Find Luxury Hotels in Kissimmee, FL

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Kissimmee Luxury Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 26 - Sep 28
Next weekend
Oct 3 - Oct 5

Top Kissimmee Luxury Hotels

Our top choices for Kissimmee luxury hotels

Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1400)
"Great place for the family "
Reunion Resort & Golf Club
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1145)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
Celebration Suites
Premium bedding, Select Comfort beds, in-room safe, blackout drapes

Celebration Suites

3.0 star property
8.8 out of 10, Excellent, (1000)
"I have been staying here for years and I’ve never been disappointed, old town and fun spot, so close to everything enjoyable for people of all ages "
Celebration Suites
Baymont by Wyndham Celebration
Outdoor pool

Baymont by Wyndham Celebration

2.5 star property
7.8 out of 10, Good, (1009)
"Love the upgrades made to the hotel. Hammocks are very relaxing. Love the music play in courtyard and pool area very relaxing. Rooms are comfortable "
Baymont by Wyndham Celebration
Maingate Lakeside Resort
Exterior

Maingate Lakeside Resort

3.0 star property
4.4 out of 10, (2507)
"The hotel celebrated our honeymoon!! It was awesome!!"
The price is NT$977
NT$1,930 total
includes taxes & fees
Sep 25 - Sep 26
Maingate Lakeside Resort
Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4357)
"Very good place, felt like home with my parents, husband, 3 years old and 10 months baby."
The price is NT$3,061
NT$4,504 total
includes taxes & fees
Oct 9 - Oct 10
Hilton Vacation Club Mystic Dunes Orlando
Comfort Inn & Suites Kissimmee by the Parks
Front of property

Comfort Inn & Suites Kissimmee by the Parks

2.5 star property
7.2 out of 10, Good, (1720)
"It was a really great stay. Close by to shopping and other activities "
The price is NT$1,906
NT$2,769 total
includes taxes & fees
Oct 6 - Oct 7
Comfort Inn & Suites Kissimmee by the Parks
Hilton Vacation Club Polynesian Isles Kissimmee
Lobby

Hilton Vacation Club Polynesian Isles Kissimmee

3.0 star property
9.8 out of 10, Exceptional, (1934)
"Great place to stay!"
The price is NT$2,312
NT$3,311 total
includes taxes & fees
Sep 30 - Oct 1
Hilton Vacation Club Polynesian Isles Kissimmee
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
Lobby

Super 8 by Wyndham Kissimmee/Maingate/Orlando Area

2.0 star property
7.2 out of 10, Good, (1010)
"Very clean, staff were very friendly and overall no complaints I will be staying here again "
The price is NT$1,391
NT$1,881 total
includes taxes & fees
Sep 29 - Sep 30
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3152)
"Great place to stay. "
The price is NT$1,429
NT$1,622 total
includes taxes & fees
Oct 8 - Oct 9
Seasons Florida Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Kissimmee Hotel Reviews

Parkway International Resort

Parkway International Resort

10/10 Excellent
"Omg! This place deserve more than 5 starts! It’s literally a dream!! The apt was so clean and the service was 10/10! I would definitely recommend this place and come back! "
Katya 1-night trip
Posted 10 hours ago
Parkway International Resort

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Kissimmee?
Known for its opera and shopping, Kissimmee also has some interesting things to see and do including Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Kissimmee?
Ette hotel is a luxury hotel with 2 restaurants and a full-service spa, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Another upscale choice for your vacation is Encore Resort and Water Park at Reunion by Rentyl.
When can I expect good weather in Kissimmee?
Planning for the weather is an important factor for making your trip to Kissimmee a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Kissimmee are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's there to see and do in Kissimmee?
When you're in Kissimmee, enjoy exploring the sights and attractions here including Disney's Animal Kingdom® Theme Park, Walt Disney World® Resort, and Old Town. If you have extra time while you're in the area, you might want to see Silver Spurs Arena and Osceola Heritage Park.
How can I get around Kissimmee?
It's easier to get around town comfortably when you know your options. Nearby metro stations include Tupperware Station and Poinciana Station. To see more of the larger area, hop aboard a train at Kissimmee Station.