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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Kissimmee

Kapp and Kappy B&B
Porch

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (122)
"Only B&B in Kissimmee. Owners were excellent. Enjoyed talking to them each morning over a great breakfast. Would definitely go back. "
The price is ￥21,957
￥24,920 total
includes taxes & fees
Aug 18 - Aug 19
Kapp and Kappy B&B
Hotel Styled Bedrooms in a Villa
Outdoor pool

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 ￥7,761
￥18,848 total
includes taxes & fees
Aug 5 - Aug 6
Hotel Styled Bedrooms in a Villa
Luxury Home Near Disney sleeps 20
Outdoor pool, a heated pool

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
Living area

Disney Vacation Home

Disney Vacation Home
Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!
1 bedroom, WiFi, bed sheets

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 1 en-suite bed with a full bath. Orlando minutes to Disney.
Pool

Charming 1 en-suite bed with a full bath. Orlando minutes to Disney.

The price is ￥18,204
￥60,666 total
includes taxes & fees
Aug 5 - Aug 6
Charming 1 en-suite bed with a full bath. 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.
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Top Kissimmee Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"My daughter and I stayed at this resort and loved every thing about it. We are already planning our trip for next year! "
Kytia 9-night trip
Posted 12 hours ago
Margaritaville Resort Orlando with H2O Waterpark

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 Performing Arts Center.
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. Luxury Home Near Disney sleeps 20: Enjoy the in-room pools and fitness center. Disney Vacation Home: Enjoy the in-room pools and outdoor swimming pool.
How many Bed & Breakfasts should I expect to find in Kissimmee?
Expedia has 6 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.