Villas in Kissimmee

Villas in Kissimmee

125 properties for Villas. Compare and book at the best price!

Popular Villas in Kissimmee

Villa for 6 people, with terrace in Kissimmee
Villa for 6 people, with terrace
3 bedrooms
8.4
(52 reviews)
from £138 / nightFREE cancellation
Villa for 6 people, with pool, child-friendly in Kissimmee
Villa for 6 people, with pool, child-friendly
3 bedrooms
7.0
(10 reviews)
from £102 / nightFREE cancellation
Villa for 6 people, with pool and balcony in Kissimmee
Villa for 6 people, with pool and balcony
3 bedrooms
from £78 / nightFREE cancellation
Villa for 10 people, with hot tub and terrace in Kissimmee
Villa for 10 people, with hot tub and terrace
4 bedrooms
7.7
(35 reviews)
from £146 / nightFREE cancellation
Villa for 8 people, with pool in Kissimmee
Villa for 8 people, with pool
4 bedrooms
from £114 / nightFREE cancellation
Villa for 7 people, with pool and hot tub in Kissimmee
Villa for 7 people, with pool and hot tub
3 bedrooms
8.6
(25 reviews)
from £87 / night
Villa for 12 people, with balcony in Kissimmee
Villa for 12 people, with balcony
6 bedrooms
8.2
(19 reviews)
from £246 / nightFREE cancellation
Villa for 6 people, with garden and terrace, with pets in Kissimmee
Villa for 6 people, with garden and terrace, with pets
4 bedrooms
9.7
(20 reviews)
from £143 / nightFREE cancellation
Villa for 10 people, with pool, with pets in Kissimmee
Villa for 10 people, with pool, with pets
5 bedrooms
from £136 / nightFREE cancellation
Villa for 8 people in Kissimmee
Villa for 8 people
4 bedrooms
9.8
(48 reviews)
from £172 / nightFREE cancellation
Villa for 6 people in Kissimmee
Villa for 6 people
3 bedrooms
10.0
from £174 / nightFREE cancellation
Villa for 8 people, with hot tub and pool as well as terrace and garden in Kissimmee
Villa for 8 people, with hot tub and pool as well as terrace and garden
4 bedrooms
9.4
(29 reviews)
from £259 / nightFREE cancellation
Villa for 8 people, with hot tub in Kissimmee
Villa for 8 people, with hot tub
4 bedrooms
10.0
(3 reviews)
from £190 / nightFREE cancellation
Villa for 8 people, with pool and garden as well as terrace in Kissimmee
Villa for 8 people, with pool and garden as well as terrace
4 bedrooms
10.0
(13 reviews)
from £301 / nightFREE cancellation
Villa for 8 people, with garden in Kissimmee
Villa for 8 people, with garden
4 bedrooms
9.4
(10 reviews)
from £171 / nightFREE cancellation
Villa for 8 people, with hot tub and garden in Kissimmee
Villa for 8 people, with hot tub and garden
4 bedrooms
8.7
(55 reviews)
from £153 / night
Villa for 10 people, with pool and view in Kissimmee
Villa for 10 people, with pool and view
5 bedrooms
9.4
(7 reviews)
from £340 / nightFREE cancellation
Villa for 8 people, with balcony/terrace and hot tub in Kissimmee
Villa for 8 people, with balcony/terrace and hot tub
4 bedrooms
7.5
(13 reviews)
from £326 / nightFREE cancellation
Villa for 10 people, with terrace in Kissimmee
Villa for 10 people, with terrace
4 bedrooms
8.2
(20 reviews)
from £191 / nightFREE cancellation
Villa for 6 people, with hot tub and garden in Kissimmee
Villa for 6 people, with hot tub and garden
3 bedrooms
8.3
(24 reviews)
from £198 / nightFREE cancellation
Villa for 8 people in Kissimmee
Villa for 8 people
3 bedrooms
9.3
(72 reviews)
from £274 / nightFREE cancellation
Villa for 10 people, with pool and garden as well as terrace in Kissimmee
Villa for 10 people, with pool and garden as well as terrace
5 bedrooms
9.4
(26 reviews)
from £217 / nightFREE cancellation
Villa for 10 people, with terrace and pool as well as garden in Kissimmee
Villa for 10 people, with terrace and pool as well as garden
5 bedrooms
7.3
(48 reviews)
from £194 / nightFREE cancellation
Villa for 10 people, with terrace and pool in Kissimmee
Villa for 10 people, with terrace and pool
3 bedrooms
9.2
(38 reviews)
from £140 / nightFREE cancellation

Find Villas in Kissimmee

Highlights in Kissimmee

  • Excellent golf destination
  • Active holidays
  • Incredible theme parks
  • Ideal family getaway
  • Entertainment and festivals

Best Villas in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 8 People in Kissimmee, Osceola County
Villa for 8 People in Kissimmee, Osceola County, Photo 1
Villa for 8 People in Kissimmee, Osceola County, Photo 2
Villa for 8 People in Kissimmee, Osceola County, Photo 3
Villa for 8 People in Kissimmee, Osceola County, Photo 4
more...
Kissimmee, Osceola County
Villa • 167 m² • 4 Bedrooms
9.2
(55 reviews)
This beautiful home features a large family room, a formal dining area, 4 cozy bedrooms, and 3 bathrooms. With Open floor layout that includes a huge living area, dining room and kitchen, you will never miss a moment with your loved ones.The large kitchen with a breakfast nook is fully equipped with a coffee maker, microwave, blender, toaster, crockpot, dishes, pots, pans, and many extras. The game room has a pool table, table tennis table, and a classic foosball table. Guests will also have access to fiber-optic high-speed WiFi, and free calling to anywhere in North America.The enclosed ou...
from £162 / night
Villa for 8 People in Kissimmee, Osceola County
Villa for 8 People in Kissimmee, Osceola County, Photo 1
Villa for 8 People in Kissimmee, Osceola County, Photo 2
Villa for 8 People in Kissimmee, Osceola County, Photo 3
Villa for 8 People in Kissimmee, Osceola County, Photo 4
more...
Kissimmee, Osceola County
Villa • 8 Guests • 4 Bedrooms
9.5
(21 reviews)
Welcome to our spacious 4 bedroom Orlando vacation home, located in the perfect spot on the exclusive community of Cumbrian Lakes. This fully air-conditioned, elegant and spacious home away from home is perfect for up to 8 people and boasts two identical master suites. Our large pool deck is south facing and extremely private overlooking beautiful woodland. (Additional fee for pool and spa heat) It's south facing at the rear so you can enjoy the sun all day long, or you can relax in the shade of the covered lanai, which also has an outside dining table.Booking form will be sent from propert...
from £225 / night
Villa for 8 People in Kissimmee, Osceola County
Villa for 8 People in Kissimmee, Osceola County, Photo 1
Villa for 8 People in Kissimmee, Osceola County, Photo 2
Villa for 8 People in Kissimmee, Osceola County, Photo 3
Villa for 8 People in Kissimmee, Osceola County, Photo 4
more...
Kissimmee, Osceola County
Villa • 165 m² • 4 Bedrooms
9.6
(48 reviews)
What makes a Disney vacation home perfect ? Location, Location, Location.They don't call Florida the sun shine state for nothing !!! Our home overlooks a beautiful lake. Enjoy the wildlife or fishing on the lake on just relax and watch the sunset. This is our only vacation home the pictures are of the home you are staying in. Our private pool is south facing with screened pool area. Eagle Pointe is a quiet and safe residential area yet only minutes away from shops and restaurants and 8 miles to the entrance of Disney. Our home is non-smoking, however smoking is allowed in the covered pool d...
from £175 / night

Other holiday ideas and property types in Kissimmee that might be interesting

Villas in Kissimmee

Find the perfect villa in Orlando

Find splendid villas close to Lake Tohopekaliga or near the Old town and start planning your stay in Kissimmee. With so many theme parks, nature and activities to enjoy, this town is the perfect base to discover what Orlando has to offer. Find your dream villa in exclusive areas as you enjoy your time away combining the cultural scene, the cuisine, the art, the outdoors and the never ending fun. Find your villa and visit Kissimmee now!

Exclusive and spacious villas

Make your trip to Kissimmee a memorable one. Accommodate your family or group of friends in astonishing villas with swimming pools, manicured gardens, lovely patios and sliding glass doors that let you contemplate the views from the comfort of the lounge. Bright open plan kitchens and all sorts of details, where cosy and beautiful blend in perfectly. There are villas with room for 16 people, so if you are thinking of celebrating an occasion, Kissimmee is the place to be!

Travellers and activities

Kissimmee for family holidays

Kissimmee is one the most popular destinations in Florida as it happens to be adjacent to Walt Disney World Resort. This is why a large number of families choose this town as their holiday destination. Set your base here and enjoy the most famous children theme park. Enjoy the shopping centres, the theme parks, SeaWorld Orlando, Gatorland or The Discovery Cove. Enjoy lovely afternoons by Lake Tohopekaliga and the beautiful outdoors where you can practice endless activities including cycling, walking and practicing several sports.

Kissimmee for festival lovers

Kissimmee is a lively destination with lots of fun for the family, activities for couples and great outdoors to enjoy group activities with friends. Enjoy the Mardi Gras parade at Universal Studios. Don’t miss the biggest Florida’s party of the year! Are you a rodeo fan? The Silver Spurs Rodeo is your festival then. Pack your cowboy hat and boots. Those interested in gardening also can find interesting activities during the Flower and Garden Festival. Needless to say that every theme park hosts special events throughout the year too. Be sure you check the events calendar when you are there so you don’t miss the fun!

Did you know Kissimmee is also known as the “Vacation Home Capital of the World”?

Top 7 travel tips in Kissimmee

1. Kissimmee from the air

Make your trip to Florida very special riding a hot air balloon over Orlando. How amazing is that? Celebrating a special occasion with your other half or maybe suggesting tying the knot? This is a unique way of doing it, for sure. As you go up, the morning light will make its way through the sky until the sun shines over Orlando. Bring your camera to keep the best memories of an unforgettable sunrise from the air.

2. Have an active holiday time

Being on holiday does not always mean doing nothing. As Kissimmee is next door to the exciting attractions and theme parks, it can offer a wide range of activities for those who wish a bit of action during the holidays. Thrill-seekers can go on helicopter rides and have scenic views. Try jet skiing or speeding across the water in airboats. Maintain your equilibrium on a zip-line and if you are a bit of a daredevil, go kayaking on Shingle Creek or Lake Toho to see the gators in the wild. Keep on your toes!

3. Take a cultural tour

There is so much history to be explored in museums, a pioneer village, or on cultural tours. The tours can take you to those off the beaten track spots, a boat ride through lakes, a Gastronomical Dine Around Tour, the botanical gardens or the town centre.

4. A visit to Gatorland

Alligators and crocodiles are species living in the area of Florida and Gatorland is a wildlife preserve and theme park popular for the effort in the conservation of its four rare leucistic “white" alligators. From the boardwalks you can see thousands of the gators and crocs naturally bred in the marsh but if you prefer to keep the distance a bit, watch them from the observation towers. Have a look at the activities available in the park and enjoy your day.

5. Tee it up on the golf course

Florida is known as the Sunshine State and Kissimmee golf courses are the greenest and the best in the state. Amazing fairways to enjoy a sunny day playing your favourite sport and elevate your game to the next level either taking a few lessons or challenging yourself in the championship layouts designed by professional golfers. With a mild year-round climate, it is always tee-time at Kissimmee Bay Country Club, Remington Golf club, Harmony Golf Preserve or any of the other 11 courses!

6. Distinctive Kissimmee

There is always time for entertainment and fun, even on holidays! Enjoy the Main Street lively nightlife or browse the exclusive shops. See the Celebration Town Centre and discover the Old Town, Pointe Orlando or St. Cloud. Every district offers thousands of activities to keep you entertained all day and all night! You will be spoilt for choice too when it comes to eateries in 360 Complex. Do you need any more reason to come?

7. Family fun under Florida’s sun

Florida’s theme parks are legendary. Starting with the well-known Walt Disney World© Resort, SeaWorld or the Universal Orlando Resort. The list of possibilities is long but fun is guaranteed. Remember when you were a child and dreamt of seeing Mickey Mouse or your favourite fairy tale princess? The magic fills the air and years after years, many families choose Kissimmee to create memories for years to come with their dearest ones.

Information about villas in Kissimmee

🏡 Villas available: 114 properties.
💳 Discount available: up to -44%.
🌙 Minimum price per night: from £35.
⭐ Most popular amenities: Wi-Fi, air conditioning and swimming pool.
🐾 Pet-friendly: 11 properties.
📶 For workation: 98% of the properties.
👩‍👩‍👧‍👦 For families: 5% of the properties.
🏊 With pool: 96 properties.

FAQs: Villas in Kissimmee

Which facilities are offered at the villas in Kissimmee?

When looking at the amenities you can find on Holidu, it appears that the villas in Kissimmee contain everything that travellers need! Here, villas generally are equipped with a variety of facilities, the most popular being: air conditioning (99%), Wi-Fi (98%), and swimming pool (84%)... Are you convinced yet?

How are the villas rated in Kissimmee?

The villas in this destination are often well-reviewed. 46% of villas have a rating of 4.5 stars, which means that here you won't have difficulty finding the perfect villa for your next holiday!

Are the villas in Kissimmee pet-friendly?

The amount of villas in Kissimmee that admit tourists with their pets, as well as those who do not, is quite similar. Therefore, you shouldn't wait too long to make your reservation so you can be sure your pet can travel with you.

Do the villas in Kissimmee generally come with an internet connection?

Of course! According to last year's data, 98% of villas in Kissimmee offer Wi-Fi. This means that you will be able to access your emails and favourite social media sites during your stay!

What is the average price for villas in Kissimmee?

A high percentage of villas in Kissimmee (71%) cost less than £100 a night. This is the perfect destination for reserving a cheap villa!

Do the villas in Kissimmee usually have a swimming pool?

Yes! Judging by last year's information, 84% of villas in Kissimmee are equipped with a swimming pool. This is a dream destination for sunbathing and relaxing by the swimming pool! 41% even have a barbecue!

Are the villas in Kissimmee suitable for trips with friends or better for an escape as a small group?

Here, according to the information gathered last year, 88% of villas are suitable for up to eight people, and 76% of these villas contain at least four bedrooms. But 100% of villas are also suitable for up to four travellers, and 93% of the villas are made up of at least two separate bedrooms. Kissimmee is, therefore, the ideal destination for large and small families!

Are the villas in Kissimmee a good option for a luxurious holiday?

By looking at Holidu, we say that the villas in Kissimmee are often an excellent option for those who want to enjoy a luxury getaway. Here, 84% of the accommodations have a swimming pool, 40% have a garden and even 1% have a sauna. Also, if what you are looking for is space, 100% of the villas can accommodate big groups, and 40% have green spaces nearby.

If you are dreaming of a getaway to Kissimmee, what is the best time of the year?

Analysing the services they offer the villas in Kissimmee, it is an ideal destination for the warmer months of the year. This is because according to the data, 84% of the properties here have a swimming pool, 40% have a garden and 99% have air conditioning. Don't wait any longer to book your accommodation in Kissimmee to enjoy your summer holidays.