Search B&B in Kissimmee

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

B&B in Kissimmee

Porch
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (125)
"Friendly host. Felt like home. "
Canada
Gordon
The price is AED 534
AED 606 total
includes taxes & fees
8 Jan - 9 January 2026
Kapp and Kappy B&B
Outdoor pool
Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa

3.0 star property
Kissimmee
6.0 out of 10, (6)
"I didn’t know it was a house being shared by like 6 other tenants and parking was a pain"
United States
Veronica
The price is AED 162
AED 434 total
includes taxes & fees
2 Jan - 3 January 2026
Hotel Styled Bedrooms in a Villa
Shared kitchen
The Gathering Place

The Gathering Place

2.0 star property
Kissimmee
2.0 out of 10, (1)
"Not to clean or to friendly "
United States
Tier
The price is AED 179
AED 453 total
includes taxes & fees
9 Dec - 10 Dec
The Gathering Place
Outdoor pool
Styled Bedrooms in a Resort

Styled Bedrooms in a Resort

2.0 star property
Solterra Resort
3.0 out of 10, (2)
"Uncleanliness "
United States
Gina
The price is AED 143
AED 365 total
includes taxes & fees
1 Jan - 2 January 2026
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.
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Top Kissimmee Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Had everything we could have ask for, space, great pools, room was great."
Barbra 4-night trip
Posted 1 hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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 Capone's Dinner Show.
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?
Check 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.
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.