Villas in Kissimmee

Villas in Kissimmee

111 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 $174 / nightFREE cancellation
Villa for 6 people, with pool, kid friendly in Kissimmee
Villa for 6 people, with pool, kid friendly
3 bedrooms
7.0
(10 reviews)
from $129 / nightFREE cancellation
Villa for 6 people, with balcony and pool in Kissimmee
Villa for 6 people, with balcony and pool
3 bedrooms
from $99 / 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 $184 / nightFREE cancellation
Villa for 8 people, with pool in Kissimmee
Villa for 8 people, with pool
4 bedrooms
from $143 / nightFREE cancellation
Villa for 12 people, with balcony in Kissimmee
Villa for 12 people, with balcony
6 bedrooms
8.2
(19 reviews)
from $311 / nightFREE cancellation
Villa for 6 people, with yard and terrace, with pets in Kissimmee
Villa for 6 people, with yard and terrace, with pets
4 bedrooms
9.7
(20 reviews)
from $181 / nightFREE cancellation
Villa for 10 people, with pool, with pets in Kissimmee
Villa for 10 people, with pool, with pets
5 bedrooms
from $172 / nightFREE cancellation
Villa for 8 people in Kissimmee
Villa for 8 people
4 bedrooms
9.8
(48 reviews)
from $217 / nightFREE cancellation
Villa for 6 people in Kissimmee
Villa for 6 people
3 bedrooms
10.0
from $217 / nightFREE cancellation
Villa for 8 people, with terrace and yard as well as hot tub and pool in Kissimmee
Villa for 8 people, with terrace and yard as well as hot tub and pool
4 bedrooms
9.4
(29 reviews)
from $326 / 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 $237 / nightFREE cancellation
Villa for 8 people, with pool and terrace as well as yard in Kissimmee
Villa for 8 people, with pool and terrace as well as yard
4 bedrooms
10.0
(13 reviews)
from $379 / nightFREE cancellation
Villa for 8 people, with yard in Kissimmee
Villa for 8 people, with yard
4 bedrooms
9.4
(10 reviews)
from $215 / nightFREE cancellation
Villa for 8 people, with hot tub and yard in Kissimmee
Villa for 8 people, with hot tub and yard
4 bedrooms
8.7
(55 reviews)
from $193 / night
Villa for 8 people, with hot tub and balcony/terrace in Kissimmee
Villa for 8 people, with hot tub and balcony/terrace
4 bedrooms
7.5
(13 reviews)
from $411 / nightFREE cancellation
Villa for 10 people, with terrace in Kissimmee
Villa for 10 people, with terrace
4 bedrooms
8.2
(20 reviews)
from $241 / nightFREE cancellation
Villa for 6 people, with yard and hot tub in Kissimmee
Villa for 6 people, with yard and hot tub
3 bedrooms
8.3
(24 reviews)
from $249 / nightFREE cancellation
Villa for 8 people in Kissimmee
Villa for 8 people
3 bedrooms
9.3
(72 reviews)
from $346 / nightFREE cancellation
Villa for 10 people, with pool and yard as well as terrace in Kissimmee
Villa for 10 people, with pool and yard as well as terrace
5 bedrooms
9.4
(26 reviews)
from $273 / nightFREE cancellation
Villa for 10 people, with pool and terrace as well as yard in Kissimmee
Villa for 10 people, with pool and terrace as well as yard
5 bedrooms
7.3
(48 reviews)
from $244 / 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 $177 / nightFREE cancellation
Villa for 8 people, with terrace in Kissimmee
Villa for 8 people, with terrace
4 bedrooms
9.6
(48 reviews)
from $220 / nightFREE cancellation
Villa for 8 people, with hot tub and pool in Kissimmee
Villa for 8 people, with hot tub and pool
4 bedrooms
9.7
(12 reviews)
from $373 / nightFREE cancellation

Find Villas in Kissimmee

Highlights in Kissimmee

  • Excellent golf destination
  • Active Vacations
  • 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 Guests in Kissimmee, Osceola County
Villa for 8 Guests in Kissimmee, Osceola County, Picture 1
Villa for 8 Guests in Kissimmee, Osceola County, Picture 2
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Villa for 8 Guests in Kissimmee, Osceola County, Picture 4
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Kissimmee, Osceola County
Villa • 1798 ft² • 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 $204 / night
Villa for 10 Guests in Kissimmee, Osceola County
Villa for 10 Guests in Kissimmee, Osceola County, Picture 1
Villa for 10 Guests in Kissimmee, Osceola County, Picture 2
Villa for 10 Guests in Kissimmee, Osceola County, Picture 3
Villa for 10 Guests in Kissimmee, Osceola County, Picture 4
more...
Kissimmee, Osceola County
Villa • 2788 ft² • 5 Bedrooms
9.4
(88 reviews)
Large and recently modernised and upgraded, 2,794sq ft Luxury 4 bedroom, 4 bathroom villa. Sleeps 8-10 people in comfort. Large 26x13' with a 6' depth heated pool and hot spa/jacuzzi (additional $36 per day fee for Pool and Spa heat, includes Vrbo fees/US taxes. minimum booking of 4 days).Large living area. Dining area. Loft with computer / high speed wireless internet access. Wall mounted 86' 4K LG Smart TV with free Cable (including premium Sports channels) and free Netflix and PS4, in family room. 32" wall mounted 4K Smart TV's with 125 Cable channels and free Netflix in all of the 4 bed...
from $233 / night
Villa for 8 Guests in Kissimmee, Osceola County
Villa for 8 Guests in Kissimmee, Osceola County, Picture 1
Villa for 8 Guests in Kissimmee, Osceola County, Picture 2
Villa for 8 Guests in Kissimmee, Osceola County, Picture 3
Villa for 8 Guests in Kissimmee, Osceola County, Picture 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 $284 / 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 cozy 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!

Travelers and activities

Kissimmee for family Vacations

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 vacation destination. Set your base here and enjoy the most famous children theme park. Enjoy the shopping centers, 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 vacation time

Being on vacation 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 Vacations. 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 center.

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 favorite 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 Vacations! Enjoy the Main Street lively nightlife or browse the exclusive shops. See the Celebration Town center 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 favorite 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.

FAQs: Villas in Kissimmee

Which types of amenities can you expect to find at the villas in Kissimmee?

Among the facilities offered by Holidu, it appears that the villas in Kissimmee contain everything that travelers desire! Here, the villas generally offer a variety of amenities, the most popular being: air-conditioning (92%), internet (88%), and pool (88%)...Are you convinced yet?

How do travelers usually rate villas in Kissimmee?

According to Holidu, less than 20% of the villas in Kissimmee have a rating of 4.5 stars. It is therefore not the best destination for the highest-rated villas in the USA.

Are the villas in Kissimmee suitable for family vacations?

Holidu's data reveals that 43% of villas in Kissimmee are suitable for vacations with children, it will therefore be easy to find the perfect villa for you and your family.

Are the villas in Kissimmee pet-friendly?

Generally, a small percentage of villas in Kissimmee accept pets. We can therefore advise that there are more suitable destinations in the USA for vacations with a pet.

Do the villas in Kissimmee tend to offer Wi-Fi?

Of course! According to last year, 88% of villas in Kissimmee offer Wi-Fi. You will be able to stay connected throughout your stay!

Do the villas in Kissimmee generally come equipped with a fireplace or a pool?

Definitely! According to Holidu's data, 88% of villas in Kissimmee have a pool. Perfect for spending your summer vacation by the pool! In addition, 30% even have a barbecue!

Are the villas in Kissimmee suitable for vacations with the whole family or better for a vacation as a small group?

Here, according to the last year, 90% of villas are suitable for groups of up to eight guests, 80% of these villas have at least four bedrooms. But 100% of villas are also perfect for families of up to four travelers, and 94% of the villas include at least two separate bedrooms. This is therefore the ideal destination for big and small families alike!

Are Villas in Kissimmee the best option for a luxurious trip?

Some villas are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 88% have a pool, while 92% have AC only 4% have a sauna. However, if it's space you're looking for, 100% of the villas can accommodate four or more adults, and 22% have a garden.

At the villas in Kissimmee are you able to have a beautiful view and spend time outside?

28% of villas have a balcony or terrace, and 15% have a view, but since this does not represent the majority so availability can be limited. If this is important to you, you should start your research early, and use the filters to be sure to find the villa perfect for you. However, 22% of villas in Kissimmee have gardens, where you can bask in the sun. If you like to have lunch or dinner outside, and especially if you like barbecues, 30% of the villas have them.

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