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Cottages in Osceola

Osceola
Sat, 14 Nov 2026 - Sun, 15 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 647 Cottages in Osceola
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Sp8137

Cottage

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Osceola
Sp8137 Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town. This cottage is 8.3 mi (13.4 km) from Disney's Hollywood Studios® and 9.3 mi (15 km) from Disney's Animal Kingdom® Theme Park.

Sp8137 Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access.

Sp8137 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Conveniences include a microwave and a dryer.

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6bed 5Ba Villa Game Room Pool Spa

Cottage

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Osceola
6bed 5Ba Villa Game Room Pool Spa Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This spa villa is 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

6bed 5Ba Villa Game Room Pool Spa Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

6bed 5Ba Villa Game Room Pool Spa Rooms
Your villa features a flat-screen TV.

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8945 Zurich Lane

Cottage

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Osceola
8945 Zurich Lane Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This family-friendly cottage is 7.7 mi (12.4 km) from Walt Disney World® Resort and 9.4 mi (15.1 km) from Disney's Animal Kingdom® Theme Park.

8945 Zurich Lane Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a lazy river. This cottage also features complimentary wireless internet access, an arcade/game room, and barbecue grills.

8945 Zurich Lane Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

Restaurant and Cafe
At this cottage, enjoy a satisfying meal at the restaurant.

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12br Bella Vida Pool Near Disney

Cottage

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Osceola
12br Bella Vida Pool Near Disney Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 9.1 mi (14.6 km) from Disney Springs™ and 10 mi (16 km) from Walt Disney World® Resort.

12br Bella Vida Pool Near Disney Facility and Service
This smoke-free cottage offers complimentary parking nearby.

12br Bella Vida Pool Near Disney Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer, and you can also request a crib/infant bed (complimentary).

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Delightful Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2956SR

Cottage

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Osceola
Delightful Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2956SR provides flawless service and all the necessary facilities for visitors.Remain linked during your visit by utilizing the complimentary internet access available. Discovering Orlando (FL) becomes even more accessible, thanks to the car hire amenities provided at the home. Parking is accessible, supplied by the home for guests who arrive by car.Effortlessly plan your daily activities and travel requirements with concierge service, luggage storage and safety deposit boxes provided by the front desk services. The home is completely smoke-free. In limited designated zones, smoking is exclusively permitted.Crafted for coziness, every guestroom provides an array of features, guaranteeing a tranquil night's sleep while maintaining the level of comfort. For an elevated experience at home, select rooms are equipped with linen service to improve your stay. At Delightful Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2956SR, a selection of rooms can be found that showcase unique design elements such as a balcony or terrace. Expand your in-room entertainment choices with various amenities, such as television offered in certain accommodations. Rest assured that your hydration needs will be met, as some guestrooms are equipped with a refrigerator and a coffee or tea maker. Maintain your cleanliness and feel revitalized using a hair dryer available in select guest restrooms. Experience a fantastic evening effortlessly! Relish an entertaining night without venturing beyond the confines of the bar.Experience unparalleled comfort as groceries can be brought right to your room at Delightful Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2956SR through their distinctive delivery assistance.During your stay at home, an array of engaging activities and amenities guarantees a delightful experience.Eliminate those holiday calories by stopping by home and making use of their well-equipped exercise amenities.
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Family 5BR Retreat With Pool and Themed Bedrooms

Cottage

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Osceola
Family 5BR Retreat With Pool and Themed Bedrooms Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course. This cottage is 5.5 mi (8.8 km) from Walt Disney World® Resort and 7.7 mi (12.4 km) from ESPN Wide World of Sports Complex.

Family 5BR Retreat With Pool and Themed Bedrooms Facility and Service
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional features at this cottage include complimentary wireless internet access, a picnic area, and gas grills.

Family 5BR Retreat With Pool and Themed Bedrooms Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool and an outdoor private hot tub. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Exterior & Views

Sea Breeze Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2982La

Cottage

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Osceola
At Sea Breeze Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2982LA, exceptional service and top-notch amenities create a memorable experience for guests. Complimentary internet access is available in the home to ensure you stay connected during your visit.Amenities at car hire offered by Sea Breeze Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2982LA simplify the organization of your excursions, tourist activities, and other adventures in Orlando (FL).For guests with their own vehicle, parking facilities are provided.Continuously receive the support you require through front desk amenities such as concierge service, luggage storage and safety deposit boxes.Due to health concerns, smoking is strictly prohibited within the entire premises of home. For the health and well-being of all guests and staff, smoking is restricted exclusively to assigned zones.Accommodations come equipped with all the conveniences required for a restful night's slumber. A selection of rooms at Sea Breeze Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2982LA come furnished with linen service to cater to your needs and comfort. A few accommodations at Sea Breeze Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2982LA also include unique design elements like a balcony or terrace.A number of rooms feature television for guest amusement and enjoyment.In certain rooms, the home offers visitors access to a refrigerator and a coffee or tea maker.At Sea Breeze Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2982LA, select bathrooms are equipped with a hair dryer to enhance your comfort during your stay. An evening spent at home's bar can offer as much enjoyment as venturing out with your fellow travelers.At Sea Breeze Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2982LA, experience the ease of having groceries brought straight to your accommodation through their efficient service.At Sea Breeze Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2982LA, guests can take pleasure in the delightful recreational amenities provided for their entertainment. At the home fitness center, you have the option to engage in your daily exercise routine or simply alleviate your jet lag by breaking a sweat.
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Upstay: Bright Family-friendly Retreat With Patio

Cottage

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Osceola
Upstay: Bright Family-friendly Retreat With Patio Location
With a stay at this cottage in Kissimmee (Chatham Park), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7.6 mi (12.2 km) from Disney Springs™ and 7.9 mi (12.7 km) from Walt Disney World® Resort.

Upstay: Bright Family-friendly Retreat With Patio Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

Upstay: Bright Family-friendly Retreat With Patio Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer.

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Exterior & Views

5bed 5Ba Villa Game Room Pool Spa

Cottage

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Osceola
5bed 5Ba Villa Game Room Pool Spa Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This spa vacation home is 10.1 mi (16.3 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.2 km) from ESPN Wide World of Sports Complex.

5bed 5Ba Villa Game Room Pool Spa Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

5bed 5Ba Villa Game Room Pool Spa Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment. Conveniences include a microwave and a washing machine.

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Interior

Wsb670

Cottage

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Osceola
Wsb670 Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This cottage is 12.3 mi (19.8 km) from Old Town and 13.1 mi (21.1 km) from ESPN Wide World of Sports Complex.

Wsb670 Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access.

Wsb670 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Conveniences include a microwave and a dryer.

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Sport & Beauty

8918 Sydney Avenue

Cottage

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Osceola
8918 Sydney Avenue Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and ChampionsGate Golf Club. This family-friendly cottage is 7.9 mi (12.8 km) from Walt Disney World® Resort and 9.6 mi (15.4 km) from Disney's Animal Kingdom® Theme Park.

8918 Sydney Avenue Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a lazy river. Additional amenities at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

8918 Sydney Avenue Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private patio. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

Restaurant and Cafe
At this cottage, enjoy a satisfying meal at the restaurant.

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4.0/5
Fully Booked
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Upstay: Modern Home w Pool, Games & Bbqsleeps 18

Cottage

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Osceola
Upstay: Modern Home w Pool, Games & Bbqsleeps 18 Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 8.7 mi (13.9 km) from Disney Springs™ and 9.6 mi (15.5 km) from Walt Disney World® Resort.

Upstay: Modern Home w Pool, Games & Bbqsleeps 18 Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional amenities at this cottage include complimentary wireless internet access and barbecue grills.

Upstay: Modern Home w Pool, Games & Bbqsleeps 18 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer.

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Cap8949

Cottage

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Osceola
Cap8949 Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club. This cottage is 6.5 mi (10.4 km) from Walt Disney World® Resort and 8.1 mi (13.1 km) from Disney's Animal Kingdom® Theme Park.

Cap8949 Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

Cap8949 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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Exterior & Views

1447rfair

Cottage

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Osceola
1447rfair Location
With a stay at this cottage in Four Corners (Champions Gate), you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This spa cottage is 12.8 mi (20.6 km) from Old Town and 13.4 mi (21.5 km) from Walt Disney World® Resort.

1447rfair Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You can take advantage of recreational amenities such as an outdoor pool and a fitness center.

1447rfair Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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3179 Yellow Lantana Lane

Cottage

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Osceola
3179 Yellow Lantana Lane Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This family-friendly cottage is 6.8 mi (10.9 km) from Disney's Animal Kingdom® Theme Park and 8 mi (12.8 km) from Old Town.

3179 Yellow Lantana Lane Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and an arcade/game room.

3179 Yellow Lantana Lane Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

Restaurant and Cafe
At this cottage, enjoy a satisfying meal at the restaurant.

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Stunning 7BR Home With Themed Bedrooms

Cottage

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Osceola
Stunning 7BR Home With Themed Bedrooms Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This cottage is 10 mi (16.1 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

Stunning 7BR Home With Themed Bedrooms Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a 24-hour fitness center. Additional features at this cottage include complimentary wireless internet access and gas grills.

Stunning 7BR Home With Themed Bedrooms Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool. A kitchen is outfitted with an oven and a microwave. Conveniences include a dryer and an iron/ironing board.

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4.0/5
Fully Booked
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Exterior & Views

6 Bedroom Fiji Model at Champions Gate

Cottage

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Osceola
6 Bedroom Fiji Model at Champions Gate Location
With a stay at this cottage in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This spa cottage is 11.3 mi (18.1 km) from Old Town and 12 mi (19.4 km) from ESPN Wide World of Sports Complex.

6 Bedroom Fiji Model at Champions Gate Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You can take advantage of recreational amenities such as an outdoor pool and a fitness center.

6 Bedroom Fiji Model at Champions Gate Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Upstay - Resort Home w Cinema, Pool & Lake View

Cottage

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Osceola
Upstay - Resort Home w Cinema, Pool & Lake View Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 9 mi (14.5 km) from Disney Springs™ and 10 mi (16.1 km) from Walt Disney World® Resort.

Upstay - Resort Home w Cinema, Pool & Lake View Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this cottage include complimentary wireless internet access and barbecue grills.

Upstay - Resort Home w Cinema, Pool & Lake View Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

See details
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Sport & Beauty

Sonoma 2667 IHR 1037

Cottage

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Osceola
Sonoma 2667 IHR 1037 Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 9.7 mi (15.6 km) from Disney Springs™ and 10.3 mi (16.6 km) from ESPN Wide World of Sports Complex.

Sonoma 2667 IHR 1037 Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a fitness center.

Sonoma 2667 IHR 1037 Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool and a flat-screen TV. There's a private furnished lanai. A kitchen is outfitted with a refrigerator, a microwave, and a dishwasher. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment.

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Dining room

Spacious & Comfy Retreat, Prime Location, Amazing

Cottage

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Osceola
Spacious & Comfy Retreat, Prime Location, Amazing Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7.3 mi (11.7 km) from Disney Springs™ and 8.3 mi (13.4 km) from Walt Disney World® Resort.

Spacious & Comfy Retreat, Prime Location, Amazing Facility and Service
Be sure to enjoy recreational amenities, including an outdoor pool, a hot tub, and a 24-hour fitness center. This cottage also features complimentary wireless internet access and gas grills.

Spacious & Comfy Retreat, Prime Location, Amazing Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment. Conveniences include a dryer and a ceiling fan.

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Cottages in Osceola

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