concernsbruna is a great host very responsive and helpfulRead more reviewsLocation:
the location is great and close to all shopping and parksthe house and location are fantastic only 20 min from airport shopping malls everywhere (just 5 min drive)it was perfect for our family trip to disney about 20 mins away from parkthis was a great place to stay new house with all features like the pool and jacuzziour stay at bruna’s place was excellent beautiful house and so nicely decorated
6. Tastefully decorated abode
Located in the charming Sonoma Resort, this vacation rental is a short drive from Disney Park and other points of interest in Orlando. The games room in this accommodation features a foosball table, a large wall-mounted TV, playing cards, and arcade basketball, making it a great spot for hanging out with friends.
Another spot guests can unwind in is the patio, which features comfortable sofas, sun loungers, and a heated swimming pool.
Kissimmee, Florida, United States
3.09 km (2.0 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Amenities & Room:
3 families (13 in total) had the most comfortable luxurious experience in this villathere was tons of room and so many useful amenitiesit has great amenities and a fantastic kitchen for family meal times and big tvs for cinema nightsthe property is clean with great amenities such the pool grill and gym in the communitywe enjoyed the large open space and the outdoor area including the poolCleanliness:
otherwise very clean insideit was clean and updatedthe house was really cleangreat place very comfortable and spacious and cleanit’s decorated beautifully and very cleanHost:
maintenance staff were kind and responsivecheck-in was easy and the host was responsive when contactedRead more reviewsLocation:
great location as wellbeautiful spacious villa in an ideal locationthis is a beautiful house close to the disney theme parks
7. Gorgeous 13-bedroom sanctuary by the lake
This luxury Airbnb in Kissimmee ensures a memorable vacation in Florida. Featuring 13 bedrooms and 10 bathrooms, this holiday home is spacious enough to accommodate up to 16 guests very comfortably. Go for a stroll by the lakeside or just read a book by the pool. Surrounding the pool are lots of sun loungers.
A well-equipped kitchen, a hot tub, and a gym are some other amenities here that will ensure that you have a comfortable and pampered holiday.
2.99 km (1.9 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Amenities & Room:
the huge island in the kitchen was amazing for entertainingthe rooms are beautiful and hugeCleanliness:
so nice and clean love every secondthe unit was clean and organizedthe place is beautiful everything was clean and tidy just as promisedthis place is so spacious clean and beautiful it was such a pain free experience checking in and outRead more reviewsHost:
romelia was a great host and responded quickly to any questions or concernsvery friendly host and very reasonable and responsiveromelia was a great host and the house is able to accommodate a very large group
8. bedroom property with private pool
This property is located just minutes from Walt Disney World Resort and various attractions. However, just staying inside this house already guarantees a memorable vacation. This 12-bedroom mansion can comfortably sleep up to 16 individuals. They can relax in the private pool, bond in the games room, which comes with a gaming console and a pool table, or share stories in the spacious living room.
The home also features indoor and outdoor dining tables. Barbecue facilities are available on site should you wish to have a cook-out.
Kissimmee, Florida, United States
4.13 km (2.6 mi) from Congo River GolfAccommodates: 16
9. Stylish vacation home for families
Luxury defines this stylish property. This rental is located within Storey Lake Resort, and you’ll have full access to the large swimming pool, a nine-hole mini-golf course, a kids’ splash park, a lazy river, and waterslides.
The home itself is perfect for families. One of the six bedrooms has a Toy Story theme, while another room has a Frozen theme, making this property a great choice for travelers with kids. Another highlight of this holiday home is the Star Wars-themed games room. When it’s time for movie night, head to the Mickey Mouse-themed cinema.
599 meters (0.4 ft) from Congo River GolfAccommodates: 13
Top guest reviews
Read more reviewsAmenities & Room:
the theater room was amazing and our grandkids enjoyed the game room
10. Contemporary getaway with patio
This five-bedroom vacation rental with state-of-the-art furnishings and upscale interiors will make your holiday in Kissimmee unforgettable. Make a meal for yourself and your family in the fully equipped kitchen with modern appliances. There, you’ll find a refrigerator, a microwave, dishes and silverware, a dishwasher, a stove, an oven, a coffee maker and deluxe stainless-steel appliances.
The large living room, which has a flat-screen TV, leads to the patio and pool area. A game room with an arcade is also available for guests’ enjoyment.
800 meters (0.5 ft) from Congo River GolfAccommodates: 12
Top guest reviews
Amenities & Room:
excellent place with amazing amenities the pool is beautiful and the grill was outstandingeverything was great except the wifi was not good at alllovely decor lots of space screened and heated pool and jacuzziCleanliness:
great communication very clean and great locationthe house was beautiful and cleanvery clean and had everything we needed during our staythe place was really nice & modern looking and very cleanthe house was beautiful and cleanHost:
dennis was an awesome hostdennis was very responsive and answered any questions i hadthe host would respond quickly so that’s always goodRead more reviewsLocation:
the location was perfectlocation is excellent and neighborhood is nicethis house is in a great locationit’s a great place for your next vacation
Spend a memorable vacation in Kissimmee
The close proximity of Kissimmee to Orlando makes the city a perfect starting point for those who want to explore the area. Plus, it also has upscale communities with luxurious homes. For the best of both worlds, book one of the top luxury Airbnbs in Kissimmee, Florida, now.
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