Kissimmee resorts

KAYAK searches hundreds of resorts and all-inclusive resorts in Kissimmee

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Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Kissimmee resorts and all-inclusive resorts

Most recommended Kissimmee resorts

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Maingate Lakeside Resort - Kissimmee - Building
Maingate Lakeside Resort
Kissimmee, FL, United States
4.1Mediocre(5361)
Parking
Free Wi-Fi
Pool
Pet friendly
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.3Wonderful(1125)
Parking
Free Wi-Fi
Pool
Pet friendly
Fantasyworld Resort - Kissimmee - Building
Fantasyworld Resort
Kissimmee, FL, United States
8.7Very good(1797)
Parking
Free Wi-Fi
Pool
Pet friendly
Magic Key - Near Disney - Kissimmee - Bedroom
Magic Key - Near Disney
Kissimmee, FL, United States
7.7Good(1341)
Parking
Free Wi-Fi
Pool
Barefoot'n Resort - Kissimmee - Pool
Barefoot'n Resort
Kissimmee, FL, United States
8.8Very good(503)
Free Wi-Fi
Pool
Silver Lake Resort - Kissimmee - Lobby
Silver Lake Resort
Kissimmee, FL, United States
8.2Very good(882)
Parking
Free Wi-Fi
Pool
Parkway International Resort - Kissimmee - Patio
Parking
Free Wi-Fi
Pool
Booking Insights

KAYAK’s insights for resorts in Kissimmee

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Kissimmee with confidence.

Which month has the cheapest resort rates in Kissimmee?

Resorts are cheapest in Kissimmee in January, with average rates of C$ 154. In comparison, October is the most expensive month, with prices at C$ 571.

What is the cheapest day of the week to book a resort in Kissimmee?

Saturday offers the lowest rates in Kissimmee, with an average nightly price of C$ 136. The highest prices are found on Tuesday, with average rates at C$ 933.

How much is a Kissimmee resort?

Here are our most popular and best value resorts and all inclusive resorts in Kissimmee

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
October
C$ 342
C$ 373
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 49% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Kissimmee resort deals

  • If you’re looking for a cheap resort in Kissimmee, you should consider going during the low season. You’ll generally find lower-priced resorts in Kissimmee in September and June.
  • Resort room prices vary depending on many factors but you’ll likely find the best resort deals in Kissimmee if you stay on a Saturday. The most expensive day for resort bookings is Tuesday.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their resort in Orlando for 5 days.

FAQs when booking a resort in Kissimmee

  • What are the best resorts near Old Town?

    Old Town is a popular area in Kissimmee and there are many resorts closeby. Check out 2Bed/2Bath Barefoot'n Resort. Stay Close to Disney! or Barefoot'n Resort for hostels recommended by KAYAK that are within walking distance of Old Town.

  • How much is a resort in Kissimmee for tonight?

    The best price a KAYAK user has found for a 3-star resort in Kissimmee in the last 3 hours was C$ 26 and the lowest priced 4-star resort was C$ 104. The cheapest resort found on KAYAK for tonight is C$ 26.

  • How much is a resort in Kissimmee for this weekend?

    In the last 72 hours, KAYAK users have booked Kissimmee resort for this weekend for as low as C$ 26. Users have also found 3 star hotels from C$ 26 and 4-star plus hotels from C$ 109.

  • Is it cheaper to stay in a resort than in a hotel in Kissimmee?

    The average price for a night in a resort in Kissimmee is C$ 244 compared to C$ 159 for a night in a hotel.

  • Which Kissimmee resorts are especially family-friendly?

    Resorts offer a fun-filled time for the entire family. Resorts in Kissimmee that are recommended as particularly family-friendly are Maingate Lakeside Resort, Star Island Resort and Club - Near Disney and Gaylord Palms Resort & Convention Center.

  • Are there resorts in Kissimmee that are good for couples?

    Resorts can be a great choice for a romantic option. Star Island Resort and Club - Near Disney, The Berkley, Orlando and Gaylord Palms Resort & Convention Center are especially romantic resorts in Kissimmee.

Where to find the best resorts in Kissimmee?

Our map will help you find the perfect resort in Kissimmee by showing you the exact location of each resort.

What Kissimmee resort guests are talking about

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Popular topics

Hotels about topic

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Fantasyworld Resort - Kissimmee - Building
Fantasyworld Resort
Kissimmee, FL, United States
8.7Very good(1797)
Parking
Free Wi-Fi
Pool
Pet friendly
Maingate Lakeside Resort - Kissimmee - Building
Maingate Lakeside Resort
Kissimmee, FL, United States
4.1Mediocre(5361)
Parking
Free Wi-Fi
Pool
Pet friendly