Kissimmee Vacation Homes for Sale

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$2,617,900
 

1062 Jack Nicklaus Ct, Kissimmee

7 Beds, 9 Baths, 7,142 SqFt
Under Construction. This remarkable 7 bedroom, 7 full baths & 3 half baths custom home will feature a master and secondary bedroom downstairs, an expansive kitchen with a super island with seating for 12, two refrigerators, wine refrigerator, separate dining room as well as a movie room, game room and 2 laundry rooms. You will find ample outdoor areas to relax in, some of which will be a covered upstairs balcony in the front of the home, as
$1,896,854
 

1051 Jack Nicklaus Ct, Kissimmee

7 Beds, 8 Baths, 5,410 SqFt
Luxurious custom home behind the gates of Bear’s Den at Reunion. World class destination 10 minutes from Walt Disney World with access to 3 golf courses, a tennis complex, water park, restaurants and community events. The impressive Clubhouse at Bear’s Den now under construction will feature a club restaurant, patio seating, fully stocked pro shop, men’s and women’s locker rooms, and a well-equipped exercise room. Custom home built by Encore
$1,690,000
 

9054 Paolos Pl, Kissimmee

5 Beds, 7 Baths, 6,312 SqFt
This is THE HOME OF YOUR DREAMS! Enjoy the private luxuries of skiing, boating & living on almost 2 acres of private land nestled on beautiful Lake Davenport. This custom architectural estate home boasts beautiful landscaping, a bright & open floor plan, the finest ARCHITECTURAL DETAILS & finishes, and is a state-of-the-art SMART HOME. Control everything w/ a touch of a finger! The open floor plan boasts two living areas & formal
$1,199,000
 

2617 Yountville Ave, Kissimmee

15 Beds, 15 Baths, 6,255 SqFt
Let the party begin located at the sought after guard gated community at Sonoma Resort built by Park Square Homes! This massive 6,255 SqFt (581 m2) resort home features 15 bedrooms, 15 baths (all keypad locked) and converted garage into a game room and in-house movie theater. A home fit for any family, you will find not 1, but 3 first floor Master Suites each with its own Master Bath. Further enhancing the space on first floor, 2 guest bedrooms
$1,149,000
 

3971 Oakville Ave, Kissimmee

10 Beds, 11 Baths, 6,404 SqFt
Welcome to a contemporary lover's dream home. This fully remodeled and fully furnished house could be your next home or an income property for years to come. It comes with all the furniture shown and everything needed for next day move-in. This massive 6,400+ home is conveniently located near major theme parks, highways and shopping plazas. The community is located next to the Shingle Creek Regional Park, which provides a charming backdrop of
$1,100,000
 

7605 Wilmington Loop, Kissimmee

11 Beds, 13 Baths, 5,496 SqFt
Well Appointed, Spacious Eleven Bedroom Home Located in the Fun Filled Encore Club Resort. Complete Turn Key Scenario Being Sold Fully Furnished w/ All Furniture and Furnishings. This is a Prime opportunity for a personal vacation home, investment property or Both! Located within easy walking distance to all the fantastic amenities & features the resort has to offer such as a Aqua Park with twisting water slides, interactive water features
$999,900
 

2937 Tindall Acres Rd, Kissimmee

3 Beds, 4 Baths, 3,330 SqFt
Secluded 5.38 Acre Lakefront Estate situated on Fells Cove. From the moment you enter through the private gate, you feel at peace with nature as the long circular drive winds through the mature oak and pine trees that span the property. Once inside the home, you are greeted by high ceilings and large windows with an abundance of natural light in the open floor plan. No details have been missed with this home's high-end finishes. From the
$985,000
 

251 Falls Dr, Kissimmee

11 Beds, 13 Baths, 5,436 SqFt
Come see this 11 bedroom villa located at the Encore Club, less than 10 minutes to Disney World. Downstairs you have 4 bedrooms with en suites, including your Master Bedroom. Also on the bottom floor you have your laundry room and a powder room. On the second floor you have 7 more bedrooms, 5 with En Suites, an additional Family Bathroom and a powder room. For your entertainment, the upper floor loft area is equipped with a pool table and a
$949,000
 

241 Falls Dr, Kissimmee

11 Beds, 13 Baths, 5,496 SqFt
Whether you’re looking for a sizeable primary residence or a vacation home that can accommodate even the largest of families, you’ve found it! Boasting 11 bedrooms, 10 full baths, 3 half baths and over 5,400 square feet of living space this property is located on a fantastic lot featuring STUNNING views and easy access to the amazing community water park! This home is completely turn-key the only thing needed is YOU! You’ll enjoy a HUGE great
$949,000
 

7715 Banyon Way, Kissimmee

11 Beds, 13 Baths, 5,496 SqFt
Amazing Home Site and Location within Orlando's Premier Resort Community on this 11 bedroom elegant Villa located less than a 6 mile drive to Walt Disney World and their four amazing theme parks! This home is professionally decorated with a turn key vacation rental package, including themed rooms, and garage game room, sold Fully Furnished! The Encore Resort also offers exclusive on property amenities such as their thrilling water park with
$899,990
 

530 Burma St, Kissimmee

11 Beds, 13 Baths, 5,496 SqFt
Beautiful 11 bedroom 13 bathroom home in the Encore at Reunion community just a short walk from the Water Park, Tennis courts, clubhouse, fitness and restaurants! This contemporary home is the perfect place to spend time with the entire family. Gorgeous kitchen featuring granite, and a three-seat island style breakfast bar, the gourmet kitchen also features 42" wood cabinets and stainless steel appliances. Bedrooms have en-suite bathrooms
$899,000
 

335 Oakhurst Cir, Kissimmee

6 Beds, 4 Baths, 6,500 SqFt
If you are looking for a place that offers country living at its best, this unique development, consist of only four, traditional custom BRICK homes, nestled within mature trees and lush landscape. As you drive up, your private circular driveway will set the scene for this one of a kind country retreat. This majestic, 6 bedrooms, has two dens, formal living and dining rooms, family room with double sided fireplace, soaring ceilings, a few

KISSIMMEE 

Kissimmee has a relatively small historic Downtown are, which is quaint and full of exciting restaurants and a beautiful lake front park. In fact Kissimmee covers a very large area and houses around 69,000 residents, that number is dramatically increased every year by the millions of people from all around the world who come to visit Kissimmee, where a large portion of Vacation Homes and Villas are located to support the Orlando Vacation Market.

Historic Downtown KissimmeeKissimmee also includes townships such as Celebration, as master planned community and luxury Golf Resorts, Country Clubs and Vacation Home Communities such as Reunion Resort and Champions Gate. These are Close to Disney Orlando, withing 15 minutes drive and perfect locations to spend your leisure time while not working or enjoying the theme parks.

The list of activities to enjoy in Kissimmee is endless, take an air boat ride and enjoy viewing Alligators in their natural habitat or paddle around the "jungle" in a Kayak. Try your hand at Crazy Golf or even the real thing at the many world class golf facilities that Kissimmee has to offer. There are just simply too many restaurants to ever visit them all and a good selection of Dinner Shows.

Old Town, is unique, wander around and see a slice of Americana in action or visit the neighboring Fun Spot where you can dare yourself to take the Sky Ride or keep your feet on the ground and pick up those Florida Disney Souvenirs that you need to bring back to your home to help you remember this in this funky and fun town.

Owning a property here could be a good decision, either a vacation home, villa or condo in Kissimmee with it's close proximity to Disney Orlando makes it almost an unbeatable choice. There are also many opportunities to live the dream here in Kissimmee  where employment is generally better than the national average due to the demands of the service industry and tech companies.  Kissimmee is of course well located to support Lake Nona and it's rapid growth in Health and Science related jobs at places such as Nemours.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on March 22nd, 2019 at 1:00am EDT.