Kissimmee villas

We found 5,902 villas — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday villa rentals in Kissimmee?
Stay in one of our 5,902 villa rentals in Kissimmee and you'll have the ideal base for your next group or family travel adventure. Historic Downtown Kissimmee, Mill Run and Magic Landings are among this city's most popular areas to stay.
How much does it cost to stay in a villa rental in Kissimmee?
Vrbo's filters make it a breeze to find a villa rental in Kissimmee that works with your budget. Fine-tune your search by entering your maximum nightly or total price. You should also consider your timing. Prices often vary based on major local holidays or special events or festivals. You may find lower rates in off-peak times.
When is the best time to rent a villa in Kissimmee?
March is the busiest month to book a villa rental in Kissimmee, and when average temperatures range from 15ºC (59ºF) to 25ºC (77ºF). Want to travel during a quieter period? Consider booking your villa rental escape away from things like school holidays and big events. You can also check out some travel guides for tips on the ideal time to visit this corner of Orlando.
Where can I rent a Kissimmee villa with great views?
Wind down and wake up with beautiful views when you stay in one of Vrbo's welcoming villa rentals in Kissimmee. Scroll through the options and use our filters to fine-tune your search by location and the outlooks you'd like to gaze at when you're there. Many of our villas have outdoor areas like terraces, private gardens or balconies, allowing you to enjoy the scenery even more.
Can I book a luxury villa in Kissimmee?
Vrbo has a range of villa rentals in Kissimmee, including in the popular neighbourhood of Venetian Bay Villages. Featuring exclusive locations and loads of premium perks, indulgence is calling at these lavish stays. Simply check in and make use of things like swimming pools, media libraries and state-of-the-art kitchens.
What are the top things to do in Kissimmee?
Disney's Animal Kingdom® Theme Park, Orange County Convention Centre and Epcot® are terrific attractions that'll keep the whole family busy in Kissimmee. There's nothing like a getaway to bring everyone together, so check out our villa rentals in this vibrant destination.
Why should I book my villa holiday with Vrbo?
With more than 2 million holiday rentals to choose from across the world, we help guests find a stay that offers loads more than the basic hotel room experience. Whether that's an ideally located villa holiday rental or even a boat, you'll always have the entire place to yourself. And with our free loyalty programme, One Key™, you can earn and use OneKeyCash™* on eligible bookings on Vrbo. Plus, our Book with Confidence Guarantee and flexible cancellation policies mean you can book with peace of mind. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.

More holiday ideas