Kissimmee Luxury hotels

Search hundreds of travel sites at once for luxury hotels 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 luxury hotels

Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Gaylord Palms Resort & Convention Center
Kissimmee, FL, United States
8.9Very Good(1809)
Free Wi-Fi
Pool
Air conditioning
R7 810+
Check availability
Reunion Resort & Golf Club - Kissimmee - Pool
Reunion Resort & Golf Club
Kissimmee, FL, United States
8.4Very Good(655)
Free Wi-Fi
Pool
Air conditioning
R5 579+
Check availability
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.3Wonderful(1242)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 945+
Check availability
Worldmark Reunion - Kissimmee - Pool
Worldmark Reunion
Kissimmee, FL, United States
8.7Very Good(125)
Parking
Free Wi-Fi
Pool
Air conditioning
R4 267+
Check availability
Luxury And Vintage Space To Enjoy Your Vacation!! - Kissimmee
Luxury And Vintage Space To Enjoy Your Vacation!!
Kissimmee, FL, United States
9.8Wonderful(25)
Apartment
Parking
Pool
Air conditioning
R2 949+
Check availability
Upstay Luxury 4BR Family Home w Pool Near Disney - Kissimmee - Laundry facility
Upstay Luxury 4BR Family Home w Pool Near Disney
Kissimmee, FL, United States
9.3Wonderful(16)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
R5 430+
Check availability
Grand Luxury 3BR Townhouse near Disney Parks - Kissimmee - Pool
Grand Luxury 3BR Townhouse near Disney Parks
Kissimmee, FL, United States
8.2Very Good(5)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 504+
Check availability
Luxury 3-bdr house with pool next to Disney - Kissimmee - Pool
Luxury 3-bdr house with pool next to Disney
Kissimmee, FL, United States
9.5Wonderful(24)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R3 965+
Check availability
Warm Welcoming: Comfortable Orlando Apartment - Kissimmee - Living room
Warm Welcoming: Comfortable Orlando Apartment
Kissimmee, FL, United States
8.9Very Good(37)
Apartment
Parking
Free Wi-Fi
Air conditioning
R3 356+
Check availability
Jc Disney House - Kissimmee
Jc Disney House
Kissimmee, FL, United States
9.3Wonderful(9)
Campsite
Parking
Free Wi-Fi
Pool
Air conditioning
R3 629+
Check availability
Luxury Champions Gate Condo, Resort-Style Retreat - Kissimmee - Lobby
Luxury Champions Gate Condo, Resort-Style Retreat
Kissimmee, FL, United States
8.8Very Good(30)
Condo
Parking
Free Wi-Fi
Pool
Pet-friendly
R4 761+
Check availability
Grand Luxury 3BR Penthouse near Disney Parks - Kissimmee
Grand Luxury 3BR Penthouse near Disney Parks
Kissimmee, FL, United States
7.4Good(7)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
R2 638+
Check availability
Family Luxury Villa Vacation Home Resort - Kissimmee - Living room
Family Luxury Villa Vacation Home Resort
Kissimmee, FL, United States
9.7Wonderful(9)
House
Parking
Free Wi-Fi
Pool
Air conditioning
R4 251+
Check availability
9031srl Luxury 9beds Villas With Pool Spa In Solara - Kissimmee - Living room
9031srl Luxury 9beds Villas With Pool Spa In Solara
Kissimmee, FL, United States
House
Free Wi-Fi
Air conditioning
R11 411+
Check availability
Booking Insights

KAYAK’s insights for luxury hotels in Kissimmee

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

How much is a luxury hotel in Kissimmee for tonight?

The best deal for a 3-star luxury hotel room in Kissimmee found by KAYAK users in the last 3 days was R1 541, while a 4-star luxury hotel the lowest price was R1 970. The cheapest room found overall was for R1 872.

How much is a luxury hotel in Kissimmee for this weekend?

The cheapest luxury hotel room in Kissimmee for the upcoming weekend found on KAYAK in the last 3 days was for R2 269 per night. For the same dates, 3-star luxury hotel rooms have been found for as low as R1 836 per night and 4-star luxury hotel rooms from R3 784 per night.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Lowest hotel price

April
May
R7 494
R2 052
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 79% rise in price.
Average Sun - Thu price over the last 2 weeks.
The cheapest luxury hotel room rate in the last 7 days

KAYAK's top tips for finding Kissimmee luxury hotel deals

  • Prices for luxury hotels in Kissimmee are cheaper in the low season, which is in April and July.

FAQs about Kissimmee luxury hotels

  • How many luxury hotels are there in Kissimmee?

    Currently, there are around 277 luxury hotels on KAYAK available for you to book.

  • What are the most popular luxury hotels in Kissimmee?

    The most popular luxury hotels among KAYAK users in the last 3 months are Gaylord Palms Resort & Convention Center and The Berkley, Orlando.

Where to stay in a luxury hotel in Kissimmee?

Our map will help you find the perfect place to stay in Kissimmee by showing you the exact location of each hotel.

Everything you need to know for your stay in Kissimmee