Search
Best hotels
Insights
Tips
FAQs
Map

Kissimmee Luxury Hotels

Search and compare hundreds of travel sites at once for luxury hotels in Kissimmee, Florida

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.

Best Kissimmee luxury hotels

Most recommended Kissimmee luxury hotels

Show all
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.4Wonderful(1028)
Parking
Free Wi-Fi
Pool
Pet friendly
$292+
Check availability
Magic Village Views Trademark Collection by Wyndham - Kissimmee - Living room
Magic Village Views Trademark Collection by Wyndham
Kissimmee, FL, United States
9.1Wonderful(774)
Parking
Free Wi-Fi
Pool
$534+
Check availability
Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Gaylord Palms Resort & Convention Center
Kissimmee, FL, United States
8.9Very Good(1740)
Free Wi-Fi
Pool
Spa
$712+
Check availability
Reunion Resort & Golf Club - Kissimmee - Building
Reunion Resort & Golf Club
Kissimmee, FL, United States
8.5Very Good(606)
Free Wi-Fi
Pool
Spa
$531+
Check availability
Star Island Resort And Club - Kissimmee - Pool
Star Island Resort And Club
Kissimmee, FL, United States
8.0Very Good(2252)
Parking
Free Wi-Fi
Pool
Spa
$257+
Check availability
Westgate Vacation Villas Resort - Kissimmee - Property amenity
Westgate Vacation Villas Resort
Kissimmee, FL, United States
7.1Good(572)
Parking
Free Wi-Fi
Pool
Spa
$230+
Check availability
Go to map

Search by stars

2+ stars3+ stars4+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$47 - $137$137 - $226$226 - $315$315 - $405$405+ per night

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

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 $172, while a 4-star luxury hotel the lowest price was $134. The cheapest room found overall was for $219.

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 $235 per night. For the same dates, 3-star luxury hotel rooms have been found for as low as $228 per night and 4-star luxury hotel rooms from $243 per night.

How early should you book a hotel in Kissimmee?

Book at least 32 days before your stay begins to get the best price for your Kissimmee hotel.
Find deals

Good to know

Low season

April

High season

November

Average price (weeknight)

$594

Average price (weekend night)

$532
Cheapest month to stay with an average 18% drop in price.
Most expensive month to stay with an average 62% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

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.
  • Luxury room prices can vary depending on different factors. However, generally, rooms cost less on a Monday. The most expensive night for a stay is Thursday.
  • The most expensive cost city.

FAQs about Kissimmee luxury hotels

  • How much does a room in a luxury hotel in Kissimmee cost?

    On average, luxury hotel rooms in Kissimmee cost $588. Depending on when you make your booking, when you book for, and other factors, it is possible to get better deals. The cheapest price booked on KAYAK in the last 3 days was $165.

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

Kissimmee Luxury Hotel Deals. Search for luxury hotels in Kissimmee. Find luxury hotel rooms in Kissimmee. KAYAK searches hundreds of travel sites to help you find luxury hotels and book the room that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.