Kissimmee Luxury hotels

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Best Kissimmee luxury hotels

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 443+
Check availability
Reunion Resort & Golf Club - Kissimmee - Pool
Reunion Resort & Golf Club
Kissimmee, FL, United States
8.4Very Good(662)
Free Wi-Fi
Pool
Air conditioning
R5 508+
Check availability
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.3Wonderful(1253)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 771+
Check availability
Worldmark Reunion - Kissimmee - Pool
Worldmark Reunion
Kissimmee, FL, United States
8.5Very Good(126)
Parking
Free Wi-Fi
Pool
Air conditioning
R3 795+
Check availability
Luxury And Vintage Space To Enjoy Your Vacation!! - Kissimmee
Luxury And Vintage Space To Enjoy Your Vacation!!
Kissimmee, FL, United States
9.9Wonderful(26)
Apartment
Parking
Pool
Air conditioning
R2 765+
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 978+
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 479+
Check availability
Luxury Lakeview Home Private Pool 2687 - Kissimmee - Living room
Luxury Lakeview Home Private Pool 2687
Kissimmee, FL, United States
6.5Okay(4)
House
Parking
Free Wi-Fi
Pool
Air conditioning
R6 972+
Check availability
Warm Welcoming: Comfortable Orlando Apartment - Kissimmee - Living room
Warm Welcoming: Comfortable Orlando Apartment
Kissimmee, FL, United States
8.9Very Good(38)
Apartment
Parking
Free Wi-Fi
Air conditioning
R3 370+
Check availability
Sonoma Resort 7 Bedroom Vacation Home 2600ya - Kissimmee - Dining room
Sonoma Resort 7 Bedroom Vacation Home 2600ya
Kissimmee, FL, United States
7.8Good(16)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
R7 718+
Check availability
Jc Disney House - Kissimmee
Jc Disney House
Kissimmee, FL, United States
9.1Wonderful(10)
Campsite
Parking
Free Wi-Fi
Pool
Air conditioning
R3 561+
Check availability
~ Luxury, Resort Style, Brand - New Construction ~ - Kissimmee - Living room
~ Luxury, Resort Style, Brand - New Construction ~
Kissimmee, FL, United States
10Wonderful(6)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
R2 544+
Check availability
The Villas at Seven Dwarfs - 2603 Amazing Luxury Villa - Near Disney - Water Park - Kissimmee
The Villas at Seven Dwarfs - 2603 Amazing Luxury Villa - Near Disney - Water Park
Kissimmee, FL, United States
8.6Very Good(23)
House
Parking
Free Wi-Fi
Pool
Air conditioning
R3 202+
Check availability
Luxury Oasis - Private Pool Prime Location - Kissimmee - Pool
Luxury Oasis - Private Pool Prime Location
Kissimmee, FL, United States
9.0Wonderful(1)
House
Parking
Free Wi-Fi
Pool
Air conditioning
R7 083+
Check availability
9031srl Luxury 9beds Villas With Pool Spa In Solara - Kissimmee
9031srl Luxury 9beds Villas With Pool Spa In Solara
Kissimmee, FL, United States
House
Free Wi-Fi
Air conditioning
R8 963+
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 R2 070, while a 4-star luxury hotel the lowest price was R3 408. The cheapest room found overall was for R2 176.

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 761 per night. For the same dates, 3-star luxury hotel rooms have been found for as low as R1 935 per night and 4-star luxury hotel rooms from R3 385 per night.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

February
May
R7 930
R6 992
R1 812
Cheapest month to stay with an average 82% drop in price.
Most expensive month to stay with an average 105% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat 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 February and July.
  • Luxury room prices can vary depending on different factors. However, generally, rooms cost less on a Tuesday. The most expensive night for a stay is Sunday.
  • The most expensive cost city.

FAQs about Kissimmee luxury hotels

  • How many luxury hotels are there in Kissimmee?

    Currently, there are around 313 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