Book Osceola County, FL Cottages
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Top cities with Cottages to explore in Osceola County

Poinciana
Cottages
Top Cottages in Osceola County

Encore Swanky
411 Lasso Drive Kissimmee FL
An outdoor pool is featured at this cottage, along with a terrace and a garden. Families will appreciate the arcade/game room and barbecue grills.
Pool
Kitchen

Enchanted Cottage with Pool and Mini-Golf Near Disney
Kissimmee FL
This cottage features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Pool
Hot Tub

Our Retro Mod Pod-Disney & Old Town Minutes Away! Family Friendly Amenity Rich
Kissimmee FL
This cottage features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and conveniences like limo/town car service and barbecue grills.
Pool
Hot Tub

1 bedroom, private laundry in resort with a pool near Disney!! Kissimmee
Kissimmee FL
This cottage features an outdoor pool and a gym. A hot tub and laundry facilities are also provided.
Pool
Hot Tub

It's A Wonderful Life Vacay Home
3000 Salted Rim Rd, Kissimmee, Fl Kissimmee FL
Stay at this cottage in Kissimmee. Enjoy free WiFi, free parking, and furnished patios. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Kitchen
Washer

Cozy Margaritaville Cottage, Near Disney + Universal!
Kissimmee FL
This cottage features a terrace, laundry facilities, and barbecue grills.
Pool
Kitchen

Luxury 6BR Home w/ Theater + Pool Near Disney
Bismarck Palm Road 8950 Kissimmee FL
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
Pool
Kitchen

Stunning Home, Private Pool, Great Location
Kings Castle Circle 4793 Kissimmee FL
This cottage features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.
Pool
Kitchen

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Kissimmee FL
An outdoor pool is featured at this cottage, along with free self parking. WiFi in public areas is free. A garden is also provided.
Pool
Kitchen

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Nassau Point Trail 1621 Kissimmee FL
Free WiFi in public areas and a garden are available at this cottage.
Kitchen
Dryer

Family-friendly 6-bedroom Villa With Pool, Game Room, and Themed Bedrooms at Emerald Island Resort
2705 Grand Harbor Court Kissimmee FL
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
Kitchen
Dryer
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 Cottages in Osceola County

Encore Swanky
411 Lasso Drive Kissimmee FL
An outdoor pool is featured at this cottage, along with a terrace and a garden. Families will appreciate the arcade/game room and barbecue grills.
Pool
Kitchen

Enchanted Cottage with Pool and Mini-Golf Near Disney
Kissimmee FL
This cottage features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Pool
Hot Tub

Our Retro Mod Pod-Disney & Old Town Minutes Away! Family Friendly Amenity Rich
Kissimmee FL
This cottage features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and conveniences like limo/town car service and barbecue grills.
Pool
Hot Tub

1 bedroom, private laundry in resort with a pool near Disney!! Kissimmee
Kissimmee FL
This cottage features an outdoor pool and a gym. A hot tub and laundry facilities are also provided.
Pool
Hot Tub

It's A Wonderful Life Vacay Home
3000 Salted Rim Rd, Kissimmee, Fl Kissimmee FL
Stay at this cottage in Kissimmee. Enjoy free WiFi, free parking, and furnished patios. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Kitchen
Washer

Cozy Margaritaville Cottage, Near Disney + Universal!
Kissimmee FL
This cottage features a terrace, laundry facilities, and barbecue grills.
Pool
Kitchen

Luxury 6BR Home w/ Theater + Pool Near Disney
Bismarck Palm Road 8950 Kissimmee FL
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
Pool
Kitchen

Stunning Home, Private Pool, Great Location
Kings Castle Circle 4793 Kissimmee FL
This cottage features an outdoor pool and a 24-hour gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.
Pool
Kitchen

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Kissimmee FL
An outdoor pool is featured at this cottage, along with free self parking. WiFi in public areas is free. A garden is also provided.
Pool
Kitchen

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Nassau Point Trail 1621 Kissimmee FL
Free WiFi in public areas and a garden are available at this cottage.
Kitchen
Dryer

Family-friendly 6-bedroom Villa With Pool, Game Room, and Themed Bedrooms at Emerald Island Resort
2705 Grand Harbor Court Kissimmee FL
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden is also provided.
Kitchen
Dryer
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
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
$84 nightly
The price is $95 total per night from Jun 4 to Jun 5
$95 total
Jun 4 - Jun 5
Total with taxes and fees
9.4/10 Exceptional! (4,255 reviews)
Osceola County Cottages essential information
Accommodation | 1606 Cottages |
|---|---|
Lowest Price | $75 |
Highest Price | $214 |
Popular accommodation | Encore Swanky, Enchanted Cottage with Pool and Mini-Golf Near Disney, Our Retro Mod Pod-Disney & Old Town Minutes Away! Family Friendly Amenity Rich, 1 bedroom, private laundry in resort with a pool near Disney!! Kissimmee, It's A Wonderful Life Vacay Home, Cozy Margaritaville Cottage, Near Disney + Universal!, Luxury 6BR Home w/ Theater + Pool Near Disney, Stunning Home, Private Pool, Great Location, Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003, Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621, Family-friendly 6-bedroom Villa With Pool, Game Room, and Themed Bedrooms at Emerald Island Resort, 5 miles from Disney & Universal! |
Osceola County Cottages essential information
Accommodation | 1606 Cottages |
|---|---|
Lowest Price | $75 |
Highest Price | $214 |
Popular accommodation | Encore Swanky, Enchanted Cottage with Pool and Mini-Golf Near Disney, Our Retro Mod Pod-Disney & Old Town Minutes Away! Family Friendly Amenity Rich, 1 bedroom, private laundry in resort with a pool near Disney!! Kissimmee, It's A Wonderful Life Vacay Home, Cozy Margaritaville Cottage, Near Disney + Universal!, Luxury 6BR Home w/ Theater + Pool Near Disney, Stunning Home, Private Pool, Great Location, Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003, Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621, Family-friendly 6-bedroom Villa With Pool, Game Room, and Themed Bedrooms at Emerald Island Resort, 5 miles from Disney & Universal! |
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