Kissimmee Vacation Homes for Sale

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1045 Jack Nicklaus Ct, Kissimmee

8 Beds, 10 Baths, 5,785 SqFt
Luxurious custom home behind the gates of Bear’s Den at Reunion. World class destination only 10 minutes from Walt Disney World. Luxury custom home built by Encore offers exceptional detail and outstanding craftsmanship. This contemporary home will have 8 bedrooms with a master suite downstairs, 8 full baths and 2 half baths, gourmet kitchen featuring 2 islands, open concept kitchen/dining/family room, and a substantial game room upstairs. The

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

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

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

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

241 Falls Dr, Kissimmee

11 Beds, 13 Baths, 5,436 SqFt
The most beautiful and well located home at Encore. This pristine 11 bedrooms, 10.3 bathrooms single family home is nested on the perfect lot that provides a stunning view and easy access to the WATER PARK. This TURNKEY home features many great leisure and social seating areas and includes a fully equipped and well decorated home theater. Its Kitchen is fully equipped with a beautiful granite countertop breakfast bar style. Two double door

1681 Gateway Ln, Kissimmee

5 Beds, 6 Baths, 6,151 SqFt
Enjoy the fantastic sunrise view every day from this brand new home on Lake! This 5/bed 5.5/bath brand new home is right on the short of beautiful, world-famous Lake Tohopekaliga (‘Lake Toho’)! Tons of upgrades including highest upgraded kitchen, luxury outdoor kitchen, wood floor on the entire second floor, screened backyard to name a few.... Bellalago is a gated community featuring a world of resort-caliber amenities, from recreation to

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

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

7697 Fairfax Dr, Kissimmee

11 Beds, 10 Baths, 5,436 SqFt
Located in the beautiful Encore Resort, this gorgeous home is turn key, professionally decorated and being sold fully furnished. Property features a heated pool and hot tub, stainless steel appliances, built in double oven, large flat screen televisions in every room, a private home theater, and theme rooms that the entire family is sure to fall in love with! This home is loaded with amenities and entertainment options that make it the ideal

2701 Swoop Cir, Kissimmee

6 Beds, 4 Baths, 3,992 SqFt
Luxurious FULLY CUSTOM Modern Home! Built in 2013, at almost 4,000 sq ft of living space within the gated community of Avilla in Kissimmee, this home features 6 bedrooms, 3.5 baths. Exquisite design throughout and top of the line finishes. Upon entrance through the beautiful french glass door, the open floor plan invites you into the spacious living room, soaring two-story ceilings to create a relaxed ambiance for relaxation, overlooking the

7616 Brookhurst Ln, Kissimmee

11 Beds, 13 Baths, 5,496 SqFt
Fantastic fully furnished 11 bedrooms, 10.3 bathrooms pool home in Encore Resort. The Biltomore floor plan is one of the best in the resort. This TURNKEY home features many great leisure and social seating areas with Cinema room . Its Kitchen is fully equipped with a beautiful granite countertop breakfast bar style. Two double door stainless steel refrigerator, double built in ovens and 2 dishwashers. Family style dining table that seats up to


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.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on January 22nd, 2019 at 11:00pm EST.