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Guest Houses in Osceola County

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Check prices for these dates

Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 Oct

Our top choices for Osceola County guest houses

1. Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee
3.0 star property
Kissimmee
8.2 out of 10, Very good, (27 reviews)
"Was just a nice experience stayung there"
United States
Robi
Disney Proximity Escape - Comfort in Kissimmee
A living room with a sectional sofa, a striped armchair, a coffee table, and a flat-screen TV.

2. St. Cloud Stay

St. Cloud Stay
3.0 star property
St. Cloud
8.6 out of 10, Excellent, (20 reviews)
"I wouldn’t know anything about the property other than we were charged never sent a code to access the property and could not get in. Now trying to get refunded for this stay . It’s fraud… Don’t book!"
United States
Ariel
The price is 1.958.700 ₫
3.853.417 ₫ total
includes taxes & fees
25 Aug - 26 Aug
St. Cloud Stay
A modern living room with a large sectional sofa, a coffee table, and a TV mounted on the wall.

3. Mystical Dreams

Mystical Dreams
3.0 star property
Kissimmee
6.4 out of 10, (6 reviews)
"Poor service"
United States
desmond
Mystical Dreams
A modern kitchen with white cabinetry, stainless steel appliances, a central island, and green bar stools.

4. SmartStay Homes

SmartStay Homes
3.0 star property
Kissimmee
7.0 out of 10, Good, (4 reviews)
"The bed was comfortable and the room was clean."
United States
Johntavis
SmartStay Homes
A modern kitchen with dark cabinets, a white island, and bar stools.

5. 1580 Sandbagger Drive

1580 Sandbagger Drive
3.0 star property
Champions Gate
1580 Sandbagger Drive
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

6. Blissful Bay

Blissful Bay
3.0 star property
Kissimmee
6.8 out of 10, (23 reviews)
"All of house is great. Meet new people vacationing from other places really great stay."
United States
Victor
Blissful Bay

7. Affordable Stays Kissimmee

Affordable Stays Kissimmee
3.0 star property
Kissimmee
Affordable Stays Kissimmee
A hallway with a wooden console table, a potted plant, and a wall-mounted abstract art piece.

8. Enchanted Fantasy

Enchanted Fantasy
2.0 star property
Kissimmee
6.8 out of 10, (13 reviews)
"It was ok"
United States
Norberto
The price is 1.128.212 ₫
3.059.021 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Enchanted Fantasy

9. Oasis Private Ensuite Room Shared Home

Oasis Private Ensuite Room Shared Home
2.0 star property
Kissimmee
3.6 out of 10, (5 reviews)
"I was switch to a different location the day before arriving. The new location had roaches! And it should be noted before booking about the $60 a day fee to heat the pool. Ruined my whole trip not being able to swim! There was mention of a clubhouse to swim but it wasn’t in walking distance."
United States
Latisha
Oasis Private Ensuite Room Shared Home
A modern living room with a large sectional sofa, a coffee table, and a TV mounted on the wall.

10. Enchanted Dreams

Enchanted Dreams
3.0 star property
Kissimmee
4.8 out of 10, (15 reviews)
"Very relaxing space. Clean environment. Coming back very soon "
United States
Tanish
Enchanted Dreams

11. Magical Dreams

Magical Dreams
3.0 star property
Kissimmee
5.6 out of 10, (25 reviews)
"Great place, yes parking is a little weird but if you explain correctly it can be better "
United States
Jonathan
Magical Dreams
A hotel room with two beds, each with Mickey Mouse-themed bedding. There is a nightstand between the beds with a Mickey Mouse lamp.

12. Cozy Wonderfull Clubhouse Close Disney

Cozy Wonderfull Clubhouse Close Disney
2.0 star property
Kissimmee
Cozy Wonderfull Clubhouse Close Disney
A modern hotel room with two beds, a large wall mural of space-themed artwork, and a dark color scheme.

13. Harmony Haven

Harmony Haven
2.0 star property
Kissimmee
3.0 out of 10, (2 reviews)
"This a house and the owner just rent the roo"
United States
Dalynet
Harmony Haven
A hot tub under a stone structure with a pool in the background.

14. Palatial Palms Villa Pool BBQ Resort

Palatial Palms Villa Pool BBQ Resort
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Amazing property. Comfortable beds, plenty of linen, beautiful pool, & great amenities. I loved the pool side bar area. We ate great food & relaxed in the pool. It has a waterfall & slide, which the kids loved. We did not have time to enjoy all of the amenities but they have a movie theater on site, there is an option for a private rental or you can watchvwhat is playing. They post the movie & viewing times. Basketball, playground & more. My host was very nice & responded quickly to all...
United States
Teresa
Palatial Palms Villa Pool BBQ Resort
A hot tub under a stone structure with a pool in the background.

15. Magic Oasis Villa at Paradise Palms

Magic Oasis Villa at Paradise Palms
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Outstanding customer service from the host. Beautiful home and surrounding area. "
United States
Jared
Magic Oasis Villa at Paradise Palms
A modern living room with a sofa, chairs, a TV, and a dining area with a table and chairs.

16. 731 Whistling Straits Blvd.

731 Whistling Straits Blvd.
3.0 star property
Kissimmee
731 Whistling Straits Blvd.
A residential property with a swimming pool, surrounded by lush greenery and a well-maintained lawn.

17. Mickey an Minnie House

Mickey an Minnie House
2.0 star property
Kissimmee
Mickey an Minnie House

18. Paradise Palms Resort

Paradise Palms Resort
2.0 star property
Kissimmee
Paradise Palms Resort

19. Reunion Resort

Reunion Resort
3.0 star property
Reunion
Reunion Resort

20. Paradise Home near Disney

Paradise Home near Disney
3.0 star property
Kissimmee
Paradise Home near 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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Top Osceola County Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"⭐️⭐️⭐️"
Enrique 5-night trip
Posted 1 hour ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Osceola County

Osceola County Guest Houses information

Number of reviews
132
Accommodation
24 Guest Houses
Lowest Price
3.059.021 ₫
Highest Price
3.853.417 ₫