Search B&B in Kissimmee

  • 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

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Kissimmee bed & breakfast

A covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (148 reviews)
"I stayed in the Steel Room, wonderful. Enjoyed visiting with the owner, learning about the house, as well as the plants surrounding it. What a comfortable and pleasant stay."
United States
john
The price is P10,127
P11,494 total
includes taxes & fees
Nov 11 - Nov 12
Kapp and Kappy B&B
A rectangular swimming pool with a hot tub, surrounded by a brick patio and palm trees.

2. Tempo Room Lodgings

Tempo Room Lodgings
3.0 star property
Kissimmee
The price is P3,333
P8,076 total
includes taxes & fees
Nov 22 - Nov 23
Tempo Room Lodgings
A pool area with a clear view of the surrounding buildings, a blue inflatable shark, and several lounge chairs.

3. Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa
3.0 star property
Kissimmee
5.8 out of 10, (8 reviews)
"Parking was almost a mile away. Didn’t even get to stay there and wasted over $200 on the stay. Communication was bad. I tried to get a refund because of the parking situation, they never got back to me. "
United States
Chantal
The price is P3,405
P8,158 total
includes taxes & fees
Nov 21 - Nov 22
Hotel Styled Bedrooms in a Villa
A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

4. The Gathering Place

The Gathering Place
2.0 star property
Kissimmee
5.0 out of 10, (2 reviews)
"clean room and bathroom"
United States
Matthew
The price is P3,405
P8,158 total
includes taxes & fees
Nov 21 - Nov 22
The Gathering Place
A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

5. Styled Bedrooms in a Resort

Styled Bedrooms in a Resort
2.0 star property
Solterra Resort
5.6 out of 10, (5 reviews)
"I was very comfortable with the people that were staying there. Very nice place. Would recommend anyone to stay."
United States
Jason
The price is P3,405
P7,344 total
includes taxes & fees
Nov 21 - Nov 22
Styled Bedrooms in a 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

Learn more about Kissimmee

Just minutes from Orlando's theme parks, this sunny gateway offers airboat tours where gators glide beneath your feet. Spend mornings paddling through natural springs and evenings exploring Old Town's vintage car shows and family-friendly restaurants.

See all hotels in Kissimmee
A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

Frequently Asked Questions

Searching for B&Bs in Kissimmee?

Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're traveling solo and looking to chat with locals, a B&B can be a good choice for many different types of travelers. While you're enjoying your trip to Kissimmee, you might want to explore the theater scene by catching a show at Medieval Times or Osceola Center for the Arts.

How do you know if a B&B is the right choice for your stay?

With attentive service, opportunities to mingle with other guests, and of course a scrumptious breakfast, B&Bs offer a truly one-of-a-kind setting.

What are the best bed and breakfasts in Kissimmee?

You might consider checking out these B&Bs in Kissimmee: Kapp and Kappy B&B: 3 rooms. Enjoy the free full breakfast and unique décor. Hotel Styled Bedrooms in a Villa: 4 rooms. Tempo Room Lodgings: 8 rooms. Tempo Room Lodgings: 6 rooms.

How many Bed & Breakfasts should I expect to find in Kissimmee?

Expedia has 7 B&Bs for your getaway in Kissimmee.

When is the best time to book my B&B in Kissimmee?

When you're planning your stay in Kissimmee, be sure to take into account the year-round temperatures. 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 is there to do in Kissimmee?

Travelers who want to experience Kissimmee should check out 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 might 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?

You can plan your excursions in and around Kissimmee ahead of time with these transportation options. Fly into Kissimmee, FL (ISM-Kissimmee Gateway), which is located 1.8 mi (2.9 km) from the city center. You can also search for flights into Orlando Intl. Airport (MCO), which is 11.4 mi (18.3 km) away. Local metro stations include Tupperware Station and Poinciana Station. To venture out into the surrounding area, hop aboard a train at Kissimmee Station.