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
8.9Very good(1809)
Free Wi-Fi
Pool
Spa
$461+
Check availability
Reunion Resort & Golf Club - Kissimmee - Pool
Reunion Resort & Golf Club
Kissimmee, FL
8.4Very good(655)
Free Wi-Fi
Pool
Spa
$344+
Check availability
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL
9.3Wonderful(1250)
Parking
Free Wi-Fi
Pool
Pet friendly
$235+
Check availability
Worldmark Reunion - Kissimmee - Pool
Worldmark Reunion
Kissimmee, FL
8.7Very good(125)
Parking
Free Wi-Fi
Pool
$247+
Check availability
Luxury And Vintage Space To Enjoy Your Vacation!! - Kissimmee
Luxury And Vintage Space To Enjoy Your Vacation!!
Kissimmee, FL
9.9Wonderful(26)
Apartment
Parking
Pool
$174+
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Luxury 3-bdr house with pool next to Disney - Kissimmee - Pool
Luxury 3-bdr house with pool next to Disney
Kissimmee, FL
9.5Wonderful(24)
House
Parking
Free Wi-Fi
Pet friendly
$252+
Check availability
Grand Luxury 3BR Townhouse near Disney Parks - Kissimmee - Pool
Grand Luxury 3BR Townhouse near Disney Parks
Kissimmee, FL
8.2Very good(5)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
$157+
Check availability
Sonoma Resort 6 Beds Lakeview Private Pool 2687 - Kissimmee - Living room
Sonoma Resort 6 Beds Lakeview Private Pool 2687
Kissimmee, FL
6.5Okay(4)
House
Parking
Free Wi-Fi
Pool
$440+
Check availability
Serenity Apt - Tranquil and Cozy Orlando Apartment - Kissimmee - Living room
Serenity Apt - Tranquil and Cozy Orlando Apartment
Kissimmee, FL
8.9Very good(38)
Apartment
Parking
Free Wi-Fi
$203+
Check availability
Sonoma Resort 7 Bedroom Vacation Home 2600ya - Kissimmee - Dining room
Sonoma Resort 7 Bedroom Vacation Home 2600ya
Kissimmee, FL
7.8Good(16)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$470+
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Jc Disney House - Kissimmee
Jc Disney House
Kissimmee, FL
9.1Wonderful(10)
Holiday Park
Parking
Free Wi-Fi
Pool
$224+
Check availability
~ Luxury, Resort Style, Brand - New Construction ~ - Kissimmee - Living room
~ Luxury, Resort Style, Brand - New Construction ~
Kissimmee, FL
10Wonderful(6)
Apartment
Parking
Free Wi-Fi
Pool
$157+
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
8.6Very good(22)
House
Parking
Free Wi-Fi
Pool
$203+
Check availability
Luxury Oasis - Private Pool Prime Location - Kissimmee - Pool
Luxury Oasis - Private Pool Prime Location
Kissimmee, FL
9.0Wonderful(1)
House
Parking
Free Wi-Fi
Pool
$427+
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
House
Free Wi-Fi
$537+
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 does a luxury hotel room in Kissimmee cost?

The average price for a luxury hotel in Kissimmee is $181 but this can vary depending on the season, the star rating of the hotel and when you’ve booked. In the last 7 days, the cheapest price found on KAYAK was $70.

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 $111, while a 4-star luxury hotel the lowest price was $209. The cheapest room found overall was for $111.

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 $163 per night. For the same dates, 3-star luxury hotel rooms have been found for as low as $137 per night and 4-star luxury hotel rooms from $179 per night.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

August
May
$419
$270
$119
Cheapest month to stay with an average 51% drop in price.
Most expensive month to stay with an average 97% 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 August and July.
  • Luxury room prices can vary depending on different factors. However, generally rooms cost less on a Friday. The most expensive night for a stay is Wednesday.
  • The cheapest luxury hotel room in Kissimmee found on KAYAK in the last 2 weeks was $167. The most expensive cost $530.

FAQs about Kissimmee luxury hotels

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