Kissimmee vacation rentals

Kissimmee vacation rentals

Search hundreds of travel sites at once for vacation home deals in Kissimmee

Kissimmee, FL
Check-in
Check-out
Bundle with KAYAK |

Good to know

Low season

SeptemberCheapest month to stay with an average 16% drop in price.

High season

JulyMost expensive time to stay with an average 29% rise in price.

Average price (Weeknight)

$154Average Sunday to Thursday price over the last 2 weeks.

Average price (Weekend night)

$151Average Friday and Saturday price over the last 2 weeks.

When to book a vacation rental in Kissimmee

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding the perfect Kissimmee vacation rental

  • Pool, pet friendly, and kitchen/kitchenette are the most popular vacation rental property amenities in Kissimmee
  • Vacation rentals in Kissimmee are around 5% cheaper than hotels on average. Search here to compare prices for all accommodation types in Kissimmee.
  • The best vacation rental properties in Kissimmee are Offers Early Check In! Disney Vacation Rental-10 Min Away From Disney/Secured (9.8, 20 reviews), Condo with On-Site Pool, 15 Min to Walt Disney World! (9.5, 21), and Incredible Fantasy World! Newly Renovated Near Disney With Amazing Amenities (9.4, 20), based on ratings and reviews from real travelers.
  • If you are a golf enthusiast, consider checking out Kissimmee vacation rentals in Reunion. This neighborhood is popular for golf, with the Reunion Resort hosting three PGA golf courses, including Arnold Palmer, Tom Watson, and Jack Nicklaus golf courses. Checking in at Great Three Beds Vacation Apartment with balcony at Reunion Resort is recommended.
  • If you are looking to enjoy the Kissimmee shopping experience, consider staying at Kissimmee vacation rentals in downtown Kissimmee. This neighborhood is home to Lanier's Historic Downtown Marketplace and the Kissimmee Valley Farmers' Market, which are ideal for an exciting shopping spree. Staying at 4 bedroom villa, accommodates 10 guests places you within walking distance to the major shopping outlets in downtown Kissimmee.
  • If you are looking for a peaceful and quiet stay, consider checking in at vacation rentals at Celebration, such as at Celebration Suites - 2 Bedroom Condos. This neighborhood is recommended if you need to escape the bustling Kissimmee downtown or simply enjoy a calm, relaxing afternoon at the theme parks. 
  • For business travelers, consider staying at Hapimag Orlando at Lake Berkley. This vacation rental is primely situated at the heart of Kissimmee, offering you convenient access to the city's business hub. Also, the establishment features access to a computer, a business center, and free parking, great for business travelers.
  • For travelers seeking to keep fit during their stay, consider looking for Kissimmee house rentals with fitness services. The Town Home and Villas At Seven Dwarfs Resort will be a good fit for you. This rental home features a well-equipped fitness center, with equipment like weights, treadmills, bikes, and resistance bands, great for maintaining your fitness routine even when on vacation.

FAQs when booking a vacation rental in Kissimmee

How much is a vacation rental in Kissimmee?

How much is a vacation rental in Kissimmee for tonight?

How can I find vacation rentals near me in Kissimmee?

Which Kissimmee vacation rentals allow pets?

Which vacation rentals in Kissimmee have a pool?

Which Kissimmee vacation rentals are close to dining options?

Which is the best vacation rental for families in Kissimmee?

Where to stay in Kissimmee?

Our map will help you find the perfect place to stay in Kissimmee by showing you the exact location of each vacation rental.