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Cottages in Osceola

Osceola
Mon, 16 Nov 2026 - Tue, 17 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 655 Cottages in Osceola
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Private Pool Home w/ Minions & Superhero Themes

Cottage

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Osceola
Private Pool Home w/ Minions & Superhero Themes Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7.3 mi (11.8 km) from Disney Springs™ and 8.4 mi (13.5 km) from Walt Disney World® Resort.

Private Pool Home w/ Minions & Superhero Themes Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Private Pool Home w/ Minions & Superhero Themes 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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Living area

Adt8972

Cottage

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Osceola
Adt8972 Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This cottage is 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.1 km) from ESPN Wide World of Sports Complex.

Adt8972 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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Sport & Beauty

Champions Gate IHR 4029

Cottage

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Osceola
Champions Gate IHR 4029 Location
With a stay at this vacation home in Four Corners (Champions Gate), you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This family-friendly vacation home is 12.6 mi (20.3 km) from Old Town and 13.2 mi (21.3 km) from Walt Disney World® Resort.

Champions Gate IHR 4029 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, a hot tub, and a fitness center. This vacation home also features complimentary wireless internet access and an arcade/game room.

Champions Gate IHR 4029 Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. There's a private lanai. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Interior

938 Lake Berkley, Kissimmee FL 34746

Cottage

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Osceola
938 Lake Berkley, Kissimmee FL 34746 Location
With a stay at this cottage in Kissimmee (Lake Berkley), you'll be 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 9.3 mi (14.9 km) from Walt Disney World® Resort.

938 Lake Berkley, Kissimmee FL 34746 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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Upstay: Pet-friendly Family Home w Pool & Sundeck

Cottage

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Osceola
Upstay: Pet-friendly Family Home w Pool & Sundeck Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and Old Town. This cottage is 8.2 mi (13.1 km) from ESPN Wide World of Sports Complex and 8.4 mi (13.5 km) from Disney's Animal Kingdom® Theme Park.

Upstay: Pet-friendly Family Home w Pool & Sundeck Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Upstay: Pet-friendly Family Home w Pool & Sundeck Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a stovetop and a microwave. Conveniences include a dryer and an iron/ironing board.

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Windsor Palms Resort 4 Bedroom With Game Room 0878

Cottage

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Osceola
Windsor Palms Resort 4 Bedroom With Game Room 0878 Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and Old Town. This cottage is 7.1 mi (11.4 km) from ESPN Wide World of Sports Complex and 7.5 mi (12.1 km) from Disney's Hollywood Studios®.

Windsor Palms Resort 4 Bedroom With Game Room 0878 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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Fully Themed 6bed Fantasy Escape Near Disney

Cottage

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Osceola
Fully Themed 6bed Fantasy Escape Near Disney 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 12.5 mi (20.1 km) from Walt Disney World® Resort and 12.7 mi (20.4 km) from Old Town.

Fully Themed 6bed Fantasy Escape Near Disney Facility and Service
Enjoy a range of 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.

Fully Themed 6bed Fantasy Escape Near Disney 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 an iron/ironing board.

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Upstay: Family Home w Pool & Cinemachampionsgate

Cottage

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Osceola
Upstay: Family Home w Pool & Cinemachampionsgate 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 cottage is 11.7 mi (18.9 km) from Old Town and 12.5 mi (20.1 km) from ESPN Wide World of Sports Complex.

Upstay: Family Home w Pool & Cinemachampionsgate 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: Family Home w Pool & Cinemachampionsgate 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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4449 Shiva Loop

Cottage

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Osceola
4449 Shiva Loop Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly cottage is 7 mi (11.2 km) from Disney Springs™ and 8 mi (12.9 km) from Walt Disney World® Resort.

4449 Shiva Loop Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a waterslide. Additional amenities at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

4449 Shiva Loop 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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Exterior & Views

Sun Baked Cottage with Hot Tub near Disney with Margaritaville Resort Island H2O Access - 8089DR

Cottage

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Osceola
At Sun Baked Cottage with Hot Tub near Disney with Margaritaville Resort Island H2O Access - 8089DR, 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 Sun Baked Cottage with Hot Tub near Disney with Margaritaville Resort Island H2O Access - 8089DR 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.Craving relaxation? In-room amenities such as 24-hour room service and room service allow you to maximize your time spent inside the room.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 Sun Baked Cottage with Hot Tub near Disney with Margaritaville Resort Island H2O Access - 8089DR come furnished with linen service to cater to your needs and comfort.A few accommodations at Sun Baked Cottage with Hot Tub near Disney with Margaritaville Resort Island H2O Access - 8089DR 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.In the home, certain guest bathrooms come equipped with essential bathroom amenities, such as a hair dryer and toiletries, ensuring a comfortable stay for guests. An evening spent at home's bar can offer as much enjoyment as venturing out with your fellow travelers.At Sun Baked Cottage with Hot Tub near Disney with Margaritaville Resort Island H2O Access - 8089DR, experience the ease of having groceries brought straight to your accommodation through their efficient service. At Sun Baked Cottage with Hot Tub near Disney with Margaritaville Resort Island H2O Access - 8089DR, 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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Others

Theater/lakeview/themed Bedrooms! 15br Familyhome

Cottage

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Osceola
Theater/lakeview/themed Bedrooms! 15br Familyhome Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Old Town and 192 Flea Market. This cottage is 9.7 mi (15.6 km) from Orlando Vineland Premium Outlets and 9.9 mi (15.9 km) from Disney Springs™.

Theater/lakeview/themed Bedrooms! 15br Familyhome Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Theater/lakeview/themed Bedrooms! 15br Familyhome 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).

See details
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Interior

350-8-pc-open Floor Plan With Private Pool

Cottage

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Osceola
350-8-pc-open Floor Plan With Private Pool Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This cottage is 7.2 mi (11.7 km) from ESPN Wide World of Sports Complex and 7.7 mi (12.5 km) from Disney's Hollywood Studios®.

350-8-pc-open Floor Plan With Private Pool Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Exterior & Views

Premium Cottage with Private Hot Tub near Disney Margaritaville Resort Island H2O Access - 3025LA

Cottage

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Osceola
Premium Cottage with Private Hot Tub near Disney Margaritaville Resort Island H2O Access - 3025LA provides flawless service and all the necessary facilities for visitors.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. The home offers car hire amenities to assist you in discovering your desired offerings in Orlando (FL). When arriving by car, take advantage of the home's convenient on-site parking facilities. The home offers reception amenities including concierge service, luggage storage and safety deposit boxes to ensure a comfortable stay for guests.To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire home.Smoking is permitted solely in the specified smoking zones allocated by home.In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure your satisfaction, certain rooms in the home come fitted with linen service for a more pleasant stay.Several chosen accommodations at Premium Cottage with Private Hot Tub near Disney Margaritaville Resort Island H2O Access - 3025LA have a balcony or terrace incorporated into the room design. Selected rooms offer in-room amusement like television as a source of entertainment for guests to enjoy. Within specific rooms, a refrigerator and a coffee or tea maker is conveniently available for your use.You'll be pleased to know that select guest bathrooms offer bathroom amenities such as a hair dryer, ensuring a comfortable stay. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment.Visitors staying at Premium Cottage with Private Hot Tub near Disney Margaritaville Resort Island H2O Access - 3025LA have the option to receive groceries in their room for meal preparation, courtesy of the unique service provided by the home. Throughout the day, engage in the entertaining activities available at Premium Cottage with Private Hot Tub near Disney Margaritaville Resort Island H2O Access - 3025LA.Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by home.
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Upscale 9BR Stay With Pool and Themed Rooms

Cottage

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Osceola
Upscale 9BR Stay With Pool and Themed Rooms Location
Located in Kissimmee, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This cottage is 8.6 mi (13.8 km) from Walt Disney World® Resort and 10.3 mi (16.5 km) from Disney's Animal Kingdom® Theme Park.

Upscale 9BR Stay With Pool and Themed Rooms Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. This cottage also features complimentary wireless internet access, a picnic area, and gas grills.

Upscale 9BR Stay With Pool and Themed Rooms Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool and an outdoor private hot tub. There's a private patio. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment.

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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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Interior

331-8-pc-perfectly Furnished With Games and Movie

Cottage

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Osceola
331-8-pc-perfectly Furnished With Games and Movie Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This cottage is 7.3 mi (11.7 km) from ESPN Wide World of Sports Complex and 7.8 mi (12.5 km) from Disney's Hollywood Studios®.

331-8-pc-perfectly Furnished With Games and Movie Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Sport & Beauty

520 Sticks Street

Cottage

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Osceola
520 Sticks Street 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 family-friendly cottage is 12.3 mi (19.7 km) from Walt Disney World® Resort and 12.5 mi (20.2 km) from Old Town.

520 Sticks Street Facility and Service
Enjoy recreational amenities such as an outdoor pool and a waterslide. Additional amenities at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

520 Sticks Street 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. Quench your thirst with your favorite drink at the bar/lounge.

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Exterior & Views

8804bengal

Cottage

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Osceola
8804bengal 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 (16.5 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

8804bengal Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

8804bengal Rooms
Make yourself comfortable in this air-conditioned villa, 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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9023 Rhodes Street

Cottage

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Osceola
9023 Rhodes Street 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 family-friendly cottage is 10.1 mi (16.2 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.2 km) from ESPN Wide World of Sports Complex.

9023 Rhodes Street Facility and Service
Enjoy recreational amenities such as an outdoor pool and a lazy river. Additional features at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

9023 Rhodes Street 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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Chic Modern Escape, 12br, Pool and Game Room

Cottage

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Osceola
Chic Modern Escape, 12br, Pool and Game Room 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 (14.4 km) from Disney Springs™ and 9.9 mi (16 km) from Walt Disney World® Resort.

Chic Modern Escape, 12br, Pool and Game Room Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. This cottage also features complimentary wireless internet access, a picnic area, and gas grills.

Chic Modern Escape, 12br, Pool and Game Room Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool and an outdoor private hot tub. There's a private patio. A kitchen is outfitted with an oven and a microwave. A Smart television is provided for your entertainment.

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Cottages in Osceola

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