Luxury Hotels in Kissimmee, Orlando

    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
Jun 30 - Jul 1
Tomorrow
Jul 1 - Jul 2
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Top Kissimmee Luxury Hotels

Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1320)
"We had a fantastic time, enjoyed our stay and will definitely go back again"
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, (1142)
"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
8.6 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, (2510)
"The staff is very polite, the room was very clean, it’s a really good choice for the price."
The price is P1,961
P3,738 total
includes taxes & fees
Jul 1 - Jul 2
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, (4076)
"Great place to stay"
The price is P5,333
P7,979 total
includes taxes & fees
Jul 7 - Jul 8
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, (1380)
"Great spot for a quick stay "
The price is P4,086
P5,769 total
includes taxes & fees
Jul 6 - Jul 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, (1887)
"Had an incredible stay!"
The price is P5,548
P7,581 total
includes taxes & fees
Jul 6 - Jul 7
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, (1014)
"great stay at a great price"
The price is P2,901
P3,859 total
includes taxes & fees
Jul 1 - Jul 2
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, (2942)
"Very great spot for couples and families "
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.

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?
Encore Resort and Water Park At Reunion by Rentyl is a luxury resort 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 ette hotel.
How many luxury hotels can I expect to find in Kissimmee?
Lie in the lap of luxury during your getaway to Kissimmee in one of Expedia's 40 luxury hotels.
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.