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

Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

R1 839 - R10 840R10 840 - R19 842R19 842 - R28 844R28 844 - R37 828R37 828+ per night

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended Kissimmee luxury hotels

Show all
Star Island Resort and Club - Near Disney - Kissimmee - Pool
Star Island Resort and Club - Near Disney
Kissimmee, FL, United States
8.1Very Good(2336)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 403+
Check availability
Worldmark Reunion - Kissimmee - Bedroom
Worldmark Reunion
Kissimmee, FL, United States
9.2Wonderful(120)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 875+
Check availability
The Berkley, Orlando - Kissimmee - Lobby
The Berkley, Orlando
Kissimmee, FL, United States
9.3Wonderful(1132)
Parking
Free Wi-Fi
Pool
Pet-friendly
R3 873+
Check availability
Spectrum Resort Orlando by Rentyl - Kissimmee - Pool
Spectrum Resort Orlando by Rentyl
Kissimmee, FL, United States
9.1Wonderful(21)
Parking
Free Wi-Fi
Pool
Pet-friendly
R4 909+
Check availability
Magic Village Views Trademark Collection by Wyndham - Kissimmee - Living room
Magic Village Views Trademark Collection by Wyndham
Kissimmee, FL, United States
9.0Wonderful(830)
Parking
Free Wi-Fi
Pool
Air conditioning
R5 249+
Check availability
Gaylord Palms Resort & Convention Center - Kissimmee - Pool
Gaylord Palms Resort & Convention Center
Kissimmee, FL, United States
8.9Very Good(1787)
Free Wi-Fi
Pool
Air conditioning
R6 433+
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 826, while a 4-star luxury hotel the lowest price was R1 794. The cheapest room found overall was for R1 833.

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 457 per night. For the same dates, 3-star luxury hotel rooms have been found for as low as R2 030 per night and 4-star luxury hotel rooms from R2 741 per night.
Find deals

Good to know

Low season

High season

Average price (weekend night)

Lowest hotel price

April
November
R5 044
R1 839
Cheapest month to stay with an average 57% drop in price.
Most expensive month to stay with an average 62% 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 April and July.
  • The most expensive cost city.

FAQs about Kissimmee luxury hotels

  • How many luxury hotels are there in Kissimmee?

    Currently, there are around 318 luxury hotels on KAYAK available for you to book.

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

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