Search Guest Houses 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

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 AED 297
AED 769 total
includes taxes & fees
13 Dec - 14 Dec
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Single Room, Non Smoking | Property grounds
St. Cloud Stay

St. Cloud Stay

St. Cloud Stay
2.0 star property
St. Cloud
The price is AED 304
AED 554 total
includes taxes & fees
12 Dec - 13 Dec
St. Cloud Stay
Desk, iron/ironing board, WiFi
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 AED 173
AED 466 total
includes taxes & fees
5 Jan - 6 January 2026
Love Nest Studio nearby highways and Airport
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, (34)
"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 AED 215
AED 522 total
includes taxes & fees
15 Dec - 16 Dec
Downtown Lake Eola Historic House 1 OR 2 BED
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)
"Super charming "
United States
Lucas
The price is AED 463
AED 1,179 total
includes taxes & fees
11 Dec - 12 Dec
Mills Cottage by the Little Lake
Outdoor pool, a heated pool
Historic lakefront guesthouse

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.
The price is AED 298
AED 956 total
includes taxes & fees
19 Dec - 20 Dec
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

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"The room was very clean as were all areas around the hotel, we enjoyed the coffee and water in the lobby, we also enjoyed the deli bar, this was our third stay and we will return again. Thanks to the staff for honering our request."
julie ann 7-night trip
Posted 18 hours ago
Ramada by Wyndham Kissimmee Gateway

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