Search B&B in Kissimmee

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Compare 2 B&B in Kissimmee with updated reviews, rates, and availability.

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (118)
"The owners are extremely nice and very helpful. The bed in our room (Dancing Horses) was less than average due to the air pump not keeping the mattress comfortable. The breakfast was very good. "
The price is NT$5,092
NT$5,779 total
includes taxes & fees
Apr 27 - Apr 28
Kapp and Kappy B&B

Hotel Styled Bedrooms in a Villa

3.0 star property
5.6 out of 10, (5)
"I didn’t know it was a house being shared by like 6 other tenants and parking was a pain"
The price is NT$1,434
NT$3,842 total
includes taxes & fees
May 9 - May 10
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

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1994)
"The room was quiet and comfortable. Great value stay. Will definitely stay here again. "
The price is NT$2,293
NT$3,157 total
includes taxes & fees
Apr 27 - Apr 28
Vacation Village at Parkway

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (66)
"Quiet, comfortable stay. Very close to some shopping and eating at Old Town"
The price is NT$3,355
NT$4,214 total
includes taxes & fees
May 8 - May 9
Barefoot'n Resort Kissimmee Orlando

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1351)
"Excellent accommodations. Very clean."
The price is NT$21,436
NT$32,504 total
includes taxes & fees
May 2 - May 3
Margaritaville Cottages Orlando with H2O Waterpark 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.

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.
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.