Lakeside Estate Accommodations - Kissimmee Vacation Rentals

Each luxury villas in Lakeside Estate, Kissimmee, Florida features spacious bedrooms, and can sleep anywhere from 4 to 16 guests. Luxurious décor, comfort and space combine to bring visitors the finest in vacation homes. These fully equipped luxurious villas provide the perfect setting for your families’ vacation to the Orlando, Florida area. Most of the vacation rentals often have private swimming pools, and all have full kitchens and plenty of indoor and outdoor living space to relax with family and friends.

Kissimmee is a diverse area, comprised of neighborhoods in the heart of the tourist corridor and nestled in the area's historic roots. It also has many accommodations and lodging ranging from many vacation rentals, condo rentals and villa rentals.

Kissimmee I not only home to Disney World, Universal Orlando Resort and SeaWorld, it is also home to a 650-person capacity outdoor water park, in addition to multiple golf courses. The accommodation, vacation rental and villa rental options will make this a memorable vacation for all ages.

Kissimmee is also home to the Loop, a large outdoor shopping mall at John Young and Osceola Parkways on the Orange/Osceola County line. It features stores such as American Eagle, Kohls, and Best Buy. There is also a multi-plex theater.

Kissimmee's historic downtown has a thriving Main Street program that organizes fun special events throughout the year. From self-guided walking tours to unique locally-owned restaurants and shops, downtown Kissimmee is committed to preserving the city's historic structures and to being the premier arts and culture center of the county. Accommodations, vacation rentals and villa rentals are plentiful and dotted around the beautiful historic center.

The Old Town Shopping, Dining, and Entertainment Complex near Disney, is a great place to spend a day and still stay within your vacation budget, because admission is free. Better yet, on weekends, Old Town becomes a haven for car buffs. On Friday nights, the family can stroll the streets eyeing some of the finest custom and exotic cars you’ve ever seen. And The Saturday Nite Cruise, now in its 19th year, features classic cars that just might bring back a few memories. Plus there’s live music each night and it’s a jumping street party that is simply fun.

Avid fishermen can drop a line into the lakes of Kissimmee, famous for their views and abundant bass. Lake Tohopekaliga, conveniently located in downtown Kissimmee, is known to avid fisherman around the world and is a fantastic place for boating, birding, and picnicking along the water's edge. The East Lake Toho in St. Cloud for a full day of free family fun revolving around a beach, a playground, and several lakefront fishing spots including a tranquil fishing pier with a gazebo.

Make sure to book your accommodation, vacation rental or villa rental well in advance as it is understandably a very popular holiday spot.

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288 Kissimmee Vacation Rentals By Owner

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Lindfields Vacation Rental House ID# 46031

Luxury Vacation Villa, Wireless Internet, Heated Pool, 5 Minutes to Disney World

3 bedrooms | 2 bathrooms | Max of 6 renters | House |

Fiesta Key Vacation Rental Townhouse in a gated community ID# 205079

Beautiful Townhome Minutes from Disney 3 beds3 Baths Free Wifi Sleeps 8

3 bedrooms | 3 bathrooms | Max of 8 renters | Townhouse in a gated community |

Kissimmee Vacation Rental Villa ID# 201896

3 bedrooms | 2 bathrooms | Max of 6 renters | Villa | Payment can be made by Credit card via paypal

Eagle Pointe Vacation Rental Villa ID# 205269

Lovely 3 Bedroom Villa. Own Pool and Lake Access. 10 Mins to Gates of Disney!

3 bedrooms | 2 bathrooms | Max of 6 renters | Villa |

Eagle Pointe Vacation Rental Villa ID# 17492

Popular South Facing 4 Bed Villa (2 Masters), with Pool, Lake View and Internet.

4 bedrooms | 3 bathrooms | Max of 8 renters | Villa |

Coral Cay Vacation Rental Townhouse in a gated community ID# 202847

4 Bed Vacation Home in the Heart of Florida's Attractions with Private Hot Tub

4 bedrooms | 3 bathrooms | Max of 8 renters | Townhouse in a gated community |

Buenaventura Lakes Vacation Rental Villa ID# 54906

Luxurious Holiday Home with Exquisite Lakeside Views.

4 bedrooms | 2 bathrooms | Max of 9 renters | Villa |

Indian Wells Vacation Rental House ID# 206553

Lovely Villa near Disney World

3 bedrooms | 2 bathrooms | Max of 6 renters | House |

Kissimmee Vacation Rental House ID# 206602

Wow ! Private ! Pond & Conservation View ~~~ Minutes to Disney !

4 bedrooms | 2 bathrooms | Max of 8 renters | House | Payment can be made by Credit card via paypal

Emerald Island Vacation Rental Townhouse in a gated community ID# 206571

New. Beautiful 3br Townhome in Gated Resort, Equipped for Family Living

3 bedrooms | 3 bathrooms | Max of 8 renters | Townhouse in a gated community |

Lindfields Vacation Rental House ID# 206557

Kissimmee Home Minutes from Disney - Waterview and Screened in Private Pool

3 bedrooms | 2 bathrooms | Max of 8 renters | House |

Emerald Island Vacation Rental Townhouse in a gated community ID# 206419

Fantastic 3br Townhome in Gated Resort, Only 10 Minutes to Disney!

3 bedrooms | 3 bathrooms | Max of 8 renters | Townhouse in a gated community |

Runaway Beach Club Vacation Rental Condo in a gated community ID# 206345

Fantastic 2 Bedroom Condo, Full Kitchen, Shuttle, Minutes to Disney, Resort

Runaway Beach Club Vacation Rental Condo in a gated community ID# 206343

Fantastic 1 Bed Condo Fully Furnsihed, Minutes to Disney, Wifi, Shuttle, Parking

1 bedrooms | 1 bathrooms | Max of 4 renters | Condo in a gated community |

Terra Verde Vacation Rental Townhouse ID# 205254

4 Bedroom 3 Bathroom Disney Area Vacation Pool Home/Villa-Free Wifi, ps3 Console

4 bedrooms | 3 bathrooms | Max of 10 renters | Townhouse |

Windsor Hills Vacation Rental Villa in a gated community ID# 205241

Luxurious 6 Bedroom Windsor Hills Pool Home Only 1.5 Miles from Disney Gates!!

6 bedrooms | 4 bathrooms | Max of 13 renters | Villa in a gated community |

Sunset Lakes Vacation Rental Villa in a gated community ID# 205163

Luxury 4 Bedroom / 3 Bathroom Villa on Exclusive Gated Sunset Lakes

4 bedrooms | 3 bathrooms | Max of 8 renters | Villa in a gated community

Trafalgar Village Vacation Rental Villa ID# 204482

Executive 5br 4.5 Bath Villa Private Pool & Spa/2 Master/ Exclusive Resort

5 bedrooms | 5 bathrooms | Max of 12 renters | Villa |

Creekside Vacation Rental Villa ID# 204481

Family 5br Pool Villa W/ Fenced in Back Yard for your Privacy, Close to Parks

5 bedrooms | 3 bathrooms | Max of 10 renters | Villa |

Kissimmee Vacation Rental Villa ID# 204264

Spacious Pool Villa Minutes Away from Theme Parks, Home Office

4 bedrooms | 2 bathrooms | Max of 9 renters | Villa | Payment can be made by Credit card via paypal

Lake Berkley Vacation Rental Townhouse in a gated community ID# 204008

Spacious Townhome, 2 Master Suites/ Steps to Pool/ Gated / Minutes to Disney

4 bedrooms | 4 bathrooms | Max of 10 renters | Townhouse in a gated community |

Rolling Hills Vacation Rental Executive style house ID# 203988

3 Miles to Disney - 5 Bedroom/3.5 Bathroom Two Master Suite Executive Pool Villa

5 bedrooms | 4 bathrooms | Max of 12 renters | Executive style house |

Encantada Vacation Rental Townhouse in a gated community ID# 203961

Four Bedroom Townhome Just Minutes from Disney

4 bedrooms | 3 bathrooms | Max of 10 renters | Townhouse in a gated community |

Windsor Palms Vacation Rental Condo in a gated community ID# 203752

Beautiful Condo 3 miles from Disney

3 bedrooms | 2 bathrooms | Max of 6 renters | Condo in a gated community | Payment can be made by Credit card via paypal

Villa Sol Vacation Rental Villa in a gated community ID# 203679

Gated Mediterranean Style Villa with Pool Near Disney

4 bedrooms | 2 bathrooms | Max of 8 renters | Villa in a gated community | Payment can be made by Credit card via paypal

Club Cortile Vacation Rental Townhouse in a gated community ID# 203655

Adjacent Townhouses in a Gated Community - 5 Miles from Disney and Free Wifi

8 bedrooms | 6 bathrooms | Max of 20 renters | Townhouse in a gated community | Payment can be made by Credit card via paypal

Emerald Island Vacation Rental House ID# 203498

6 Bedrooms 5.5 Baths 4 Master Suites - Emerald Island - 3 Miles to Disney!

The Villas at Seven Dwarfs Lane Vacation Rental Townhouse in a complex ID# 203468

3 bedrooms | 2 bathrooms | Max of 8 renters | Townhouse in a complex |

Emerald Island Vacation Rental Villa in a gated community ID# 203426

Luxury Villa With Air-Con Theater and Game-Room, South Pool 3 Miles to Disney

6 bedrooms | 6 bathrooms | Max of 14 renters | Villa in a gated community |

Rolling Hills Vacation Rental House ID# 203145

4 Bedroom Pool Home ~ 3 Miles to Disney ~ Disney Themed Rooms!

4 bedrooms | 2 bathrooms | Max of 8 renters | House |

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