Kissimmee resorts, Encore Resort aerial view, Top Villas

About our resorts in Kissimmee Florida

Choosing between resorts in Kissimmee, Florida starts with location. Most of our featured communities are positioned west or southwest of Orlando, close to US-192, State Road 429 and the Interstate 4 corridor. This places Disney’s Animal Kingdom on the nearest side of Walt Disney World, with Magic Kingdom farther north within the Disney complex. Universal Orlando is northeast via Interstate 4, while Orlando International Airport is east of Kissimmee and typically 17–30 miles from the featured resorts.

Many of our resort communities are also within easy reach of Kissimmee attractions such as Old Town, Fun Spot America, Island H2O Water Park, Sunset Walk and the restaurants, stores and entertainment venues along US-192. Resort locations vary from around 3–9 miles from Disney, so explore our Orlando resort comparison table to compare distances, accommodation styles and facilities before booking.

Our award-winning Kissimmee vacation rentals range from golf-view condos and modern townhomes to family pool villas and expansive resort mansions. Each community offers a different balance of theme park convenience, water park amenities, golf, dining, entertainment and accommodation, making it important to choose the resort that best matches your group.

Discover world-class resorts in Kissimmee near Disney World

Kissimmee Resorts
Luxury Vacation Rentals

Award winning portfolio of the best vacation homes and villas in the world’s top destinations

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Enjoy 5-star hotel concierge services and dedicated local support with every stay

Kissimmee Resorts, Solara Resort surf simulator, Top Villas

Kissimmee Resorts with Water Park

Turn downtime into part of the vacation at our Kissimmee Resorts with water parks! Indeed, some of the best Orlando resorts with water parks are in Kissimmee – inviting guests to kick back for the day, away from the parks.

For carefree family fun, the Encore Resort Reunion water park features a sprawling water park with thrill slides and a children’s splash zone, while the Reunion Resort water park offers selected guests access to numerous resort pools, water slides, a splash area and a relaxing lazy river, alongside numerous on-resort community pools.

Storey Lake Resort and Windsor at Westside Resort are popular choices for Kissimmee Resorts with lazy rivers, water slides and splash areas. Families with older kids can also enjoy the lagoon pool, FlowRider surf simulator and splash pad at Solara Resort, or choose Windsor Hills Resort and Paradise Palms Resort for resort pools, water slides and interactive children’s splash areas. Plus many of our Kissimmee resorts such as the Margaritaville Orlando water park offer access and carefree proximity to the high-tech family H2O water park.

If thats not all, many of our rentals in Kissimmee resorts also include a private pool, giving your group the freedom to swim and relax without leaving the villa. Resort access and individual facilities vary by resort rental, for a truly bespoke feeling rental that suits you!

Kissimmee resorts, Reunion Resort, Top Villas

Kissimmee Golf Resorts

Our Kissimmee villa rentals offer an incredible variety of accommodations for every type of Orlando vacation. Choose from contemporary condos and spacious townhomes with private plunge pools to family-friendly pool villas and impressive multigenerational resort mansions – complete with standout amenities including gourmet kitchens, kids' themed bedrooms, epic game rooms, home theaters, private gyms, bowling alleys and sports courts.

Located within secure gated resorts throughout Kissimmee, our Kissimmee Resort villa rentals place you close to Disney World, Universal Orlando, championship golf courses, shopping, dining and other top attractions. Many of our resort rentals including those with in Reunion Resort and Bears Den at Reunion offer access to the Reunion Resort Golf club and courses alongside access to first-class resort amenities, restaurants and sports facilities, for the perfect combination of vacation home comfort and full resort experience.

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With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

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Kissimmee resorts, Reunion Resort water park, Top Villas

Which Kissimmee resort is right for you?

For an upscale golf vacation, consider Reunion Resort or the exclusive Bear’s Den at Reunion, where premium homes sit close to three signature golf courses. Encore Resort at Reunion is particularly well suited to large families and groups seeking private pool villas, a major water park and plenty of sports and dining options.

For convenient Disney vacations, Windsor Hills Resort, Storey Lake Resort and Margaritaville Resort place families close to the parks, shopping and entertainment.

Windsor at Westside, Solara Resort and Paradise Palms combine spacious pool homes with relaxed family amenities such as lazy rivers, splash areas and sports facilities. Windsor Island Resort provides a similar amenity-rich experience in nearby Davenport and is a useful alternative for guests who do not need to stay within Kissimmee itself. Whichever area you choose to stay, our collection of award-winning Orlando resorts promise to provide a fun and seamless vacation base!