Kissimmee Vacation Homes for Sale

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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

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

985 Jack Nicklaus Ct, Kissimmee

5 Beds, 6 Baths, 4,485 SqFt
Under Construction. Under Construction. The Bear’s Den at Reunion has access to 3 golf courses, a tennis complex, water park, restaurants and community events. The impressive Clubhouse at Bear’s Den features a club restaurant, patio seating, fully stocked pro shop, men’s and women’s locker rooms, and a well-equipped exercise room. Owners, guests and renters at The Bear’s Den Club will have access to Reunion’s 5-star dining, 3 championship golf

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

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

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

7721 Banyon Way, Kissimmee

11 Beds, 13 Baths, 5,496 SqFt
This amazing 11 bed Biltmore home is located in the Encore club with its spectacular water park, plunge slides, restaurant, bar and other fantastic amenities, including child care, just 6 miles from Disney making it the perfect family home or rental vacation property. Its uniquely positioned as it has a huge pool, spa & sunny deck over looking green area and lake at the rear, giving a magnificent outlook. This home has an open plan concept

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

3090 Parrot Head Pl, Kissimmee

6 Beds, 6 Baths, 3,557 SqFt
First Chance to Own in the NEW Margaritaville Resort Orlando! This 6 Bedroom Home is one of only a handful of homes on the Private Lake with it's own heated pool & spa. You can't get any closer to the main resort amenities that feature two huge pools, restaurants, fitness center, parakeets club, shopping, and more. The home is being sold Fully Furnished making it ready for you to start enjoying today. Don't forget to check out the 3D

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

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

2612 Yountville Ave, Kissimmee

14 Beds, 11 Baths, 6,255 SqFt
the sought after guard gated community at Sonoma Resort built by Park Square Homes! This massive resort home features 14 bed rooms.A home fit for any family, you will find not 1, but 2 first floor Master Suites each with its own Master Bath. Designed with multiple families in mind, The house is guaranteed to be the solution to finding the vacation home of your dreams! The spacious island kitchen and dining nook conveniently located near the


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.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on May 22nd, 2019 at 5:45am EDT.