Kissimmee holiday rentals

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Best Kissimmee vacation rentals

Most recommended vacation rentals in Kissimmee

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Irises House - private room in home - Kissimmee - Kitchen
Parking
Free Wi-Fi
Pet-friendly
Berkley Lake Townhomes - Kissimmee - Pool
Free Wi-Fi
Private Pool Homes
6.8 Okay
$319+
$319+
Parking
Free Wi-Fi
Pool

Good to know

Low season

October

High season

November

Average price (weeknight)

$344

Average price (weekend night)

$84
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 27% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a holiday 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 Kissimmee vacation rental deals

  • If you’re wanting accommodation in Old Town then consider staying at the Great Family Town Home w/Resort Facilities close to Disney, Dining & Shops. The accommodation is located in the heart of Old Town and has lots of amenities for guests to enjoy. The house sleeps up to eight guests and is equipped with four bedrooms and four bathrooms.
  • Visiting Kissimmee in a couple? Consider staying at the adult-only accommodation and Kissimmee holiday rental and condo 116 Serine Poolside at Parkway Palms. Guests can find themselves enjoying the parking and Wi-Fi that’s available during their stay. It’s the perfect choice for a private and romantic getaway.
  • The four-star Disney’s Beach Club Resort is a great choice of stay for your time in Kissimmee. Those who stay here can expect free Wi-Fi and also a free airport shuttle service if you’re looking for stress-free travel from the airport.
  • If you’re visiting with children then consider staying at the Kissimme holiday rental Disney’s Boardwalk Inn. This four-star accommodation comes with pool access and guests can find themselves within four miles of Walt Disney World, which is guaranteed to give your children hours of fun.
  • Those who are looking for the optimal luxury on their trip to Kissimmee should consider staying at the five-star 3109 Storey Lake Resort 41270/44281. Guests that stay here should expect exceptional service, use of all large pools, as well as free parking and free Wi-Fi.
  • Pet-friendly, wifi, and pool are the most popular holiday rental property amenities in Kissimmee
  • Holiday rentals in Kissimmee are around 42% more expensive than hotels on average. Search here to compare prices for all accommodation types in Kissimmee.
  • The best holiday rental properties in Kissimmee are Amazing Apartment at Storey Lake Resort SL3151403 (9.5, 28 reviews), Bahama Bay, Davenport, Florida Oversize 2 Br condo (9.3, 51), and Magic Village 4 Bedroom! Welcome Home! (9.3, 33), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Kissimmee, you should consider visiting during the low season. The cheapest holiday homes in Kissimmee can be found in January and June.
  • The cheapest night for renting a holiday home in Kissimmee is Saturday. In contrast, the most expensive is Sunday.
  • Book your Kissimmee holiday rental at least 60 days before your stay begins to get the best price.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Kissimmee for 15 days.
  • The cheapest Kissimmee holiday rental found on KAYAK in the last 2 weeks was $208, while the most expensive was $238.

FAQs when booking a holiday home in Kissimmee

  • How much is a holiday rental for a week in Kissimmee?

    The average price for a weekly Kissimmee holiday rental found by KAYAK users in the last 2 weeks is $2,809.

  • How much is a holiday rental for a month in Kissimmee?

    The average price for a monthly Kissimmee holiday rental found by KAYAK users in the last 2 weeks is $12,039.

  • What types of holiday rentals are available in Kissimmee?

    in Kissimmee you’ll find that most holiday rentals are apartments.

  • What are some of the most-loved holiday rentals available in Kissimmee?

    There are many types of properties available for Kissimmee holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Star Island and Legacy Vacation Resorts Kissimmee & Orlando - Near Disney.

  • Are there any pet-friendly holiday rentals in Kissimmee?

    There are a number of dog and pet-friendly Kissimmee holiday rentals, with around 5% allowing you to bring your pet along with you.

  • How much is a holiday rental in Kissimmee?

    KAYAK users have found holiday rentals in Kissimmee for as cheap as $184 in the last 3 days. The average price is $401.

  • How much is a holiday rental in Kissimmee for tonight?

    In the last 72 hours, users have found Kissimmee holiday rentals for tonight for as low as $397. Search here for similar prices

  • How can I find holiday rentals near me in Kissimmee?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • If I want accommodation in Kissimmee city centre, where should I stay?

    Those wanting to be located in the heart of Kissimmee with only a short 0.1-mile walk from the city centre should consider staying at the Kissimmee holiday home Homes4uu – Disney Area Vacation Homes. The house sleeps up to ten guests and is also equipped with an outdoor pool and a fully equipped kitchen. Also, enjoy the use of free parking and Wi-Fi available on request.

  • Where should I stay if I want to be near Walt Disney World?

    Consider staying at the four-star Disney’s Contemporary Resort, if you’re wanting to be in close proximity to the attraction of Walt Disney World. The accommodation is only located 0.4 miles away. Guests can also find themselves located near the airport, as well as within three miles of Disney’s Magnolia Golf Course and Beachcomber Beach. Magic Kingdom Park is also only six miles away from this accommodation.

  • Where can I stay if I’m visiting Kissimmee in a group?

    If you’re looking for a choice of a Kissimmee house rental that can accommodate up to eight guests, then consider staying at the Villa Palmera. The accommodation is equipped with four bedrooms and three bathrooms. Guests will also find Wi-Fi and parking that’s free of charge during their stay.

  • If I’m visiting Kissimmee on a budget, where can I stay?

    Consider staying at the Kissimmee holiday rental apartment Convenience At Its Best. The apartment is budget friendly and sleeps up to six guests. Those that are staying here will find themselves nearby the landmarks of Lake Tohopekaliga and also Old Town. The accommodation is equipped with a fully functional kitchen.

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 holiday rental.

What Kissimmee holiday rental guests are talking about

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What Kissimmee holiday rental guests are talking about

Holiday rentals by topic

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Three-Bedroom Apartment Kissimmee - Kissimmee
$263+
Parking
The Tropical Oaks Villa - Near Disney - Kissimmee
Parking
Florida Villa
9.3 Wonderful
$270+
$270+
Parking

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