Kissimmee cottage rentals

Pick from 272 cottage rentals in Kissimmee that offer a quiet, cozy retreat amid the sights and sounds of nature. Check out cottages in sought-after neighborhoods such as Historic Downtown Kissimmee, Mill Run and Magic Landings.

Check out our cottage rental listings in Kissimmee for an idea of costs. If you want to make some savings, use our “Discounts” filter. It’ll show you any cottages with special deals, whether that’s a monthly, weekly or new listing discount.

Consider taking a trip to Kissimmee in March, when average daily temperatures range between 59ºF (15ºC) and 77ºF (25ºC). This is the most popular time of year for guests to stay in a cozy cottage rental in this well-known destination, which is located in Orlando.

When searching for your cottage rental in Kissimmee, make use of our “Location” filter. This lets you choose the sorts of areas you prefer to stay in, whether that’s around nature or somewhere more central.

Stunning views of glittering water, the beauty of nature and outdoor pursuits are just some of the things to enjoy in one of Vrbo’s lakeside cottage rentals. Try out our “Location” filter and check the “Lake” box to see if there are any cozy retreats in Kissimmee near the water.

Disney’s Animal Kingdom® Theme Park, Orange County Convention Center and Epcot® are top-rated attractions that’ll keep the whole family busy in Kissimmee. There’s nothing like travel to get everyone together, so check out our cottage rentals in this vibrant destination.

Booking a cottage rental with Vrbo means you’ll have the entire place for your exclusive use — your own private retreat, with no distractions or interruptions from others. Also, our One Key™ loyalty program lets you earn OneKeyCash™* and spend it on eligible bookings on Vrbo, Expedia and Hotels.com. What’s more, our flexible payment and cancellation policies allow you to alter your plans if necessary. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.