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Compare 7 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)
"This place was immaculate and convenient and comfortable. It was a great place to enjoy. Also a great breakfast before you check out!"
The price is $173
includes taxes & fees
$152 per night
May 1 - May 2
Kapp and Kappy B&B

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 $118
includes taxes & fees
$104 per night
May 19 - May 20
Hotel Styled Bedrooms in a Villa

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!

Cozy private bedroom and private bathroom in Kissimmee. Pets are always welcome!

Charming 1-bedroom bed & breakfast in lovely Poinciana with WiFi, AC . Disney

Charming 1-bedroom bed & breakfast in lovely Poinciana with WiFi, AC . Disney

Disney Vacation Home

Disney Vacation Home

Charming 1bed & breakfast in amazing Poinciana minutes to Disney.

Charming 1bed & breakfast in amazing Poinciana 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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Other property types in Kissimmee

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2015)
"We will definitely stay there again"
The price is $97
includes taxes & fees
$86 per night
May 4 - May 5
Vacation Village at Parkway

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (68)
"This was my second time staying here and each time was a great stay.. "
The price is $130
includes taxes & fees
$114 per night
May 1 - May 2
Barefoot'n Resort Kissimmee Orlando

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1358)
"Very nice and relaxing place for family vacation. "
The price is $863
includes taxes & fees
$760 per night
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

What are the most popular Kissimmee B&Bs?
Kapp and Kappy B&B stands out as a remarkable choice for travelers seeking an exceptional stay in Kissimmee, boasting an impressive customer review rating of 9.8. This charming property is steeped in history, featuring a traditional design that adds a unique character to your experience. Guests rave about the delightful breakfasts, cozy bedrooms, and the warm hospitality provided by the host, making it an inviting retreat for couples looking to reconnect or solo travelers wanting a peaceful getaway.

For families seeking a home away from home, the Disney Vacation Home offers a fantastic option with private pools both inside and outside, ensuring a fun and relaxing atmosphere for everyone. This property allows families to unwind together after a day of adventures at nearby attractions, creating the superb balance of excitement and comfort.

Hotel Styled Bedrooms in a Villa also caters well to families, featuring an inviting outdoor pool ideal for cooling off after a day exploring Kissimmee. With its spacious rooms, this villa-style property provides a convenient base for families to enjoy their adventures while still having a relaxing space to retreat to at the end of the day.
What is the nightly rate for a B&B in Kissimmee?
Prices for B&Bs in Kissimmee often vary, but you can find a great deal from $118 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Kissimmee B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Are there any family-friendly Bed and Breakfasts in Kissimmee?
The Disney Vacation Home is a fantastic choice for families seeking a memorable stay in Kissimmee. This spacious property features convenient amenities such as a cozy sofa bed, ensuring everyone has a comfortable place to rest after a day filled with adventure. Families will appreciate the close proximity to Walt Disney World, making it an ideal base for creating magical memories.

Another wonderful option is the Charming 1-bedroom bed & breakfast in lovely Poinciana. This property is thoughtfully designed for families, offering an outdoor play area that keeps children entertained while parents relax. With a fully equipped kitchen and dinnerware specifically for children, your family can enjoy meals together in the comfort of your own space. Additionally, the B&B permits special events like birthday parties and family gatherings, creating opportunities for celebration during your stay.
Do any Kissimmee B&Bs allow dogs?
Kapp and Kappy B&B in Kissimmee is a delightful choice for dog owners seeking a warm and inviting space. This charming property not only allows small pets, including dogs and cats, but also provides thoughtful amenities such as food and water bowls to ensure your furry friends feel right at home. With its traditional design and nestled in a historical district, the B&B offers a cozy ambiance great for family gatherings or intimate getaways.
When is the best time to book a B&B in Kissimmee?
The best time to book a B&B in Kissimmee is during the winter months, particularly from December to February. This period coincides with the peak travel season, attracting families and adventure seekers looking to escape colder climates and enjoy the warmth of Florida. Visitors can take advantage of pleasant temperatures, typically ranging from the mid-50s to low 80s Fahrenheit, making it an ideal time for outdoor activities, theme park adventures, and exploring the beautiful natural surroundings.

In addition to comfortable weather, this season offers a vibrant atmosphere with seasonal events and festivities, creating a lively backdrop for your stay. The proximity to world-renowned attractions like Walt Disney World and Universal Studios adds to the appeal, ensuring endless entertainment options and memorable experiences for travelers of all ages.

For those who are seeking more economical travel options, consider visiting Kissimmee in September. This month is often less crowded, allowing for a more relaxed experience while still enjoying warm temperatures and the natural beauty of the area. Visitors can take advantage of lower rates on accommodations and possibly even shorter lines at nearby attractions.
What is the difference between a Kissimmee B&B and a hotel?
Every Kissimmee B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Kissimmee B&Bs.