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A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

Villas in Kissimmee

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    Check prices for these dates, December 12 – 13, 2026

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    Our top choices for Kissimmee villas

    1. 129 Seneca Point Trl

    A swimming pool with a football on the edge, surrounded by a covered area with a view of trees and a building in the background.

    2. Enchanting 4BR Villa / Family Vacation Home Near Disney

    A resort with a large pool area, water slides, and a view of surrounding residential buildings.

    3. Amazing Spider | Disney, Slides & River

    An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

    4. LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

    A modern multi-story building with a flat roof, large windows, and a central entrance.

    5. Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom

    Exterior

    6. Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

    A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

    7. Emerald Garden - Resort - 15 Min to Disney - Pets

    Interior

    8. Power Up Palace | Disney, River & Slides

    A two-story house with a red door, arched windows, and a tiled roof.

    9. Resort Villa, Pools Fun and relaxation/w Kingbed.

    A room with wicker furniture, a glass coffee table, and a view of a green lawn and trees.

    10. Shiny Legendary | Disney, River & Slides

    An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

    11. Solara Resort~Heated Pool~Near Disney~Fresh Home

    A residential area with a large swimming pool surrounded by houses and a body of water.

    12. Upstay Modern 3BR Townhome With Pool Near Disney

    A two-story house with a front porch, a mailbox, and a well-maintained garden with various plants and a palm tree.

    13. Family 5BR w/ Pool & Grill Near Disney Magic

    An aerial view of a residential area with a large swimming pool complex, surrounded by single-family homes and a body of water.

    14. 3BR Fun Themed Pool Home, 2mi to Near Disney

    A two-story residential house with a front porch, a garage, and a well-maintained lawn.

    15. The ideal getaway II

    A residential area with multiple houses, a central building with a swimming pool, and a curved road layout.

    16. Completely Renovated 3/2 Close to Disney parks

    A two-story building with a white picket fence, a staircase, and a clear sky.

    17. Storey Lake Resort~Heated Pool~Brand New~Designer

    A residential complex with multiple houses, a parking area, and a swimming pool.

    18. 8761 ZD - 3 BD The Hub Paradise Cozy Place

    A modern townhouse with a flat roof, large windows, and a small patio area with outdoor seating.

    19. Cozy 3BD Townhouse Near Disney, Encantada Resort

    An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

    20. Paradise Palms Magic: 5BR Villa & Private Pool

    A building with a paved pathway leading to a covered entrance, surrounded by well-maintained grass and palm trees.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Kissimmee

    Just minutes from Orlando's theme parks, this sunny gateway offers airboat tours where gators glide beneath your feet. Spend mornings paddling through natural springs and evenings exploring Old Town's vintage car shows and family-friendly restaurants.

    See all hotels in Kissimmee

    A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

    Top reviews in Kissimmee

    Contemporary 4BR Townhome With Pool & Themed Rooms

    A modern multi-story residential building with a symmetrical facade, stone accents, and a central entrance.

    Family Townhome Near Disney With Pool & Billiards

    Interior

    Spacious Townhome Near Disney, Free Parking

    A two-story residential building with a brick driveway, palm trees, and manicured landscaping.

    Rustic Hideaway - Great Location + Pet Friendly!

    BBQ/picnic area

    Frequently Asked Questions

    How much do villas in Kissimmee cost?

    Expect to pay between $233 and $546 per night for a villa in Kissimmee. Whatever your budget, a fantastic getaway is just a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

    What are the best villas in Kissimmee?

    Pick from multiple villas in Kissimmee that have a total average guest review rating of 8.8. Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa is a hit with Expedia guests. This 3-star stay features a swimming pool and a barbecue grill. Haven Villas is another favorite option. It has a 4-star rating and amenities including a swimming pool and complimentary use of a nearby fitness center.

    How many villas are there in Kissimmee?

    There are villas in Kissimmee. No matter if you're taking a trip with the little ones or planning a weekend escape with your pals, Expedia can help you find the right space for your whole crew.

    What are the best cheap villas in Kissimmee?

    Villas start from $233 per night, so your Kissimmee getaway doesn't have to stretch your budget! Christine's Villa - 3 Bedroom Villa By Redawning is a pocket-friendly pick that features lots of amenities, including a barbecue grill and a deep soaking bathtub. Ev8088ha - Storey Lake Resort - 6 Bed 5 Baths Villa is another cheap stay in this destination. Conveniences here include a swimming pool and a garden. If you're sightseeing in Kissimmee and want to stay within your budget, there are many free and fun attractions to add to your to-do list. Osceola County Welcome Center and History Museum and Kissimmee Lakefront Park are favorites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

    Are there any family-friendly villas in Kissimmee?

    Get comfortable at Ultra Luxury 6 Bedroom Massimo With Pool By Disney 6 Bedroom Villa, a 3-star option not far from town. Amenities here include an oven and WiFi. Another family-friendly getaway is Haven Villas. Laundry facilities and WiFi help make this 4-star stay a hit with guests. Kissimmee boasts loads of family-friendly attractions to explore when the kids are getting restless. Discovery Cove and Aquatica promise fun for travelers both young and old.

    Are there any 5-star villas in Kissimmee?

    Free Resort Access 4 Bedroom Near Disney With Themed Rooms has exactly what you need. Amenities at this retreat, around 4 miles from Kissimmee's center, include a swimming pool and a private entrance. Family Vacation Home, Water Park+endless Amenities is another 5-star villa where you can take relaxation to a whole other level. It offers a private entrance and a swimming pool and is 6 miles from the downtown area.

    Why book your villa in Kissimmee with Expedia?

    Booking a villa in Kissimmee is as simple as clicking on your travel dates and picking a place that satisfies your needs. In search of something low cost or luxurious, or a stay that also comes with a kitchen? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.

    How can I find cheap villas in Kissimmee?

    Expedia is here to help you easily locate cheap villas in Kissimmee. Simply use our handy filter tool to select amenities, star rating and budget to refine your search and find an amazing place to stay in just a few clicks.

    What is there to do near my villa in Kissimmee?

    No matter your interests, Kissimmee has a whole lot to keep you entertained. 192 Flea Market, Osceola Square Mall and Lake Cecile are on most travelers' schedules. Don't forget to check out Kissimmee Golf Club, Old Town and Silver Spurs Arena either. With Expedia's hotel deals in Kissimmee, you'll be able to discover more fantastic attractions like these with the cash you save.

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