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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Browse Select Kissimmee B&B

Kapp and Kappy B&B
Porch

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (107)
"Stayed one night, I needed to be close to the hospital and wanted to be comfortable. This was perfect. As close to home as I could have gotten. Well, I didn’t eat breakfast because I had to get back to the hospital the next morning, it smelled amazing! I stayed in the veranda room, had its own private bathroom. Beautifully decorated and bed was comfy. Owners were very nice and attentive. "
The price is 4.327.772 ₫
4.911.989 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Kapp and Kappy B&B
Hotel Styled Bedrooms in a Villa
Outdoor pool

Hotel Styled Bedrooms in a Villa

3.0 star property
6.8 out of 10, (3)
"I didn’t know it was a house being shared by like 6 other tenants and parking was a pain"
Hotel Styled Bedrooms in a Villa
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.
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Other property types in Kissimmee

Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1166)
"House was very welcome, immaculate clean with that welcome vacation mood decor "
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1420)
"Place was nice and cozy, and our dog felt at home ♥️"
The price is 1.901.403 ₫
2.534.683 ₫ total
includes taxes & fees
11 Feb - 12 Feb
Vacation Village at Parkway
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1649)
"Room was great. Large, clean, modern, and very comfortable. It was big enough for my kids to play hide and seek and clean enough that I didn’t worry about dust bunnies or spider webs or anything else. "
The price is 3.740.794 ₫
4.459.579 ₫ total
includes taxes & fees
27 Jan - 28 Jan
The Berkley, Orlando
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

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 Capone’s Dinner Show.
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.
How many bed & breakfasts will I find in Kissimmee?
Expedia has 5 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.