Kissimmee, the biggest city in Osceola County in Florida, is close to a variety of amusements parks. It’s a short drive from the famous Walt Disney World Resort. Here, you can embark on kayak tours at The Paddling Center or explore the scenic Kissimmee Lakefront Park. Swim with manatees, also known as sea cows, who migrate to the warm springs and canals of Florida. And don’t worry - they don’t bite! There are lots of other activities to participate in, such as ice skating, helicopter tour, airboat tour, and deep-sea fishing. Thrill-seekers can zipline across alligator-infested waters. To have a memorable vacation in Kissimmee, make sure to book comfortable accommodation. Scroll down to find the best luxury villas near Kissimmee, Florida.
We handpicked these listings carefully, considering (wherever possible) host 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 April 13, 2024.
1. Spacious rental with a Harry Potter-themed room (from USD 1106)
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.
Top guest reviews
Amenities & 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 grillCleanliness:
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 stayHost:
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 hostsRead more reviewsLocation:
it was in a perfect locationbeautiful home a great location and perfect for a large family
2. Elegant villa with a Cinderella-themed room (from USD 1088)
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.
Top guest reviews
Amenities & Room:
this is a wonderful house and the cinderella room made my granddaughter’s weekbeds were comfy & the whole house was very family friendlyCleanliness:
sparkling clean getaway and a must stay in orlando floridaHost:
nice host and quick responsecrystal was a fantastic host thank youvery nice house and very responsive hostfantastic great host the place was cleanRead more reviewsLocation:
beautiful home very spacious and great locationit is close to all the disney parks and made for a great family vacation
3. The Palm View Estate (from USD 450)
Situated close to Disney’s Magic Kingdom, this property boasts a hot tub and a huge heated pool next to a Micky Mouse-shaped children’s pool. Visitors here can enjoy watching films in the home theatre on plush leather seats. The bedrooms are tastefully decorated and feature large flatscreens as well. Amenities for families with kids are provided here, including pool alarms on and a high chair.
There is a large lanai outdoors, along with barbecue facilities for a cookout.
Top guest reviews
Cleanliness:
we bought ant traps and had to clean them up before settling inthe home was very clean and the beds super comfortabletop notch service clean great pool and outdoor area great theaterHost:
the property manager was great & the owner was helpful & kindthe owners were great at answering all our questions before arrivalbut he was polite and helpfulRead more reviewsLocation:
location made it easy to see everything we wanted toowe enjoyed our stay the house is in a great locationit was just a easy and quick 10-15 min drive to disney parks and disney springs
4. Sandpiper Shores (from USD 676)
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.
Top guest reviews
Amenities & 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 comfortableCleanliness:
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 additionHost:
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 homeRead more reviewsLocation:
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 again
5. Gorgeous and secure villa with pool (from USD 489)
This spacious villa has various balconies, an elegant living room with a fireplace and a dining room with seating for 10. The gorgeous kitchen can seat six and features a kitchen island. There’s a lovely outdoor pool that can be heated for a fee.
The home is adjacent to a golf course designed by one of the best golfers of all time, Jack Nicklaus. Enjoy movies in the home theatre, which has seating for 10. There’s a game room with a pool table, two televisions and an arcade video game system for gaming addicts. The main suite features a huge walk-in closet that is sure to impress fashionistas. The villa also features a spacious furnished lanai where guests can lounge.
Top guest reviews
Amenities & Room:
the outdoor space was amazing - great pool and sitting spacethe 3 king beds (and unused double twins) were wonderfulthe house was so comfortable with plenty of spacethe pool and jacuzzi were great especially when you can watch the outdoor tv at the same timethe villa’s pool is wonderful whether you are in the water or just lounging with a bookCleanliness:
the house was exceptionally clean and comfortableclean wonderful pool great neighborhoodhouse was beautiful and very cleanthe property was gorgeous clean and the beds were unbelievably comfortableexcellent clean property and we enjoyed our stay in orlandoHost:
the owner thought of everything and the management company is excellent prompt and attentivetina h was also very helpfulthe support staff was great - we had some minor things but they took care of asapin-person customer service by the 5 star villas staff was integral to making our stay perfectionthe management team was very friendly helpful and responsive thank youRead more reviewsLocation:
excellent location very clean and wonderful layout
6. Upmarket Tuscan-style villa (from USD 369)
This secluded Tuscan-style villa is situated inside a golf estate, Reunion, and features a courtyard with a heated pool and a covered patio - exclusive to guests staying here. The kitchen, dining room and living room follow an open-plan layout, allowing guests to move about freely. There’s a beautifully manicured lawn and lush garden outdoors.
On sunny mornings, relax in the sun loungers by the pool with a book.
Top guest reviews
Amenities & Room:
the pool is perfectly configured to have both sun and shade options most times of the dayCleanliness:
very nice house which is clean and well-maintainedthe house was spacious clean and perfect for a group stayHost:
the hosts are extremely responsive to your questions and concernsthanks again to the hosts for a great stay and exemplary hospitalityoverall the property was beautiful and the owner was very responsiveelegant place hosts were very pleasant to talk tothe communication from the host was fantastic and it was yet another enjoyable stay at the propertyRead more reviewsLocation:
excellent location private gorgeous housebeautiful property in a wonderful private location at reunionperfect location to enjoy the parks without being stuck inside park hotels
7. Coconut Palm (from USD 337)
This modern villa is situated inside the Providence Golf Resort in Davenport. Coconut Palm features a screened-in swimming pool and is situated in a private cul-de-sac. All the bedrooms have televisions so you can binge-watch your favourite shows in bed. Even young guests are well catered to with a baby safety gate, a pool alarm, a pool barrier if needed, a baby crib and a high chair.
The estate’s scenic golf course has been designed by a respected architect, Mike Dasher. Guests may get to spot otters, deer and turkey on the course, as it is located near creeks and wetlands. The clubhouse offers certain facilities to guests, such as a restaurant, a tennis court, a children’s playground and a pool with a water slide. The property is 15 minutes away from theme parks.
Top guest reviews
Amenities & Room:
nice pool and deck area with new furniture and grillpool and all the amenities in the house were excellentthe pool was nice and having the heater was great with the cooler temperaturesevery bed in the house was like sleeping on cloudsnice little cul-de-sac with south facing private pool was just perfectCleanliness:
very clean plenty of towels and stocked kitchenvery clean and plenty of spacevery clean and plenty of spacethe house was clean and perfectit was very clean and the beds were quite comfortableHost:
the property manager and owner were great to work withthe hosts are easy to work withthanks to simon for being a gracious hostspecial mention to simon the owner for proving info and checking if all was ok during our stayeasy communication with owners and property management companyRead more reviewsLocation:
the house was in a great location and was centrally locatedexcellent property in great location for the parksgreat place to walkthe house is just like the pictures and in a very nice locationgreat neighborhood and it was easy to get to all the theme parks
8. The Formosa Grand (from USD 883)
This huge luxurious villa, inside the gated community of Formosa Inn Estate, overlooks a lake. It has elegant marble floors and pillars and high ceilings. The villa features a Star Wars-themed room, definitely a hit with guests. It also offers a game arcade and a home theatre for indoor entertainment, along with a baby grand piano for music lovers. A bar and a wine cellar await you as well. Relax in the hot tub after an eventful day.
The covered pool area overlooking the lake is a perfect place to relax on sunny days. There’s an outdoor kitchen and a spacious furnished patio as well.
9. Villa with Mickey and Minnie-themed room (from USD 278)
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.
Top guest reviews
Amenities & 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 wellCleanliness:
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 reviewsHost:
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 question
10. Luxury villa with TV in all bedrooms
This villa has televisions with cable connection in every bedroom and fast WiFi for surfing the net. Relax on the sofa set in the spacious main living area. The big sliding doors adjacent to the full kitchen lead out to a sunny patio - perfect for an afternoon snooze. Soothe your muscles in the spa or watch a movie in the home theatre in your free time.
The villa includes a large lanai with a furnished patio beside a splash pool and spa. Unfortunately, you won’t be able to use the adjacent resort’s facilities; but there’s more than enough to enjoy in the villa itself!
Superhost
Accommodates: 12
Top guest reviews
Read more reviewsLocation:
i highly recommend for anybody looking for a nice place to stay on their next vacation or getaway
Pamper yourself in a luxurious villa
If you enjoy theme parks and want to be close to Disney attractions, book a villa near Kissimmee in Florida. The villas offer superb facilities such as swimming pools, spas and game rooms. Many of them are next to security estates that offer various attractions such as water slides, tennis courts and golf courses, thus making your vacation memorable.
History
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