SEARCH > ALL COMMUNITIES > COUNTY > CITY > ZIP > SINGLE FAMILY HOME > TOWNHOUSE > CONDOMINIUM > CONDO - HOTEL > SHORT TERM RENTAL > RESORTS
Kissimmee VACATION HOMES FOR SALE
City: Celebration | ChampionsGate | Clermont | Davenport | Haines City | Kissimmee | Lake Buena Vista | Orlando | Reunion | Windermere | Winter Garden
Kissimmee Resorts: Bella Vida Resort - Caribe Cove Resort - Embassy Suites At Sunset Walk - Emerald Island Resort - Encantada - Encore Club at Reunion - Fiesta Key - Formosa Valley - Lake Berkley - Lucaya Village - Magic Village - Margaritaville Resort Orlando - Paradise Palms - Regal Oaks - Solara Resort - Storey Lake Resort - Summerville Resort - Terra Verde Resort - Venetian Bay - Veranda Palms - Villas At Seven Dwarfs Lane - Windsor Hills Resort - Windsor Palms Resort
What do the popular theme parks Walt Disney World, Universal Orlando and Sea World have in common? They’re located right next door to Kissimmee, Florida. The city is located just outside Orlando in Osceola County, and is one of the fastest growing communities in Florida.
Kissimmee is a family-friendly community that is not only a great place to visit, but a better place to call home. Many people who visit from cold weather states like Michigan and New York, as well as frequent travelers from Canada and Europe, find Kissimmee so appealing that they buy second homes here. It’s no wonder because Kissimmee vacation homes offer great access to a thriving downtown district and a high level of municipal services.
Check out the available Kissimmee vacation real estate below, or continue reading to learn more about the many wonderful holiday communities found in the city!
Search Kissimmee Real Estate Listings
Click the links below to sort results by price range.
- All Listings
- Under $100,000
- $100,000 - $200,000
- $200,000 - $300,000
- $300,000 - $400,000
- $400,000 - $500,000
- $500,000 - $600,000
- $600,000 - $700,000
- $700,000 - $800,000
- $800,000 - $900,000
- $900,000 - $1,000,000
- Over $1,000,000
The Kissimmee Community
The city’s unusual name is said to be the modern spelling of a tribal word from one of Florida’s lesser-known tribes, the Jororo. A 1752 Spanish map used the name “Cacema,” which has evolved into today’s spelling of Kissimmee.
In the early to mid-20th century, Kissimmee’s economy was based on cattle, citrus and other crops. Retirees were encouraged to move here in the 1950’s. Kissimmee real estate really took off after Walt Disney World was built in the 1970’s. Since then, other theme parks and attractions followed, such as Fun Spot America, Gatorland, Kissimmee Air Museum, as well as several dinner theaters and miniature golf parks.
Kissimmee Real Estate Market
Kissimmee vacation home buyers also choose the city because of the wide range of parks and recreational activities that are available, including Lake Tohopekaliga, which offers some of the best bass fishing in the world.
Nature lovers can enjoy a thrilling airboat ride and discover a world alive with tropical birds, turtles and alligators. There are plenty of championship golf courses nearby that are ideal for the beginner or professional golfer. And you’ll find a mix of dining options and unique shopping venues in the area too.
Communities in Kissimmee, Florida
- Acadia Estates
- Bass Lake Estates
- Bay Pointe
- Bellalago
- Bella Vida Resort
- Bridgewater
- Brighton Lakes
- Buenaventura Lakes
- Calabria
- Cane Island
- Caribe Cove Resort
- Chatham Park
- Club Cortile
- Compass Bay
- Coopersmith Village
- Coral Cay
- Country Creek
- Creekside
- Crescent Lakes
- Crestwynd Bay
- Crystal Cove Resort
- Cypress Lakes
- Doral Woods
- Eagle Pointe
- Embassy Suites at Sunset Walk
- Emerald Island Resort
- Encantada
- Encore Club At Reunion
- Fantasy World Resort
- Fiesta Key
- Flora Ridge
- Formosa Gardens
- Formosa Valley
- Gleneagles At Remington
- Grand Palms
- Hamiltons Reserve
- Hamlets
- Happy Trails
- Heritage Key
- Images
- Indian Creek
- Indian Point
- Indian Wells
- Isles Of Bellalago
- Kissimmee Bay
- Lake Berkley
- Legacy Dunes
- Liberty Village
- Lindfields
- Lucaya Village
- Magic Landings
- Magic Village
- Margaritaville Resort Orlando
- Montego Bay
- Morgan Point
- Oak Island Cove
- Oak Island Harbor
- Oaks
- Oakwater
- Osprey Cove
- Overoaks
- Paradise Cay
- Paradise Cove
- Paradise Palms
- Regal Oaks
- Remington
- Remington Pointe
- Rolling Hills
- Royal Oaks
- Royal Palm Bay
- Runaway Beach Club
- Seasons
- Solara Resort
- Somerset
- Spectrum At Reunion
- Storey Lake Resort
- Strafford Park
- Sun Lake
- Sunset Lakes
- Sweetwater Club
- Terra Verde Resort
- The Villas At Secret Lake
- Trafalgar Village
- Tuscany
- Venetian Bay
- Veranda Palms
- Villa Sol
- Villages At Mango Key Resort
- Villas At Island Club
- Villas At Seven Dwarfs Lane
- West Lucaya Village
- Westminster Gardens
- Whispering Oaks
- Windsor At Westside
- Windsor Hills Resort
- Windsor Palms Resort
- Windsor Park
- Windward Cay
One reason people buy Kissimmee vacation real estate as a second home is to generate income by renting out the property to visitors. If you’d like more information about the homes for sale in Kissimmee that can be rented as a vacation property, please contact a Team Donovan agent online today or call 407-705-2616.
^ Back to: City Search