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.
Great places for a drink in Kissimmee
Formosa Winery Tasting House: Offering over 50 international wines on tap, draft beers, and seasonal delicacies, Formosa Winery Tasting House is a great place to spend an afternoon. I’d love to try out one of their bottomless mimosas!
Vintage Vino Wine Bar: The Tuscan-themed wine/beer/cheese bar will be a great spot to relax with friends.
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 October 25, 2025.
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More information about booking an Airbnb in Kissimmee
Kissimmee is a popular destination due to its proximity to various theme parks in the area, and the average rate for a single home in the area is about 174 USD, according to reports on Awning.
Take note that the State of Florida is currently moving regulations against short-term rentals. So keep yourself updated on the regulations in order to have a hassle-free vacation.
1. Elegant Airbnb with themed rooms (from USD 913)
Best for: Families with kids, group stays
Located in the beautiful Terra Verde Resort, this seven-bedroom home is undoubtedly one of the top 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. I might not even leave the home at all with these many recreational amenities available! 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.
Luxury amenities to indulge in: Heated private pool, game room, themed bedrooms, private hot tub, luxurious decor
More information from the hosts, Luis & Tati:
- Beaches: Cocoa Beach; Playalinda Beach
- Theme Parks: Busch Gardens; LEGOLAND Florida Resort
What guests loved about this luxury Airbnb:
“Perfect place to stay with a larger group. The kids loved the theme rooms and really enjoyed the pool. The location was perfect for Disney and our competition at wide world sports. The owners were great and responded to us within minutes. Would highly recommend!!!” - by Kim (Sugar Grove, Illinois)
“We went as a family trip to celebrate my son’s 6th birthday. Everyone fell in love with the house especially the “Game Room” and theme bedrooms.” - by Carolina (New Jersey, United States)
Kissimmee, Florida, United States
4.05 km (2.6 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Host:
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 responsiveLocation:
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 everythingCleanliness:
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 cleanRead more reviewsAmenities & 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 rooms
2. Cozy home for 16 (from USD 1039)
Best for: Group stays, families with kids, pet parents
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.
Luxury amenities to indulge in: Private pool, hot tub, 24-hour gatekeeper, access to a clubhouse with shared pool, hot tub, and waterfalls, themed children’s room, home theater room, gourmet kitchen
More information from the Superhost, Bruna:
- Drinks and Nightlife: Bahama Breeze (good music and family dining spot); Disney Springs (great food and drinks and even a show by Cirque Du Soleil)
- Parks & Nature: Moss Park (boating and jet skiing spot)
What guests loved about this luxury Airbnb:
“Beautiful home. Enjoyed the space for large family gathering. Pool and game room were especially nice for our grandkids. Peaceful neighborhood. Bruna was very responsive to any of our needs.” - by JoAnn
Kissimmee, Florida, United States
2.83 km (1.8 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Host:
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 helpfulLocation:
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 decoratedCleanliness:
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 cleanRead more reviewsAmenities & 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 pool
3. Harry Potter-themed mansion (from USD 373)
Best for: Families with kids and infants, group stays
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 Airbnb with a pool features a living room with a number of books that will make you feel like you’re in the magical dormitory. 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. I feel like it will be a great place to bring the kids.
Luxury amenities to indulge in: Swimming pool, Nintendo Switch, covered patio, hot tub
More information from the Superhosts, Alex and Sofi:
- Food Scene: El Tenampa Mexican Restaurant (authentic Mexican food at great prices); Lakeside Bar + Grill (excellent waffles and Eggs Benedict)
- Sightseeing: Shingle Creek Regional Park (offers kayak/canoe/paddle board rentals)
What guests loved about this luxury Airbnb:
“This Air B&B was perfect for out family. My kids loved the decorations and had a blast with the Harry Potter robes and wands. The pool was perfect.” - by Cassi
“Amazing home for any Harry Potter fan! My family thoroughly enjoyed the home and the pool/hot tub is a big bonus and a great way to relax after a long day at the parks.” - by Nick (Magnolia, Texas)
Kissimmee, Florida, United States
4.35 km (2.8 mi) from Congo River GolfSuperhost
Accommodates: 12
Top guest reviews
Host:
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 smoothLocation:
what a great place to get awayotherwise this place is very cool and convenient for a large familya great place for potter headsCleanliness:
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 comfortableRead more reviewsAmenities & 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 working
4. Spacious home close to major attractions (from USD 962)
Best for: Families with kids, group trips, outdoor enthusiasts
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. I might just prefer to soak in the pool all day. 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.
Luxury amenities to indulge in: Private pool with optional heating, free starter kit, free high-speed Wi-Fi, access to clubhouse with lazy river, splash pad, water slides, fitness center, basketball and sand volleyball court, tiki bar, ice cream shop, kayaking, and mini golf
What guests loved about this luxury Airbnb:
“We stay here for a multi-family Disney trip and couldn’t have been happier. We comfortably fit 4 couples and 2 kids and the house didn’t feel crowded or uncomfortable. The kids absolutely loved the pool, which was super warm/comfortable after we paid for pool heat in February.” - by Brittany
“We used the clubhouse and had a lot of fun there with the mini golf and community pool and just hanging out alongside the kayak area. The only downside was the bar line was always very very long.” - by Alex (Sioux Falls, South Dakota)
Kissimmee, Florida, United States
847 meters (0.6 ft) from Congo River GolfAccommodates: 12
Top guest reviews
Host:
what more can you ask for from a host??thank you glasstoneLocation:
i would recommend this place for sure just to keep in mind all aspects of considerationRead more reviewsCleanliness:
very nice clean modern houseeverything was clean and sparklingeverything is clean and communication is very good
5. Private abode with cinema (from USD 1700)
Best for: Group stays, families with kids and infants
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. I’m already planning a movie night here!
Private entrance to the property ensures the safety of guests at all times. For added convenience, the driveway can fit up to seven cars.
Luxury amenities to indulge in: Private heated pool, pool toys, access to clubhouse with gym and pool, hot tub, game room, theater room
What guests loved about this luxury Airbnb:
“Amazing home with tons of space. We had a group of 8 people and everyone had their own room. Location within the community was right next to the clubhouse with a huge side yard of grass to use. Pool and outdoor area was great to hangout at as well. And WOW the movie theater was better than expected! Great picture and even better sound. House had everything you need and more. ” - by Zander (Fort Lauderdale, Florida)
“The theater room was better than going to the movies! The sound system in there was top of the line. The game room was a nice touch and was a lot of fun. The pool and hot tub were very refreshing and used all the time.” - by Thomas (Evesham Township, New Jersey)
Kissimmee, Florida, United States
2.57 km (1.6 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Host:
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 againLocation:
highlights:* location within the estate is fabulous so private with the amazing wetlands outlookthis place was a wonderful place to stay atCleanliness:
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 cleanRead more reviewsAmenities & 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 area
6. Tastefully decorated abode (from USD 293)
Best for: Families with kids, group trips
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.
Luxury amenities to indulge in: Games room, heated swimming pool, stunning designs, chic decor, stylish furnishings
Kissimmee, Florida, United States
3.09 km (2.0 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Host:
maintenance staff were kind and responsivecheck-in was easy and the host was responsive when contactedLocation:
great location as wellbeautiful spacious villa in an ideal locationthis is a beautiful house close to the disney theme parksCleanliness:
otherwise very clean insideit was clean and updatedthe house was really cleangreat place very comfortable and spacious and cleanit’s decorated beautifully and very cleanRead more reviewsAmenities & 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 pool
7. Gorgeous 13-bedroom sanctuary by the lake (from USD 540)
Best for: Group stays, outdoor enthusiasts
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.
Luxury amenities to indulge in: Large pool, gym, hot tub, lakefront location
2.99 km (1.9 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Host:
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 groupCleanliness:
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 reviewsAmenities & Room:
the huge island in the kitchen was amazing for entertainingthe rooms are beautiful and huge
8. Large property with private pool (from USD 348)
Best for: Families with kids
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.
Luxury amenities to indulge in: Games room, pool table, private pool, spa whirlpool, chic furnishings, themed bedrooms
Kissimmee, Florida, United States
4.13 km (2.6 mi) from Congo River GolfAccommodates: 16
9. Stylish vacation home for families (from USD 281)
Best for: Families with kids
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.
Luxury amenities to indulge in: Resort amenities including a swimming pool, nine-hole mini-golf course, splash park, splash park, and waterslides, themed bedrooms, movie room
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 (from USD 390)
Best for: Outdoor enthusiasts, families with kids
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.
Luxury amenities to indulge in: Pool, game room with arcades, themed bedrooms
800 meters (0.5 ft) from Congo River GolfAccommodates: 12
Top guest reviews
Host:
dennis was an awesome hostdennis was very responsive and answered any questions i hadthe host would respond quickly so that’s always goodLocation:
the location was perfectlocation is excellent and neighborhood is nicethis house is in a great locationit’s a great place for your next vacationCleanliness:
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 cleanRead more reviewsAmenities & 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 jacuzzi
Luxury Airbnbs near Kissimmee
If you need more options, you can check out these luxury Airbnbs situated quite close to Kissimmee.
11. Spacious rental with a Harry Potter-themed room (from USD 3332)
Best for: Families with kids and infants
This spacious villa decorated tastefully with modern furnishings is situated in a protected area of the posh Reunion Resort. It has two themed bedrooms reflecting scenes from two kids’ favourites - Harry Potter and Frozen.
The property boasts a luxurious home theatre and a striking game room with arcade machines for entertainment. It also features a gourmet kitchen and a huge dining table. You can take your morning coffee on one of the two balconies with pool views.
Outdoors, there’s a pool with a cascade feature, a spa and a large patio for relaxing afternoons. Prepare a barbecue on the outdoor grill or make your favourite food in the summer kitchen. The villa features views of the resort’s golf courses. Guests are free to enjoy amenities at the resort, including a golf course, water parks, a fitness centre, and pools.
Kissimmee, Florida, United States
15.12 km (9.4 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Host:
great host quick response timethe host are awesomecrystal is such a good host toogreat host and property was excellentcrystal and her husband david were very responsive and great hostsLocation:
it was in a perfect locationbeautiful home a great location and perfect for a large familyCleanliness:
beautiful clean and in a nice areawe spent a day at the reunion water park which was clean and well designedcrystal is a fantastic host and the property is beautiful and very cleanamazing place with lots of room cleanliness and great viewsthe house is spacious furnished nicely and stocked with everything you need for a relaxing stayRead more reviewsAmenities & Room:
the house has a fabulous game room that children of all ages will loveall amenities are as listed bedrooms and bathrooms were greatabsolutely magical place the highlight of course was the pooleveryone had their own space and en-suite bathroom would definitely recommend to large groupswe loved sitting by the pool and using the grill
12. Elegant villa with a Cinderella-themed room (from USD 3325)
Best for: Families with kids
Young guests will be delighted to see the large Cinderella-themed bedroom with a pumpkin carriage for a bed and bunk beds in an area that’s painted like a castle. Providing first-class entertainment, the home theatre comes with a surround sound system and heat massage reclining chairs. The game room boasts a fantastic Star Wars theme and includes a bowling table and ping pong table.
The villa also has two balconies overlooking the large pool with a waterfall feature and ambient lighting. There’s a lanai a fireplace and a kitchen. The rental is only 6 miles (9.6 kilometres) away from Walt Disney World Resort. You will have access to Reunion Resort, where you can hire a bike, hike trails or dine at one of the restaurants. The resort also has a water park, tennis courts and golf courses.
Kissimmee, Florida, United States
15.54 km (9.7 mi) from Congo River GolfAccommodates: 16
Top guest reviews
Host:
nice host and quick responsecrystal was a fantastic host thank youvery nice house and very responsive hostfantastic great host the place was cleanLocation:
beautiful home very spacious and great locationit is close to all the disney parks and made for a great family vacationCleanliness:
sparkling clean getaway and a must stay in orlando floridaRead more reviewsAmenities & Room:
this is a wonderful house and the cinderella room made my granddaughter’s weekbeds were comfy & the whole house was very family friendly
13. Sandpiper Shores (from USD 1052)
Best for: Pet parents, group trips, families with kids
This pet-friendly villa has a Hamptons-style interior that is bright and light. The house is dominated by soothing blue and grey shades. Children will love the game room with a special feature – a rock-climbing wall! Enjoy the outdoor area, which has a covered swimming pool, a spa, a barbecue grill and a large dining table. There’s an extra charge to heat the pool and spa.
Visitors can buy groceries at a supermarket close to the entrance or ask them to deliver supplies to the property.
Kissimmee, Florida, United States
12.74 km (8.0 mi) from Congo River GolfAccommodates: 14
Top guest reviews
Host:
the host are very kind and helpfulshe is so sweet attentive and accommodatingthank you again for hosting my familyvirginia was very responsive to any questions or concerns i had and was able to provide local recommendationstruly a family friendly and pet friendly homeLocation:
the location is excellent and so close to everythingthe location is amazinggreat house in a perfect location for any big family planning a disney tripthe community is gated quiet and safe and convenient to grocery stores and restaurantsbeautiful home very accommodating and fantastic location we would definitely stay here againCleanliness:
the house was clean and had everything one would need while on vacationwe loved staying at this house very nice clean and bighome was clean and welcoming the game room and pool/spa are a great additionRead more reviewsAmenities & Room:
beds were all so comfortablethe kids had a blast in the pool and the play roomeverything from the linens to the fully equipped kitchen made our stay extra specialthe decor is absolutely gorgeous and the beds were quite comfortable
14. Villa with Mickey and Minnie-themed room (from USD 825)
Best for: Families with kids and infants
This family-friendly villa is about 20 minutes from Disney theme parks. On the first floor, there’s a Mickey and Minnie-themed room, a soccer-themed room and a unique children’s playroom with a chalkboard on the wall. Enjoy playing pool, air hockey or video games in the game room.
There’s also a swimming pool and spa with a large pool deck and an outdoor dining table perfect for alfresco dining. The villa is next to the clubhouse of the Solterra Resort, which has a shared pool, lazy river, restaurant and playground - guaranteed to make your vacation exciting.
Davenport, Florida, United States
16.1 km (10.1 mi) from Congo River GolfAccommodates: 12
Top guest reviews
Host:
the host is very responsivemelanie was an awesome hostawesome home and resort very family friendly we will definitely be backmelanie the host communicated very well with us and made the entire process very smoothhost was very responsive when we had a questionCleanliness:
very clean and comfortablevery clean with plenty of room for everyonethe house was extremely cleanvery spavious and cleanwe had 10 people in the house and it was quite spacious and comfortable for all of usRead more reviewsAmenities & Room:
the private heated pool and spa were great and relaxingthe house was immaculate the decor was beautiful each room had its own style just gorgeousthe beds were very comfortable as well
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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