Kissimmee resorts

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

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Kissimmee resorts and all inclusive resorts

Most recommended Kissimmee resorts

Show all
Star Island Resort And Club - Kissimmee - Pool
Parking
Free Wi-Fi
Pool
Air conditioning
Champions World Resort - Kissimmee - Bedroom
Champions World Resort
Kissimmee, FL, United States
7.2Good(3595)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Villas at Fortune Place - Kissimmee - Patio
Villas at Fortune Place
Kissimmee, FL, United States
8.8Very Good(667)
Pool
Air conditioning
Maingate Lakeside Resort - Kissimmee - Pool
Maingate Lakeside Resort
Kissimmee, FL, United States
4.0Mediocre(5356)
Parking
Free Wi-Fi
Pool
Pet-friendly
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.4Wonderful(1065)
Parking
Free Wi-Fi
Pool
Pet-friendly
Fantasyworld Resort - Kissimmee - Building
Fantasyworld Resort
Kissimmee, FL, United States
8.6Very Good(1720)
Parking
Free Wi-Fi
Pool
Pet-friendly
Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Free Wi-Fi
Pool
Air conditioning
Silver Lake Resort - Kissimmee - Lobby
Silver Lake Resort
Kissimmee, FL, United States
8.1Very Good(853)
Parking
Free Wi-Fi
Pool
Air conditioning
Parkway International Resort - Kissimmee - Pool
Parking
Free Wi-Fi
Pool
Air conditioning
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(573)
Parking
Free Wi-Fi
Pool
Pet-friendly
Disney's All-Star Music Resort - Lake Buena Vista - Bedroom
Disney's All-Star Music Resort
Lake Buena Vista, FL, United States
8.7Very Good(384)
Parking
Free Wi-Fi
Pool
Air conditioning
Disney's All-Star Movies Resort - Lake Buena Vista - Bedroom
Disney's All-Star Movies Resort
Lake Buena Vista, FL, United States
8.8Very Good(231)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Disney's Old Key West Resort - Lake Buena Vista - Living room
Disney's Old Key West Resort
Lake Buena Vista, FL, United States
9.3Wonderful(10)
Free Wi-Fi
Pool
Air conditioning
Encantada Resort - Kissimmee
Encantada Resort
Kissimmee, FL, United States
7.3Good(124)
Parking
Free Wi-Fi
Pool
Pet-friendly
Disney's Caribbean Beach Resort - Lake Buena Vista
Disney's Caribbean Beach Resort
Lake Buena Vista, FL, United States
8.6Very Good(108)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Disney's Coronado Springs Resort - Lake Buena Vista
Disney's Coronado Springs Resort
Lake Buena Vista, FL, United States
8.8Very Good(539)
Free Wi-Fi
Pool
Air conditioning
Disney's Art Of Animation Resort - Lake Buena Vista
Disney's Art Of Animation Resort
Lake Buena Vista, FL, United States
8.9Very Good(355)
Parking
Free Wi-Fi
Pool
Pet-friendly
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 September, with average rates of R55 853. In comparison, February is the most expensive month, with prices at R102 457.

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

Friday offers the lowest rates in Kissimmee, with an average nightly price of R68 515. The highest prices are found on Monday, with average rates at R160 662.

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)

September
February
R5 348
R5 133
Cheapest month to stay with an average 26% drop in price.
Most expensive month to stay with an average 36% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

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 R33 and the lowest priced 4-star resort was R110. The cheapest resort found on KAYAK for tonight is R30.

  • 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 R37. Users have also found 3 star hotels from R37 and 4-star plus hotels from R138.

  • 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 R218 compared to R154 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 Fantasyworld Resort, Worldmark Reunion and Villas at Fortune Place.

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

Show all

Popular topics

Hotels about topic

Show all
Fantasyworld Resort - Kissimmee - Building
Fantasyworld Resort
Kissimmee, FL, United States
8.6Very Good(1720)
Parking
Free Wi-Fi
Pool
Pet-friendly
Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Free Wi-Fi
Pool
Air conditioning
Encantada Resort - Kissimmee
Encantada Resort
Kissimmee, FL, United States
7.3Good(124)
Parking
Free Wi-Fi
Pool
Pet-friendly
Holiday Inn Club Vacations At Orange Lake Resort By IHG - Four Corners - Pool
Parking
Free Wi-Fi
Pool
Air conditioning
Champions World Resort - Kissimmee - Bedroom
Champions World Resort
Kissimmee, FL, United States
7.2Good(3595)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Maingate Lakeside Resort - Kissimmee - Pool
Maingate Lakeside Resort
Kissimmee, FL, United States
4.0Mediocre(5356)
Parking
Free Wi-Fi
Pool
Pet-friendly

Search cheap hotels with KAYAK. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. KAYAK searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since KAYAK searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.