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Our top choices for Kissimmee guest houses

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Buena Ventura Lakes
$186 nightly
The price is $208
Dec 13 - Dec 14
Total with taxes and fees
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

St. Cloud Stay

St. Cloud Stay
2.0 star property
St. Cloud
$133 nightly
The price is $152
Dec 13 - Dec 14
Total with taxes and fees
St. Cloud Stay

Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport
Orlando
$127 nightly
The price is $127
Jan 5 - Jan 6, 2026
Total with taxes and fees
Love Nest Studio nearby highways and Airport

Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED
Downtown Orlando
9.0 out of 10, Wonderful, (35)
"We had a fantastic stay! It is very close to local eateries and entertainment. And the hosts were lovely. "
United States
Alexandra
$129 nightly
The price is $142
Dec 15 - Dec 16
Total with taxes and fees
Downtown Lake Eola Historic House 1 OR 2 BED

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
10.0 out of 10, Exceptional, (49)
"Super charming "
United States
Lucas
$311 nightly
The price is $345
Dec 15 - Dec 16
Total with taxes and fees
Mills Cottage by the Little Lake

Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (9)
"Had ana amazing time! The owner is very responsive and the place was a total vibe "
United States
Jonathan O.
$240 nightly
The price is $266
Dec 16 - Dec 17
Total with taxes and fees
Historic lakefront guesthouse
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

Find out more about Kissimmee

Kissimmee Guest Houses information

Number of reviews
91
Accommodation
11 Guest Houses
Lowest Price
$127
Highest Price
$345

Frequently asked questions

What are the most popular guest houses in Kissimmee according to reviews?
If you're planning a trip to Kissimmee, the Family-friendly Room with 2 DBL Beds & Pool is a fantastic option for families seeking comfort and fun. With an impressive rating of 8.6, this guest house features a shared pool where kids can splash around while parents relax nearby. The added bonus of a balcony allows for a nice space to unwind after a busy day at the parks, making it a great home base for family adventures.

For couples or solo travelers looking for a cozy retreat, the Cozy 1BR apt-Pool/Tennis/Gym/Near attractions is a delightful choice. This property boasts a fully equipped kitchen, allowing you to whip up a delicious meal or enjoy a quick breakfast before heading out to explore. The shared outdoor pool and access to tennis and gym facilities make it easy to stay active and enjoy downtime in the sun. Whether you're unwinding after a day of adventure or enjoying a quiet evening in, this apartment has a friendly setting.

For those planning a trip centered around the attractions, Visit Disney's Blizzard Beach Water Park, Pool, Parking offers a convenient location with easy access to some of the area's most popular destinations. The heated shared pool is great for relaxing after a day filled with excitement, ensuring that you'll be refreshed and ready for more adventures. This guest house is ideal for travelers looking for both a comfortable stay and proximity to the fun that Kissimmee has to offer.
What is the nightly rate for a guest house in Kissimmee?
Rates for Kissimmee guest houses vary, but travelers can find great-value prices from $127 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Kissimmee guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
Are there any family-friendly guest houses in Kissimmee?
For families seeking a convenient and enjoyable stay in Kissimmee, the Cozy 1BR apt-Pool/Tennis/Gym/Near attractions is a fantastic choice. This welcoming property is thoughtfully designed with little ones in mind, featuring a TravelCrib for infants, a variety of toys, and an outdoor play area that keeps children entertained. Parents will appreciate the fully equipped kitchen, allowing for easy meal prep, while the sofa bed provides extra sleeping space for the family. Its proximity to attractions ensures that adventure is just a short drive away.

Another great option is the special "Visit Disney's Blizzard Beach Water Park, Pool, Parking" property. This guest house offers a sofa bed for added flexibility, making it easy to accommodate families. The nearby theme park access means you can spend less time traveling and more time enjoying magical moments at Disney.

Lastly, don't overlook the "Special Deal. Three Convenient Units. Pool, Parking, Close to Disney's." This property is ideal for larger families or those traveling with friends, offering multiple rooms for everyone to have their own space. The shared pool is great for a fun day of relaxation after a busy day at the parks.
Do guest houses in Kissimmee provide breakfast?
In Kissimmee, several guest houses offer complimentary breakfast, making them ideal for families seeking convenience and quality during their stay.

One standout option is "Visit Disney's Blizzard Beach Water Park, Pool, Parking." This property not only provides a free breakfast to fuel your family's adventures but also features a shared heated pool for relaxation after a day at the parks. With pet-friendly policies, you can bring your furry friend along for the trip, and the nearby shopping outlets ensure that everything you need is just a stone's throw away.

Another excellent choice is "Special Deal. Three Convenient Units. Pool, Parking, Close to Disney's." This property also serves a delightful free breakfast and boasts a shared pool where families can make a splash together. Its proximity to local museums and shopping adds to the convenience, making it a great base for exploring the area.
Can I find guest houses in Kissimmee that allow dogs?
When it comes to family-friendly guest houses in Kissimmee that welcome dogs, you have some delightful options to consider.

First up is Visit Disney's Blizzard Beach Water Park, Pool, Parking, a fantastic choice for families traveling with pets. This property not only allows dogs but also features a shared heated pool, superb for a refreshing dip after a busy day at the parks. Guests can enjoy free breakfast and convenient nearby shopping outlets, making it an ideal base for family adventures. Plus, with amenities like a fitness center and onsite parking, it offers both comfort and convenience for families on the go.

Another great option is Disney Adventure. Two Family Units, Near Parks, Pool, Free Breakfast Time. This guest house is designed with families in mind, featuring two spacious rooms superb for parents and kids. You'll appreciate the kitchenette for preparing quick meals, while the shared heated pool provides a fun place to unwind. With dogs permitted and a location close to local attractions, this property ensures that furry family members are included in your magical getaway.
What's the difference between a Kissimmee guest house and a B&B?
A guest house in Kissimmee is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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