Book Guest Houses in Osceola County, FL

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Top cities with Guest Houses to explore in Osceola County

A tree-lined pathway leading to a body of water.

St. Cloud

Guest Houses
St. Cloud
A dense cluster of red flowers with green foliage.

Poinciana

Guest Houses
Poinciana

Top Guest Houses in Osceola County

Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee

3 out of 5
286 Marcello Blvd Kissimmee FL
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An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and express check-out. Luggage storage and a virtual front desk are also provided.
Pool
Free WiFi
St. Cloud Stay

St. Cloud Stay

3 out of 5
435 Pennsylvania Ave St. Cloud FL
$128 nightly
The price is $145 total per night
$145 total
Sep 6 - Sep 7
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Pool
Parking included
Mystical Dreams

Mystical Dreams

3 out of 5
2626 Calistoga Ave Kissimmee FL
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, laundry facilities, and a virtual front desk are also on offer.
SmartStay Homes

SmartStay Homes

3 out of 5
225 Marcello Boulevard Kissimmee FL
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An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
1580 Sandbagger Drive

1580 Sandbagger Drive

3 out of 5
1580 Sandbagger Dr Four Corners FL
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This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. Laundry facilities are provided for your convenience.
Blissful Bay

Blissful Bay

3 out of 5
4453 Monado Dr Kissimmee FL
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An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room is also provided.
Affordable Stays Kissimmee

Affordable Stays Kissimmee

3 out of 5
266 Marcello Blvd Kissimmee FL
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An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Enchanted Fantasy

Enchanted Fantasy

2 out of 5
2622 Calistoga Ave Kissimmee FL
$108 nightly
The price is $123 total per night
$123 total
Aug 7 - Aug 8
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a communal living room. Laundry facilities and a virtual front desk are also provided.
Oasis Private Ensuite Room Shared Home

Oasis Private Ensuite Room Shared Home

2 out of 5
227 Marcello Blvd Kissimmee FL
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This guesthouse features 2 outdoor pools, free WiFi in public areas, and a communal living room. Laundry facilities and a virtual front desk are also provided.
Enchanted Dreams

Enchanted Dreams

3 out of 5
2624 Calistoga Ave Kissimmee FL
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

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

Kissimmee FL
$186 nightly
The price is $208 total per night
$208 total
Aug 7 - Aug 8
Total with taxes and fees
This guesthouse features an outdoor pool and a gym. A hot tub and laundry facilities are also provided.
Harmony Haven

Harmony Haven

2 out of 5
282 Marcello Blvd Kissimmee FL
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This guesthouse features an outdoor pool and a gym. WiFi in public areas is free. A communal living room, laundry facilities, and a virtual front desk are also on offer.
Don't see what you're looking for?
See all available properties in Osceola County
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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.

Top Guest Houses in Osceola County

Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee

3 out of 5
286 Marcello Blvd Kissimmee FL
Get rates
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and express check-out. Luggage storage and a virtual front desk are also provided.
St. Cloud Stay

St. Cloud Stay

3 out of 5
435 Pennsylvania Ave St. Cloud FL
$128 nightly
The price is $145 total per night
$145 total
Sep 6 - Sep 7
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Mystical Dreams

Mystical Dreams

3 out of 5
2626 Calistoga Ave Kissimmee FL
Get rates
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, laundry facilities, and a virtual front desk are also on offer.
SmartStay Homes

SmartStay Homes

3 out of 5
225 Marcello Boulevard Kissimmee FL
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
1580 Sandbagger Drive

1580 Sandbagger Drive

3 out of 5
1580 Sandbagger Dr Four Corners FL
Get rates
This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. Laundry facilities are provided for your convenience.
Blissful Bay

Blissful Bay

3 out of 5
4453 Monado Dr Kissimmee FL
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room is also provided.
Affordable Stays Kissimmee

Affordable Stays Kissimmee

3 out of 5
266 Marcello Blvd Kissimmee FL
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Enchanted Fantasy

Enchanted Fantasy

2 out of 5
2622 Calistoga Ave Kissimmee FL
$108 nightly
The price is $123 total per night
$123 total
Aug 7 - Aug 8
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a communal living room. Laundry facilities and a virtual front desk are also provided.
Oasis Private Ensuite Room Shared Home

Oasis Private Ensuite Room Shared Home

2 out of 5
227 Marcello Blvd Kissimmee FL
Get rates
This guesthouse features 2 outdoor pools, free WiFi in public areas, and a communal living room. Laundry facilities and a virtual front desk are also provided.
Enchanted Dreams

Enchanted Dreams

3 out of 5
2624 Calistoga Ave Kissimmee FL
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

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

Kissimmee FL
$186 nightly
The price is $208 total per night
$208 total
Aug 7 - Aug 8
Total with taxes and fees
This guesthouse features an outdoor pool and a gym. A hot tub and laundry facilities are also provided.
Harmony Haven

Harmony Haven

2 out of 5
282 Marcello Blvd Kissimmee FL
Get rates
This guesthouse features an outdoor pool and a gym. WiFi in public areas is free. A communal living room, laundry facilities, and a virtual front desk are also on offer.
Don't see what you're looking for?
See all available properties in Osceola County
View all properties
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.

Top hotels in Osceola County

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy Kissimmee FL
$80 nightly
The price is $91 total per night from Aug 10 to Aug 11
$91 total
Aug 10 - Aug 11
Total with taxes and fees
9.4/10 Exceptional! (5,198 reviews)

Osceola County Guest Houses essential information

Accommodation
28 Guest Houses
Lowest Price
$71
Highest Price
$212
Popular accommodation
Disney Proximity Escape - Comfort in Kissimmee, St. Cloud Stay, Mystical Dreams, SmartStay Homes, 1580 Sandbagger Drive, Blissful Bay, Affordable Stays Kissimmee, Enchanted Fantasy, Oasis Private Ensuite Room Shared Home, Enchanted Dreams, Cozy 1BR apt-Pool/Tennis/Gym/Near attractions, Harmony Haven

Osceola County Guest Houses essential information

Accommodation
28 Guest Houses
Lowest Price
$71
Highest Price
$212
Popular accommodation
Disney Proximity Escape - Comfort in Kissimmee, St. Cloud Stay, Mystical Dreams, SmartStay Homes, 1580 Sandbagger Drive, Blissful Bay, Affordable Stays Kissimmee, Enchanted Fantasy, Oasis Private Ensuite Room Shared Home, Enchanted Dreams, Cozy 1BR apt-Pool/Tennis/Gym/Near attractions, Harmony Haven

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