Photo by Visit Orlando

Search Guest Houses in Kissimmee

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Kissimmee guest houses

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

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

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Buena Ventura Lakes
The price is €181
includes taxes & fees
29 Dec - 30 Dec
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Single Room, Non Smoking | Property grounds
St. Cloud Stay

St. Cloud Stay

St. Cloud Stay
3.0 star property
St. Cloud
The price is €109
includes taxes & fees
25 Dec - 26 Dec
St. Cloud Stay
Exterior
Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport
Orlando
The price is €112
includes taxes & fees
5 Jan - 6 Jan 2026
Love Nest Studio nearby highways and Airport
Outdoor pool, a heated pool
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
10.0 out of 10, Exceptional, (49)
"Beautiful property with excellent amenities. "
United States
Alexis E.
The price is €300
includes taxes & fees
5 Jan - 6 Jan 2026
Mills Cottage by the Little Lake
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Downtown Lake Eola Historic House 1 OR 2 BED

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, (36)
"We had a fantastic stay! It is very close to local eateries and entertainment. And the hosts were lovely. "
United States
Alexandra
The price is €124
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Lake Eola Historic House 1 OR 2 BED
Outdoor pool, a heated pool
Historic lakefront guesthouse

Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (10)
"Had ana amazing time! The owner is very responsive and the place was a total vibe "
United States
Jonathan O.
The price is €244
includes taxes & fees
4 Jan - 5 Jan 2026
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kissimmee Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Extreme satisfied Thanks 😊 "
Leopoldo 2-night trip
Posted 20 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

Find out more about Kissimmee

Kissimmee Guest Houses information

Number of reviews
93
Accommodation
11 Guest Houses
Lowest Price
€112
Highest Price
€300

Explore a world of travel with Expedia