Bed and Breakfast in Kissimmee

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured B&B in Kissimmee

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (120)
"This place was immaculate and convenient and comfortable. It was a great place to enjoy. Also a great breakfast before you check out!"
The price is NZ$307
includes taxes & fees
31 July - 1 Aug
Kapp and Kappy B&B

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"bad parking quiet hour not observed"
The price is NZ$213
includes taxes & fees
6 Aug - 7 Aug
Hotel Styled Bedrooms in a Villa

Luxury Home Near Disney sleeps 20

10.0 out of 10, Exceptional, (1)
"We all enjoyed the space & comfort of the house. Beds and linens were very comfortable with plenty of seating area for a large group. Neighborhood was very quiet and pool area was great for relaxing in the evenings when the sun went down. Our golfers loved the four golf courses near by. Owner was readily available (though we had no issues). We were enjoying spending time with our family so didn’t really make use of the movie room or the huge TV. Recommended for large groups."
Luxury Home Near Disney sleeps 20

Disney Vacation Home

Disney Vacation Home

Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!

Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!

Charming 1bed in the amazing Orlando minutes to Disney.

Charming 1bed in the amazing Orlando minutes to Disney.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kissimmee Hotel Reviews

Frequently asked questions

Searching for B&Bs in Kissimmee?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're travelling solo and hoping to make some connections, a B&B can be a good choice for many different types of travellers. While you're enjoying your trip to Kissimmee, you might want to explore the theatre scene by watching a show at Medieval Times or Osceola Performing Arts Center.
How do you know if a B&B is a good option for you?
With attentive service, opportunities to mingle with other guests and hearty breakfasts, B&Bs provide a unique setting.
What are the best bed and breakfasts in Kissimmee?
Take a look at these B&Bs in Kissimmee: Kapp and Kappy B&B: 3 rooms. Enjoy the free full breakfast and unique decor. Hotel Styled Bedrooms in a Villa: 4 rooms. Luxury Home Near Disney sleeps 20: Enjoy the in-room pools and fitness centre. Disney Vacation Home: Enjoy the in-room pools and outdoor swimming pool.
How many bed & breakfasts will I find in Kissimmee?
Expedia has 6 B&Bs for your getaway in Kissimmee.
When should I book my B&B in Kissimmee?
When you're planning your escape to Kissimmee, make sure that you take the year-round temperatures into account. 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 is there to do in Kissimmee?
Travellers who want to experience Kissimmee should visit its lively festivals and fun-filled attractions. Spend some time exploring Kissimmee Lakefront Park and Osceola Heritage Park if you're hoping to see some of the area's natural features. You should put Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort on your list if you want to see more of the area.
How can I get to and around Kissimmee?
Mapping out your trip in and around Kissimmee is easy with these transportation options. Fly into Kissimmee, FL (ISM-Kissimmee Gateway), which is located 1.8 mi (2.9 km) away. Otherwise, look for flights into Orlando International Airport (MCO), which is 11.4 mi (18.3 km) away. Nearby metro stations include Tupperware Station and Poinciana Station. If you want to venture outside the area, hop on a train at Kissimmee Station.