Kissimmee, FL, USA

Kissimmee, FL, USA

We found 29,301 vacation rentals — enter your dates for availability


Find the best place to stay — Kissimmee

Where to stay near Kissimmee, FL?

Our 2018 property listings offer a large selection of 29,301 vacation rentals near Kissimmee. From 10,808 houses to 9,126 villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Kissimmee for a holiday or a weekend are on HomeAway.

Your guide to Kissimmee

There are plenty of reasons to visit Kissimmee besides its proximity to Walt Disney World. This laid-back city on the shores of Lake Tohopekaliga is bursting with family-friendly attractions, from wildlife parks to living history museums, all basking beneath endless blue Floridian skies. Book into one of the wide range of Kissimmee vacation rentals and enjoy the flexibility that these comfortable, self-catering properties bring. Pack up a picnic and head for the ecotourism hot spots of the Florida Trail, or soak up the old-time ambience of Main Street as you follow the sculpture trail through downtown.

Kissimmee—excitement from A to Z

From airboat tours to zip lining, it’s easy to plan an action-packed vacation in Kissimmee. Championship golf courses, water parks, and horseback riding are just a few of the activities on offer. Scan the distant horizon from a hot air balloon or get up-close to nature on a hiking trail through the central Florida marshlands. Outdoor-loving kids will enjoy letting off steam at Shingle Creek Regional Park, with kayaks, canoes, and paddleboards for hire. Or discover an unusual angle on Kissimmee’s storied past with a guided ghost tour of the Historic Downtown District—these operate year-round but are less frequent in winter.

Kissimmee for kids

The Museum of Military History is one of Kissimmee’s most popular family attractions. Older children will thrill at the interactive exhibits and interpretive displays designed to foster an understanding of America’s military heritage. From Civil War memorabilia to the latest technology, the museum provides a fascinating insight into life in the armed forces. The little ones will love a day out at Green Meadows Petting Farm, which offers the chance to make friends with farm animals in an authentic rural setting. Hayrides and helping to milk a cow are just 2 of the delights in store.

Feel the heat in Kissimmee

The central Florida climate lends itself to family vacations at any time of year, with dry, sun-filled summers and mild winters. Kissimmee vacation rentals with a pool are especially in demand during the popular school holiday months of July and August, when temperatures reach their sizzling peak. If you’re planning to visit the theme parks during your trip, you’ll need to plan ahead to book Kissimmee vacation rentals near Walt Disney World. Spring or fall, when it’s still warm enough to enjoy alfresco meals on the patio, are the best bet to beat the crowds and benefit from wider availability.

Kissimmee for nature lovers

Lake Tohopekaliga, renowned for its bass fishing and bird-watching, is home to a wide variety of waterfowl, turtles, and the ubiquitous Floridian alligator. The northern headlands of the Everglades are protected as an ecotourism hot spot. Guided swamp tours are a great way to explore this fragile environment with the minimum of impact. The region also boasts one of the largest nesting populations of American bald eagles in the southern states, so be sure to keep your binoculars handy when you’re relaxing on the balcony of your Kissimmee vacation rental.