Monthly Rentals in Kissimmee

Average saving of 10% on select homes for stays of 28+ nights or more.

Discover the ideal place for your extended stay in Kissimmee. Whether you are vacationing with your kids and pets, working remotely, or simply in need of a change of scenery, with Vrbo you’ll find the amenities you desire, including parking and Wi-Fi. Explore fully furnished rentals ideal for short or long-stays, where you can settle in and live comfortably for a month or more in Kissimmee. View all home rentals in Kissimmee offering monthly discounts . Can't stay that long? Check our vacation rentals in Kissimmee that offer weekly discounts.

Great home rentals for your monthly stay in Kissimmee

View all holiday rentals in Kissimmee offering monthly discounts

Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!

Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!

9.2/10 Wonderful! (71 reviews)
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Find the perfect stay with great monthly and weekly rates

Home rentals in Kissimmee with monthly discounts

Find great homes and convenient apartments in Kissimmee where the host offers a discount for staying 28 nights or longer.

Only whole homes. Always Private

Book a monthly stay in a Vrbo vacation home in Kissimmee: you will always get the whole place to yourself.

Extended Stay in Kissimmee for digital nomads and remote workers

Book accommodations with reliable Wi-Fi and dedicated work areas, ensuring you can stay productive while on the move.

Pets friendly accommodations in Kissimmee

Discover homes in Kissimmee away from home from which you and your pet can have a prolonged stay and explore a fascinating destination.

Vacation rentals in Kissimmee with great kitchens

Discover fully furnished rentals equipped with kitchens and all the essential amenities for a comfortable stay in Kissimmee lasting a month or more.

Holiday rentals in Kissimmee with parking

Find great homes with parking space in Kissimmee so that you can conveniently have a month-long stay and enjoy hassle-free commuting.

Wheelchair accessible holiday rentals in Kissimmee

Explore accessible holiday rentals in Kissimmee and discover holiday homes designed to accommodate everyone for a comfortable and inclusive extended stay.

Holiday rentals in Kissimmee with pool

Enjoy a refreshing escape in a holiday rental with pools in Kissimmee during your month-long getaway.