Kissimmee Luxury hotels

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Best Kissimmee luxury hotels

These are the best prices for 11-18 May.
Reunion Resort & Golf Club - Kissimmee - Lobby
Reunion Resort & Golf Club
Kissimmee, FL, United States
8.5Very Good(663)
Free Wi-Fi
Pool
Spa
$386+
View availability
Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Gaylord Palms Resort & Convention Center
Kissimmee, FL, United States
8.9Very Good(1828)
Free Wi-Fi
Pool
Spa
$546+
View availability
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.3Wonderful(1325)
Parking
Free Wi-Fi
Pool
Pet-friendly
$288+
View availability
Spectrum Resort Orlando by Rentyl - Kissimmee - Balcony
Spectrum Resort Orlando by Rentyl
Kissimmee, FL, United States
8.7Very Good(27)
Parking
Free Wi-Fi
Pool
Pet-friendly
$393+
View availability
Luxury e Themed Rooms Minutes from Disney Parks - Kissimmee
Luxury e Themed Rooms Minutes from Disney Parks
Kissimmee, FL, United States
8.8Very Good(3)
Homestay
Parking
Free Wi-Fi
$79+
View availability
Luxury And Vintage Space To Enjoy Your Vacation!! - Kissimmee
Luxury And Vintage Space To Enjoy Your Vacation!!
Kissimmee, FL, United States
9.9Wonderful(28)
Apartment
Parking
Free Wi-Fi
Pool
$242+
View 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
9.3Wonderful(25)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
$305+
View availability
Luxury Compass 3br Townhouse Near Disney Parks 2 - Kissimmee - Bathroom
Luxury Compass 3br Townhouse Near Disney Parks 2
Kissimmee, FL, United States
8.1Very Good(5)
Apartment
Parking
Free Wi-Fi
Pool
Pet-friendly
$197+
View availability
Modern Coziness: Orlando Apartment - Kissimmee - Living room
Modern Coziness: Orlando Apartment
Kissimmee, FL, United States
8.4Very Good(39)
House
Parking
Free Wi-Fi
$281+
View availability
Entire Home in Four Corners, Florida Reu101 - Kissimmee - Balcony
Entire Home in Four Corners, Florida Reu101
Kissimmee, FL, United States
House
Parking
Free Wi-Fi
Pet-friendly
$901+
View availability
Luxury 6 Br 6 Bath @encore Resort Pool Spa Grill. - Kissimmee - Pool
Luxury 6 Br 6 Bath @encore Resort Pool Spa Grill.
Kissimmee, FL, United States
9.2Wonderful(26)
House
Parking
Free Wi-Fi
Pool
$620+
View availability
1056 Ls - Luxury 4br3ba - Champions Gate Bliss - Kissimmee - Bedroom
1056 Ls - Luxury 4br3ba - Champions Gate Bliss
Kissimmee, FL, United States
10Wonderful(2)
House
Free Wi-Fi
Pool
$407+
View 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
$226+
View availability
New Luxury Disney Townhome at Windsor Hills Resort, 3bed 3bath, Private Pool Parking Wifi Included - Kissimmee - Living room
New Luxury Disney Townhome at Windsor Hills Resort, 3bed 3bath, Private Pool Parking Wifi Included
Kissimmee, FL, United States
9.8Wonderful(15)
House
Parking
Free Wi-Fi
Pool
Pet-friendly
$329+
View 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 $127, while a 4-star luxury hotel the lowest price was $223. The cheapest room found overall was for $127.

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 $205 per night. For the same dates, 3-star luxury hotel rooms have been found for as low as $166 per night and 4-star luxury hotel rooms from $284 per night.

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Good to know

Low season

High season

Average price (weekend night)

Lowest hotel price

October
May
$546
$65
Cheapest month to stay with an average 43% drop in price.
Most expensive month to stay with an average 36% rise in price.
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 October and July.
  • The most expensive cost city.

FAQs about Kissimmee luxury hotels

  • How many luxury hotels are there in Kissimmee?

    Currently, there are around 326 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