Kissimmee Hotel Guide - Boutique Hotels in Kissimmee, Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Kissimmee boutique hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.

1. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,007 reviews)
"Great hotel, I liked it so much"
Canada
Diana
The price is €323
includes taxes & fees
30 Nov - 1 Dec
The Alfond Inn
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

Frequently Asked Questions

What's there to see and do in Kissimmee?

Visitors speak positively about this destination's major shopping centres, renowned opera and lively festivals. Major sights and activities around Kissimmee include Disney Springs™, ESPN Wide World of Sports Complex and Orange County Convention Center. You might also want to see interesting spots such as Epcot®, Disney's Animal Kingdom® Theme Park and Universal Orlando Resort during your trip.

What kind of weather should I plan for when I travel to Kissimmee?

Understanding the weather in Kissimmee is important when planning your trip. The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Kissimmee are August, July, September and June, with each month seeing an average of 196 mm of rainfall.

What's the best way to get to my boutique hotel in Kissimmee?

You have a few options for getting to Kissimmee. The closest major airport is Kissimmee, FL (ISM-Kissimmee Gateway), which is located 1.8 mi (2.9 km) from the heart of the city, but Orlando International Airport (MCO) may also be an option. Local metro stations include Tupperware Station and Poinciana Station. If you want to explore the larger area, hop on a train at Kissimmee Station.