Kissimmee resorts

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

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Recommended by KAYAK

Best Kissimmee resorts and all-inclusive resorts

Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Gaylord Palms Resort & Convention Center
Kissimmee, FL, United States
8.9Very Good(1810)
Free Wi-Fi
Pool
Air conditioning
R7 451+
Check availability
Legacy Vacation Resorts Kissimmee & Orlando - Near Disney - Kissimmee - Pool
Legacy Vacation Resorts Kissimmee & Orlando - Near Disney
Kissimmee, FL, United States
7.2Good(3495)
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 610+
Check availability
Star Island Resort and Club - Kissimmee - Pool
Star Island Resort and Club
Kissimmee, FL, United States
8.2Very Good(2393)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 432+
Check availability
Silver Lake Resort - Kissimmee - Lobby
Silver Lake Resort
Kissimmee, FL, United States
8.3Very Good(955)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 486+
Check availability
Fantasyworld Resort - Kissimmee - Pool
Fantasyworld Resort
Kissimmee, FL, United States
8.7Very Good(1915)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 487+
Check availability
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.3Wonderful(1250)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 770+
Check availability
Parkway International Resort - Kissimmee - Balcony
Parkway International Resort
Kissimmee, FL, United States
9.2Wonderful(1564)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 758+
Check availability
Maingate Lakeside Resort - Kissimmee - Outdoor view
Maingate Lakeside Resort
Kissimmee, FL, United States
4.4Mediocre(5369)
Free Wi-Fi
Air conditioning
R5 442+
Check availability
Westgate Towers Resort - Kissimmee - Pool
Westgate Towers Resort
Kissimmee, FL, United States
8.0Very Good(749)
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 980+
Check availability
Encantada Resort Vacation Townhomes by Idiliq - Kissimmee - Building
Encantada Resort Vacation Townhomes by Idiliq
Kissimmee, FL, United States
7.7Good(129)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 468+
Check availability
Lifetime of Vacations Resort - Kissimmee - Building
Lifetime of Vacations Resort
Kissimmee, FL, United States
8.7Very Good(711)
Air conditioning
R1 261+
Check availability
Disney's All-Star Sports Resort - Lake Buena Vista - Pool
Disney's All-Star Sports Resort
Lake Buena Vista, FL, United States
8.8Very Good(599)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 863+
Check availability
Hilton Vacation Club Mystic Dunes Orlando - Celebration - Pool
Hilton Vacation Club Mystic Dunes Orlando
Celebration, FL, United States
8.8Very Good(3070)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 555+
Check availability
Disney's Art Of Animation Resort - Lake Buena Vista - Shop
Disney's Art Of Animation Resort
Lake Buena Vista, FL, United States
8.9Very Good(377)
Parking
Free Wi-Fi
Pool
Air conditioning
R9 516+
Check availability
Disney's All-Star Music Resort - Lake Buena Vista - Restaurant
Disney's All-Star Music Resort
Lake Buena Vista, FL, United States
8.8Very Good(395)
Parking
Free Wi-Fi
Pool
Air conditioning
R3 914+
Check availability
Disney's Coronado Springs Resort - Lake Buena Vista - Building
Disney's Coronado Springs Resort
Lake Buena Vista, FL, United States
8.8Very Good(564)
Free Wi-Fi
Pool
Air conditioning
R8 713+
Check availability
Tropical Palms Resort - Celebration - Building
Tropical Palms Resort
Celebration, FL, United States
8.9Very Good(196)
Parking
Free Wi-Fi
Pool
Air conditioning
R3 288+
Check availability
Disney's Caribbean Beach Resort - Lake Buena Vista - Restaurant
Disney's Caribbean Beach Resort
Lake Buena Vista, FL, United States
8.5Very Good(108)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R7 404+
Check availability
Disney's Old Key West Resort - Lake Buena Vista - Lounge
Disney's Old Key West Resort
Lake Buena Vista, FL, United States
9.3Wonderful(10)
Free Wi-Fi
Pool
Air conditioning
R14 328+
Check availability
Magic Tree Resort - Celebration
Magic Tree Resort
Celebration, FL, United States
9.6Wonderful(51)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 657+
Check availability
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 May, with average rates of R2 964/night. In comparison, February is the most expensive month, with prices at R6 556/night.

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

Wednesday offers the lowest rates in Kissimmee, with an average nightly price of R3 729/night. The highest prices are found on Thursday, with average rates at R5 724/night.

How early should you book a resort in Kissimmee?

Book at least 9 days before your stay begins to get the best price for your Kissimmee resort.

Find deals

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)

May
February
R4 560
R4 712
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 42% 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 want to ensure you grab a bargain, try to book at least 9 days before your stay to get the best price for a Kissimmee resort.

FAQs when booking a resort in Kissimmee

  • 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 R1 023 and the lowest priced 4-star resort was R1 107. The cheapest resort found on KAYAK for tonight is R1 023.

  • 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 R955. Users have also found 3 star hotels from R955 and 4-star plus hotels from R1 664.

  • 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 R5 001 compared to R2 987 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 Star Island Resort and Club, Gaylord Palms Resort & Convention Center and Magic Moment Resort And Kids Club.

  • 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, Gaylord Palms Resort & Convention Center and Vacation Village Orlando, Celebration 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

Everything you need to know for your stay in Kissimmee

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