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Kissimmee resorts

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

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Booking Insights
Recommended by KAYAK

Best Kissimmee resorts and all-inclusive resorts

These are the best prices for 9-10 Oct.
Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Gaylord Palms Resort & Convention Center
Kissimmee, FL, United States
9.0Wonderful(1869)
Free Wi-Fi
Pool
Air conditioning
R8 171+
Check availability
Star Island Resort and Club - Kissimmee - Pool
Star Island Resort and Club
Kissimmee, FL, United States
8.4Very Good(2661)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 021+
Check availability
Legacy Vacation Resorts - Kissimmee/Orlando - Kissimmee - Pool
Legacy Vacation Resorts - Kissimmee/Orlando
Kissimmee, FL, United States
7.0Good(4265)
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 385+
Check availability
Silver Lake Resort - Kissimmee - Lobby
Silver Lake Resort
Kissimmee, FL, United States
8.4Very Good(1158)
Parking
Free Wi-Fi
Pool
Air conditioning
R1 813+
Check availability
Fantasyworld Resort - Kissimmee - Pool
Fantasyworld Resort
Kissimmee, FL, United States
8.8Very Good(2246)
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 826+
Check availability
Westgate Towers Resort - Kissimmee - Pool
Westgate Towers Resort
Kissimmee, FL, United States
8.1Very Good(826)
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 032+
Check availability
Parkway International Resort by Coolvacay - Kissimmee - Pool
Parkway International Resort by Coolvacay
Kissimmee, FL, United States
9.2Wonderful(1693)
Parking
Free Wi-Fi
Pool
Air conditioning
R1 890+
Check availability
Barefoot'n Resort Kissimmee Orlando - Kissimmee - Pool
Barefoot'n Resort Kissimmee Orlando
Kissimmee, FL, United States
8.8Very Good(555)
Free Wi-Fi
Pool
Air conditioning
R2 039+
Check availability
Encantada Resort Vacation Townhomes by Idiliq - Kissimmee - Building
Encantada Resort Vacation Townhomes by Idiliq
Kissimmee, FL, United States
7.6Good(163)
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 708+
Check availability
Villas at Fortune Place - Kissimmee
Villas at Fortune Place
Kissimmee, FL, United States
9.1Wonderful(678)
Pool
Air conditioning
R1 863+
Check availability
Renaissance Orlando Resort – Disney Springs Area - Lake Buena Vista - Lobby
Renaissance Orlando Resort – Disney Springs Area
Lake Buena Vista, FL, United States
6.7Okay(3001)
Free Wi-Fi
Pool
Air conditioning
R3 183+
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(512)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 574+
Check availability
Hilton Vacation Club Grand Beach Orlando - Lake Buena Vista - Beach
Hilton Vacation Club Grand Beach Orlando
Lake Buena Vista, FL, United States
9.3Wonderful(1599)
Free Wi-Fi
Pool
Air conditioning
R2 898+
Check availability
Tropical Palms Resort - Celebration - Building
Tropical Palms Resort
Celebration, FL, United States
8.5Very Good(201)
Parking
Free Wi-Fi
Pool
Air conditioning
R3 422+
Check availability
Disney's Old Key West Resort - Lake Buena Vista - Building
Disney's Old Key West Resort
Lake Buena Vista, FL, United States
9.3Wonderful(10)
Free Wi-Fi
Pool
Air conditioning
R16 112+
Check availability
Disney's All-Star Movies Resort - Lake Buena Vista
Disney's All-Star Movies Resort
Lake Buena Vista, FL, United States
8.8Very Good(223)
Pet-friendly
Air conditioning
R4 665+
Check availability
Disney's Caribbean Beach Resort - Lake Buena Vista
Disney's Caribbean Beach Resort
Lake Buena Vista, FL, United States
8.6Very Good(133)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R7 234+
Check availability
Caribe Cove Resort - Celebration - Pool
Caribe Cove Resort
Celebration, FL, United States
7.9Good(673)
Free Wi-Fi
Pool
Air conditioning
R3 393+
Check availability
Disney's Polynesian Village Resort - Lake Buena Vista
Disney's Polynesian Village Resort
Lake Buena Vista, FL, United States
8.5Very Good(21)
Free Wi-Fi
Pool
Air conditioning
R22 865+
Check availability
Lifetime of Vacations - Kissimmee
Lifetime of Vacations
Kissimmee, FL, United States
8.7Very Good(698)
Parking
Free Wi-Fi
Pool
Air conditioning
R1 832+
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?

The cheapest month to book a resort in Kissimmee is August, with an average nightly rate of R1 740. The most expensive month is February at R2 453 per night.

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

Thursday offers the lowest rates in Kissimmee, with an average nightly price of R2 332/night. The highest prices are found on Friday, with average rates at R3 962/night.

How much is a resort in Kissimmee for tonight?

The best deal for a 3-star resort room in Kissimmee found by KAYAK users in the last 5 days was R1 083, while the lowest price for a 4-star resort was R5 675. The cheapest room found overall was for R694.

How much is a resort in Kissimmee for this weekend?

The cheapest Resort room in Kissimmee for the upcoming weekend found on KAYAK in the last 5 days was for R938 per night.

How far in advance should you book a resort in Kissimmee?

Book at least 85 days before your stay begins to get the best price for your resort in Kissimmee.

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)

August
July
R2 933
R3 767
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 48% 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 85 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 083 and the lowest priced 4-star resort was R3 661. The cheapest resort found on KAYAK for tonight is R1 083.

  • 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 R855. Users have also found 3 star hotels from R920 and 4-star plus hotels from R2 223.

  • 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 480 compared to R2 730 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 Gaylord Palms Resort & Convention Center, Magic Moment Resort And Kids Club and Legacy Vacation Resorts - Kissimmee/Orlando.

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

    Resorts can be a great choice for a romantic option. Reunion Resort & Golf Club, Star Island Resort and Club 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

More options for your stay in Kissimmee

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