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Cottages in Osceola

Osceola
Mon, 09 Nov 2026 - Tue, 10 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 673 Cottages in Osceola
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6 Bdrm High End Champions Gate Villa

Cottage

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Osceola
6 Bdrm High End Champions Gate Villa Location
With a stay at this vacation home in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This spa vacation home is 11.5 mi (18.5 km) from Old Town and 12.3 mi (19.8 km) from ESPN Wide World of Sports Complex.

6 Bdrm High End Champions Gate Villa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. This vacation home also features wireless internet access (surcharge) and barbecue grills.

6 Bdrm High End Champions Gate Villa Rooms
Your vacation home features a flat-screen TV.

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9 Bed 6,5 Ba Villa Games, Pool & Spa

Cottage

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Osceola
9 Bed 6,5 Ba Villa Games, Pool & Spa Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This family-friendly villa is 10.2 mi (16.5 km) from Disney's Animal Kingdom® Theme Park and 11.1 mi (17.9 km) from ESPN Wide World of Sports Complex.

9 Bed 6,5 Ba Villa Games, Pool & Spa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. Additional amenities at this villa include wireless internet access (surcharge) and barbecue grills.

9 Bed 6,5 Ba Villa Games, Pool & Spa Rooms
Your villa features a flat-screen TV. Conveniences include a dryer and an iron/ironing board.

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Upstay: Resort Oasis w/ Pool & Hot Tub Near Disney

Cottage

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Osceola
Upstay: Resort Oasis w/ Pool & Hot Tub Near Disney 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 8.6 mi (13.8 km) from Disney Springs™ and 9.6 mi (15.4 km) from Walt Disney World® Resort.

Upstay: Resort Oasis w/ Pool & Hot Tub Near Disney 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: Resort Oasis w/ Pool & Hot Tub 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.

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Garden View 6BR Escape With Pool, Hot Tub & Games

Cottage

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Osceola
Garden View 6BR Escape With Pool, Hot Tub & Games Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 9.2 mi (14.8 km) from Disney Springs™ and 10.2 mi (16.4 km) from Walt Disney World® Resort.

Garden View 6BR Escape With Pool, Hot Tub & Games 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.

Garden View 6BR Escape With Pool, Hot Tub & Games 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.

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Sport & Beauty

2605 Yountville Avenue

Cottage

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Osceola
2605 Yountville Avenue 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 9.7 mi (15.6 km) from Disney Springs™ and 10.7 mi (17.3 km) from Walt Disney World® Resort.

2605 Yountville Avenue Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

2605 Yountville 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.

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3BR Townhome w/ Pool & BBQ Near Disney

Cottage

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Osceola
3BR Townhome w/ Pool & BBQ Near Disney Location
With a stay at this cottage in Kissimmee (Venetian Bay Villages), you'll be within a 15-minute drive of Old Town and 192 Flea Market. This cottage is 9.7 mi (15.7 km) from Orlando Vineland Premium Outlets and 10 mi (16 km) from Disney Springs™.

3BR Townhome w/ Pool & BBQ Near Disney Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

3BR Townhome w/ Pool & BBQ Near Disney 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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2.0/5
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Rfd1411

Cottage

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Osceola
Rfd1411 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 cottage is 12.6 mi (20.3 km) from Old Town and 13.2 mi (21.3 km) from Walt Disney World® Resort.

Rfd1411 Rooms
Make yourself comfortable in this cottage, which has a kitchen.

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2458rd · Brand New 12br Disney Mansion/pool/spa/game Room

Cottage

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Osceola
2458rd · Brand New 12br Disney Mansion/pool/spa/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 7.5 mi (12.1 km) from Disney Springs™ and 8.5 mi (13.7 km) from Walt Disney World® Resort.

2458rd · Brand New 12br Disney Mansion/pool/spa/game Room Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment.

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Exterior & Views

8949cuban

Cottage

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Osceola
8949cuban Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and Old Town. This cottage is 8 mi (12.9 km) from Disney's Animal Kingdom® Theme Park and 8.9 mi (14.3 km) from ESPN Wide World of Sports Complex.

8949cuban Facility and Service
This smoke-free cottage features an onsite marina.

8949cuban Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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7740 Sandy Ridge Drive Unit 3-214

Cottage

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Osceola
7740 Sandy Ridge Drive Unit 3-214 Location
With a stay at this cottage in Kissimmee (Reunion), you'll be a 5-minute drive from Reunion Resort Golf Course and 8 minutes from ChampionsGate Golf Club. This cottage is 6.5 mi (10.4 km) from Walt Disney World® Resort and 8.7 mi (14 km) from ESPN Wide World of Sports Complex.

7740 Sandy Ridge Drive Unit 3-214 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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Lively Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2998Sr

Cottage

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At Lively Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2998SR, 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 Lively Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2998SR 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 Lively Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2998SR come furnished with linen service to cater to your needs and comfort.A few accommodations at Lively Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2998SR 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 Lively Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2998SR, 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 Lively Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2998SR, experience the ease of having groceries brought straight to your accommodation through their efficient service.At Lively Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2998SR, 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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Grs7756

Cottage

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Osceola
Grs7756 Location
With a stay at this cottage in Kissimmee (Windsor Hills), you'll be a 4-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort. This cottage is 5.9 mi (9.5 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.9 km) from Old Town.

Grs7756 Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. There's a private patio. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Exterior & Views

Resort Home w Bbq, Pool, Games- Near Disney!

Cottage

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Osceola
Resort Home w Bbq, Pool, Games- 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 10.1 mi (16.2 km) from Walt Disney World® Resort.

Resort Home w Bbq, Pool, Games- Near Disney! 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.

Resort Home w Bbq, Pool, Games- Near Disney! 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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Tropical Oasis Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 3021LA

Cottage

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Osceola
Great care is taken to ensure guests experience comfort through top-notch services and amenities.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.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 Tropical Oasis Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 3021LA, 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 Tropical Oasis Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 3021LA through their distinctive delivery assistance. Indulge in the numerous pursuits available at Tropical Oasis Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 3021LA.Eliminate those holiday calories by stopping by home and making use of their well-equipped exercise amenities.
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Exterior & Views

Family Friendly! 6bed 5Ba Villa with Pool

Cottage

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Osceola
Family Friendly! 6bed 5Ba Villa with Pool Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly vacation home is 6.1 mi (9.8 km) from Disney Springs™ and 7 mi (11.3 km) from ESPN Wide World of Sports Complex.

Family Friendly! 6bed 5Ba Villa with Pool 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. Additional features at this vacation home include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Family Friendly! 6bed 5Ba Villa with Pool Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. There's a private furnished balcony/patio. A flat-screen television with cable programming provides entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a washer/dryer and an iron/ironing board.

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6 Bedroom 5 Bathroom Vacation Home

Cottage

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Osceola
6 Bedroom 5 Bathroom Vacation Home Location
With a stay at this vacation home in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This family-friendly vacation home is 11.4 mi (18.3 km) from Old Town and 12.1 mi (19.5 km) from ESPN Wide World of Sports Complex.

6 Bedroom 5 Bathroom Vacation Home Facility and Service
Take time to pamper yourself with a visit to the full-service spa. If you're looking for recreational opportunities, you'll find a hot tub and a fitness center. This vacation home also features wireless internet access (surcharge) and an arcade/game room.

6 Bedroom 5 Bathroom Vacation Home Rooms
Make yourself comfortable in this air-conditioned vacation home, which has a kitchen. There's a private lanai. A flat-screen television with cable programming provides entertainment, while complimentary wireless internet access keeps you connected.

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Stylish 5BR Home With Themed Bedrooms

Cottage

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Osceola
Stylish 5BR Home With Themed Bedrooms 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 12.4 mi (19.9 km) from Walt Disney World® Resort and 12.6 mi (20.2 km) from Old Town.

Stylish 5BR Home With Themed Bedrooms Facility and Service
Take advantage of recreational opportunities offered, including an outdoor pool, a hot tub, and a 24-hour fitness center. Additional features at this cottage include complimentary wireless internet access and gas grills.

Stylish 5BR Home With Themed Bedrooms Rooms
Make yourself comfortable in this air-conditioned 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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5.0/5
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Exterior & Views

Sunrise Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2966SR

Cottage

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Osceola
Sunrise Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2966SR offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by home. Experience the wonders of Orlando (FL) with ease by utilizing the services provided at car hire. Visitors can take advantage of the accessible parking options directly at the home. Reception services such as concierge service, luggage storage and safety deposit boxes are available to accommodate your requirements. The home maintains a completely smoke-free zone, providing a breathable atmosphere.Smoking is limited to specified smoking zones.Each accommodation at Sunrise Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2966SR is thoughtfully created and adorned to provide visitors with a comfortable, home-like atmosphere.In select rooms of the home, guests can enjoy the advantage of having linen service available for their convenience. At Sunrise Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2966SR, the uniquely tailored rooms provide a configuration choice resembling a balcony or terrace. In select rooms, guests can enjoy a touch of amusement with the availability of television for their entertainment.Rest assured, in a few chosen rooms, you will find the convenience of a refrigerator and a coffee or tea maker at your disposal. Understanding the significance of bathroom amenities in enhancing guest contentment, the home offers a hair dryer within certain chosen rooms. Experience an unforgettable evening with your fellow travelers just a short distance away, at home's bar. For those who prefer savoring meals within their personal space, Sunrise Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2966SR offers the convenience of doorstep grocery delivery, allowing you to prepare and enjoy food in your room. Sunrise Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2966SR provides a superb assortment of leisure amenities for guests to enjoy. For individuals who don't want to skip their exercise routine, visiting the home fitness center ensures you maintain your vitality and wellness.
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Upstay Luxury Home With Pool, Hot Tub, Games Room

Cottage

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Osceola
Upstay Luxury Home With Pool, Hot Tub, Games Room Location
With a stay at this cottage in Kissimmee (Reunion), you'll be a 3-minute drive from Reunion Resort Golf Course and 7 minutes from ChampionsGate Golf Club. This cottage is 9.9 mi (15.9 km) from Old Town and 10.7 mi (17.2 km) from ESPN Wide World of Sports Complex.

Upstay Luxury Home With Pool, Hot Tub, Games Room Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. This cottage also features complimentary wireless internet access and barbecue grills.

Upstay Luxury Home With Pool, Hot Tub, Games Room 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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Private Pool & Spa | No Rear Neighbors | Walk to Clubhouse | 6BR Near Disney

Cottage

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Osceola
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Cottages in Osceola

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