Kissimmee is an ideal destination for family trips and group vacations. The unexplored adventurous activities and a wide array of popular theme parks have made the city more popular among tourists from all over the world. The Disney theme park and water parks in this city are here to excite the kids while thrilling endeavors are available to delight the adventure seekers. Universal Orlando Resort, Walt Disney World Resort, and SeaWorld Orlando are located in close vicinity of the city. Zipping via treetops, sliding through the Everglades headwaters, and flying high on a hot air balloon are some of the best activities to try in this amazing city of Kissimmee. The Florida Mall and The Mall at Millenia in Kissimmee offer the perfect shopping experience to visitors. Other must-visit places also include Lake Tohopekaliga and Windsor Hills Resort, which is a gated community in Central Florida offering amazing community amenities. To make you choose the right accommodation, we offer you the top vacation rentals in Kissimmee.
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 October 20, 2025.
1. Three-bedroom large villa in Kissimmee (from USD 129)
This luxury villa is located amidst a residential area in the Lakeside Estate. The villa’s prime location near the city center, supermarket, pharmacy, and gas station makes it convenient and comfortable for the guests. Disney World and Universal Studios can be reached within a 20 to 30-minute drive from the villa. Orlando International Airport is just a 17-minute drive away. A work desk, Wi-Fi, a TV, central heating, a washer, a dryer, a safety lock box, and bathroom necessities can be found in the villa. A beautiful pool area and a well-equipped kitchen are also available for use.
Kissimmee, Florida, United States
5.32 km (3.4 mi) from Kissimmee Lakefront ParkSuperhost
Accommodates: 8
Top guest reviews
Host:
the owner is really friendly and helpfulhighly recommend the host and the propertymr raymond was a wonderful hosthost was very easy to deal withraymond was a great hostLocation:
the location is fantasticthe location was goodclose to all the major attractionsgreat location for activity likeshopping was nice and close as wellCleanliness:
very clean and friendly place to stayit was very clean and the pool was a plusthe pool was covered and cleanthe villa was spacious clean and airythe beds were comfortable and the pool nice and cleanRead more reviewsAmenities & Room:
beds were super comfy and linen like newthe showering facilities were perfect the open planned area was hugevery nice place with a lot of space and room in a quit neighborhoodthere is plenty of room and a nice pool
2. Four-bedroom gated resort for families (from USD 174)
This luxury villa features a wonderful location only 8 km (5 miles) from Disney World and 3.2 km (2 miles) from plenty of shopping destinations and restaurants. The family room has a 58-inch LCD TV. The kids can have a great time with the game consoles available in the two bedrooms of this lovely villa. It is crafted elegantly with leather, natural stone, and wood furnishings. This gated facility provides secure accommodation for the guests. Staying in this upscale vacation home also comes with access to pool and workout center.
Osceola County, Florida, United States
6.68 km (4.2 mi) from Kissimmee Lakefront Park
Top guest reviews
Host:
He responds to all requests and enquires very quickly and provides you clear concise instructionsthe house was immaculate and the pool was great Very close to Disney attractions and about a half hour drive with traffic to Universal StudiosIn addition to the home the community clubhouse offers tons of amenities from pool to hammocks children's play area gym sauna hot tub and a movie nightYou will find two grills both looking very new there For families traveling with small children there are two clean strollersHome was very clean and well stockedLocation:
It was amazing we loved every minute of itIt is like walking into a lovely apartment in the Rue de la Paix in Parislose to SeaWorld and Aquatic Orlando WILL use the home againRead more reviewsAmenities & Room:
Each bedroom has a TV in addition to the large one in the living roomvery comfortable living environment and the pool was greatYou will find three lounge chairs by the pool and a lovely tile topped table that sits 5In the house you will also find two pack & plays and portable high chairs that you affix to the dining tableThis four bedroom house is decorated with Paris/French themed prints understated but very elegant without being intimidating It is furnished with everything you need - towels; bed linens; dishes ...
3. Terra Verde Resort
Terra Verde Resort features not only beautiful properties for rent but also popular amenities such as a heated pool, fitness center, theater room, playground, tiki bar, barbecue grill, and a fishing lake. The private spa facility enables the guests to rejuvenate and refresh from the stress of daily life. The guests can be mesmerized by the sunset views from the master bedroom of this resort. Each guest is provided with a private code to access their rooms during the stay. High-speed internet access is available at the gated luxury resort.
Kissimmee, Florida, United States
6.42 km (4.0 mi) from Kissimmee Lakefront Park
Top guest reviews
Host:
and she got back to me quicklyThe owner was very attentive communicating with us throughout the processHome was clean nice having a hot tub right out the back door along with all the perks Terra Verde offeredI had a question about the thermostat and messaged the ownerwasher dryer grillLocation:
LOL)The house is close to shops and other stores and it was not far from the parks Because the little ones get too tiredOverall great gated community easy access to ParksIt was a great location with lots to do nearby (natural springs Chocolate Kingdom restaurants and parks) and the pool to relax in back on property orThe location to the Terra Verde Clubhouse is so close and walkableExpect about a 22-25 min drive each day into the parks because of morning trafficCleanliness:
Townhouse was very clean and nicely decoratedThe townhouse was exactly as promised in the listing very clean and had everything we neededyour stay was spotlessly clean and home tastefully decorated neighbourhood quiet and very secure as gated communityThe house was recently renovated and everything was nice and freshRead more reviewsAmenities & Room:
The beds were comfortable and it looked likeThe fact that linens were provided was an added bonusit was wonderful to come home each night to a clean safe homeThe beds were very comfortableWell maintained home and amenities as depicted in photos Kevin P
4. Jenny’s studio
Staying in Jenny’s studio has so many advantages. This house vacation rental has close vicinity to the Kissimmee attractions, including the Walt Disney World. It also offers a comfortable stay in the middle of the serene surroundings. Located just a 15-minute drive from the nearest airport and a 25-minute drive to the theme parks, this Florida vacation home offers a fun-filled escape. The house includes a kitchenette with a fridge, coffee maker, and microwave which makes it ideal for families. Wi-Fi, an iron, a heating facility, hot water, free parking, and a smart lock are the facilities offered in the house. In addition to this, a delicious breakfast is served to the guests.
Kissimmee, Florida, United States
5.63 km (3.5 mi) from Kissimmee Lakefront ParkTop guest reviews
Host:
easy to find and easy to communicate with owner through emailall within budget iris was very accommodating had a great response time and made local recommendations available in advanceiris is a great and supportive hostiris was a great host i enjoyed the stay so much i will book her place againhost responded fast and was on location within minutes when asked for helpLocation:
good location and neat placeclose to the airport and attractionsclose to stores restaurants and attractionsgood location to where we wanted to bewe enjoyed the locationCleanliness:
super clean and nice placevery clean and tidyiris place was very clean and cozyit is very clean and nice decorstudio apartment sparkling clean and comfortableRead more reviewsAmenities & Room:
also the apartment was stocked full of amenities like coffee and even netflixclean towels soft bed nice tv coffee couch big showerthe bed was comfortable and the tv was easy to navigate and had access to most streaming serviceswe had a great stay in this apartmentthe bathroom is beautiful
5. Private studio with independent entrance
The Lilac House is a beautifully maintained vacation rental with attractive amenities. The accommodation can sleep two guests in their one bedroom with one bathroom. Located close to Walt Disney World and several restaurants, shopping areas, old town, and downtown Kissimmee, this vacation home offers a relaxing retreat to the occupants. The room looks like a private studio with a work desk, TV, ironing facility, Wi-Fi access, air conditioner, central heating, coffee maker, microwave, and refrigerator. A luggage storage facility is also offered to the guests.
Kissimmee, Florida, United States
2.75 km (1.8 mi) from Kissimmee Lakefront Park
6. Luxury house with free WIFI
This elegant house vacation rental is located in the heart of Kissimmee at Storey Lake Resort. This five-bedroom dream rental is great for group and family vacations. Free Wi-Fi is offered for all the guests of the house. A well-appointed kitchen, a dining area, and a breakfast bar are ideal for relishing the best homemade foods. A chic-style private screened pool in this house will surely excite guests of all ages. A TV, fitness room, heating facility, washing machine, iron, telephone, air-conditioner, and games room are the splendid attractions of this accommodation.
4734 Sleepy Hollow Dr.
8.39 km (5.3 mi) from Kissimmee Lakefront Park
7. Home close to Disney World
This privately owned estate home is well maintained with lavish facilities. Disney and Universal Studios can be accessed with just a 25-minute drive from the estate home. The vacation home has a well-designed pool with spectacular views of the sunrise and cypress trees. The kitchen is furnished with granite countertops and the necessary amenities. Wi-Fi is provided throughout the house. The guests can also enjoy outdoor activities as well as wildlife sightings during their Kissimmee vacation.
4.75 km (3.0 mi) from Kissimmee Lakefront ParkTop guest reviews
Host:
the owner is very friendly caring and accommodatingJust make sure if any small children and toddlers goThey also allowed us access to the house a little earlier when we asked and called us when the house had been cleaned and inspected to let us inThe convenience of having a washer and dryer helped with the wet bathing suits and not having to bring dirty laundry homeWe also saw many egrets and bald eaglesLocation:
It is a great location ChrisIt was located not far from many attractions in the areaso it's a quite area 24 hour Walmart almost within walking distanceThe garden backs directly onto a delightful lake and beyond that is a large wooded area of Shingle Creek Regional Park Access to the park is just 2 minutes away on 192and Enjoyed the swimming pool Quiet neighborhood and close to everythingCleanliness:
the neighborhood was quiet and the house cleanMaster shower needs soap dish to put soap barThe bath tub was lovely especially after a long day at the parksThe neighborhood was beautiful and very relaxing and quietRead more reviewsAmenities & Room:
The kids picked the room with the double bedsThe blind in the kitchen should be replaced and the door from the bathroom to the pool could use a curtain that isn't sheerit was just like the listingthe other room has a queen sized bedThe home is very cozy and it felt just like being at home
8. Family-friendly home
Step inside this spacious home which is perfect for group and family vacations. The house is located within a 20 to 25-minute drive to Universal Studios, Disney World, and International Drive. Set within a few minutes from the major shopping areas of Kissimmee, the home is ideal for taking a stroll in the streets of Kissimmee. This clean and safe vacation rental can ensure a peaceful holiday for the guests. A laundry facility is offered in the large garage of the house. A TV, an iron, a dryer, toilet essentials, an air conditioner, a heating facility, parking, and a pool are available in the house. A kitchen with basic facilities can be used by the guests of this family-friendly house.
Kissimmee, Florida, United States
7.91 km (5.0 mi) from Kissimmee Lakefront ParkTop guest reviews
Host:
owner was very responsivevery quick and helpful responsesvery responsive and attentive to questionschris was a great host with quick responses to all communicationgreat and cozy place quick responses which were really helpfulLocation:
good location only short distance from airportgreat location for a family vacationperfect location for all the theme parksi would definitely recommend chris’ place to anyone looking for a cozy location in lake nonagreat location and very responsive hostsCleanliness:
very clean and nice neighborhoodchris's house is clean nice and comfortablethe house is beautiful and very clean and very relaxingthe house was very clean and also very bigthe house was very clean and the neighborhood was very quietRead more reviewsAmenities & Room:
the beds were really excellent we loved the couch outsidepool furniture was high quality sturdy and comfortableprovided extras like air fresheners shower gels towels and toilet roll which helped us out a lotall beds were super comfortablethe master suite was large with large closets nice shower and overlooked the amazing pool
9. Venetian Bay Villages Resort
Venetian Bay Villages Resort is an incredible accommodation with a stunning lake view. Universal Studios is just 24.1 km (15 miles) away from the resort while Walt Disney World can be reached within a 20-minute drive. It’s the perfect vacation rental for family vacations as there are outdoor swimming pools, two tennis courts, pool tables, a volleyball court, a kids’ play area, a fitness center, and a barbecue area. In-unit features also include Wi-Fi, air conditioning, a cable TV, and a DVD player. The guests will feel secure in their 24-hour gated security premises. For shopping freaks, there are Orlando Premium Outlets within 16 km (10 miles) from the resort.
Kissimmee, Florida, United States
4.56 km (2.9 mi) from Kissimmee Lakefront Park
Top guest reviews
Host:
The owner was in contact with us which made everything so personablegated community pool was great overall super experienceMr Hug was awesome and made sure I knew everything i needed to know before check inThe owner was great to work with Would definitely visit this location againBeautiful home spacious close to attractions Will definitely stay there againLocation:
The complex is guarded and seems a very nice safe placeIt's on a great community and not far from anythingIt is in a great location within the development and close to all the Disney attractionsPerfect house in a great area Close to everything you want to do when in Orlando 10/10There is a large supermarket a few minutes awayCleanliness:
It was clean and spaciousOur unit was spacious and beautifully decoratedThe resort itself is very very well presented and cleanUpon arrival the smooth check in were a plusThe apartment were very clean And comfortableThe home was clean and spacious for our family of 4Read more reviewsAmenities & Room:
the condo had all the amenities that we needed even coffee filters plenty of space when our daughter and 2 children visitedIt was nice having 2 bedrooms upstairsThe home is stocked with all that's needed to prepare mealsWe totally enjoyed our stay in this town home One of the polls is right across the parking lot from the homeThe beds were comfy heated pool and hot tub located right outside of our door
10. Charming lake home
This 3275-square-foot (304-square-meter) dream rental is designed with luxury and opulence. The kitchen in the house includes a dishwasher, refrigerator, microwave, coffee maker, and toaster. The house is furnished with high-end amenities like a private pool, a spa, an outdoor grill, a fitness room, and a dining area. A beautiful lawn area soothes the mood of the guests and makes it a perfect place to spend leisurely evenings. A foosball and ping-pong table along with various other fun-filled games in the entertainment room is ideal for family fun. In addition, staying in this rental also comes with access to the Clubhouse Resort, which features a restaurant and swimming pools with a lazy river. The house has a perfect location near Disney, Disney Springs, dining options, and shopping areas.
Kissimmee, Florida, United States
8.46 km (5.3 mi) from Kissimmee Lakefront Park
Top guest reviews
Host:
Again instructions re recycling of wasteHowever the owner responded quickly to our emails; and refunded the additional charges for grill and pool heatingSplash pool is awesome full size gas grillWe had a minor issue that needed fixing and they were very responsive and super friendlyThe added benefit was the common pool area with a very nice pool and lazy riverLocation:
Convenient to all parks but need lots of quarters as there are tolls everywhereNo plastic glasses to use around pool areaNo instructions regarding tv usage and lots of remotes to choose from or instructions about where to put trash or hours for community center or events at the centerManager got right back to me on every email on the way down-The resort water park is wonderful Daily trash pickup is a plus as wellCleanliness:
no can opener tea towels dish clothRead more reviewsAmenities & Room:
There was plenty of room for everyoneThe children enjoyed the game room and pool as well as the bunk-bed arrangementThe house is immaculate great open spaceseveryone felt like they had plenty of space andAdditional fees tacked on for heating pool and use of the grill was pretty weak Should not be
A fun-filled vacation at Kissimmee
Discover the joy of traveling by exploring the beautiful city of Kissimmee. Take your pick from this collection of vacation rentals and enjoy the most memorable vacation ever.
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