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Featured B&B in Kissimmee

Kapp and Kappy B&B
3.5 star property
9.8 out of 10, Exceptional, (102)
"We loved the attention to details. Excellent breakfast (organic eggs and avocado picked from the backyard). Love the art, the many butterflies in the garden, quiet place and the nice conversation in the morning with the owners, between others."
The price is AU$290
includes taxes & fees
28 Nov - 29 Nov
Kapp and Kappy B&B
Disney Vacation Home
Disney Vacation Home
Luxury Home Near Disney sleep 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 sleep 20
Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
The price is AU$231
includes taxes & fees
28 Nov - 29 Nov
Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
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

Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5565)
"Foe the price you pay it s perfect!in a very good location. There could be some renovations done here and there..our door was about to break and the 2nd pool was not open. Resortfee is a little too much dor what you get!!.it used to be $9, now it s $20 per day!! Otherwise no problems. Thank you"
The price is AU$99
includes taxes & fees
26 Nov - 27 Nov
Seralago Hotel & Suites Main Gate East
Ramada by Wyndham Hotel & Water Park
3.0 star property
6.8 out of 10, (1298)
"The perfect size waterpark for families with kids. Good value. "
The price is AU$181
includes taxes & fees
22 Dec - 23 Dec
Ramada by Wyndham Hotel & Water Park
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1084)
"The staff was great on check in, as well as checkout. We had a three bedroom, three bath condo that was lovely. We usually stay on Disney property, however, we decided to try Margaritaville, which was an excellent choice and will definitely stay again."
Margaritaville Resort Orlando Cottages by Rentyl
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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.
What are the best bed and breakfasts in Kissimmee?
This is a B&B that travellers enjoy in Kissimmee: Kapp and Kappy B&B: 3 rooms. Enjoy the free full breakfast and unique decor.
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.