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Cottages in Osceola

Osceola
Sun, 15 Nov 2026 - Mon, 16 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 647 Cottages in Osceola
Exterior & Views

Blue Sky Cottage near Disney with Private Pool Margaritaville Resort Access - 2912SR

Cottage

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Osceola
Blue Sky Cottage near Disney with Private Pool Margaritaville Resort Access - 2912SR offers top-notch services and amenities, ensuring guests experience utmost comfort. Maintain seamless communication using the complimentary Wi-Fi at home.Car hire offerings at the home enhance the ease of discovering Orlando (FL). Guests can avail parking facilities at the home.During your stay at this fantastic home, the attentive front desk personnel can provide you with a range of amenities such as concierge service, luggage storage and safety deposit boxes.Kindly note that smoking is prohibited in the home to ensure fresher air for all visitors.For visitors wishing to smoke, designated smoking zones can be found. At Blue Sky Cottage near Disney with Private Pool Margaritaville Resort Access - 2912SR, every guestroom is provided with convenient amenities and fittings to ensure a comfortable stay.Elevate your experience at home with the knowledge that certain rooms are equipped with linen service, ensuring a more pleasant stay for you.A few accommodations within Blue Sky Cottage near Disney with Private Pool Margaritaville Resort Access - 2912SR offer unique design elements such as a balcony or terrace.Certain rooms offer in-room amusement features such as the television for your enjoyment.In select rooms within the home, a refrigerator and a coffee or tea maker is available to cater to your requirements when desired. Essential restroom facilities are equally significant, and at the home, some visitor bathrooms offer a hair dryer to enhance your experience. Enjoy an entertaining evening with your fellow travelers at the home's bar. At Blue Sky Cottage near Disney with Private Pool Margaritaville Resort Access - 2912SR, visitors have the option to receive groceries directly in their accommodation, ensuring outstanding comfort and simplicity when it comes to meals.Blue Sky Cottage near Disney with Private Pool Margaritaville Resort Access - 2912SR provides a superb assortment of leisure amenities for guests to enjoy.Discover the fitness amenities at home to maintain your health and strength during your getaway.
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8990 Stinger Drive

Cottage

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Osceola
8990 Stinger Drive 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 family-friendly cottage is 11.2 mi (18 km) from Old Town and 12 mi (19.3 km) from ESPN Wide World of Sports Complex.

8990 Stinger Drive Facility and Service
Enjoy recreational amenities such as an outdoor pool and a waterslide. Additional features at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

8990 Stinger Drive 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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Mvp9018sdcg

Cottage

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Osceola
Mvp9018sdcg 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 10.9 mi (17.6 km) from Walt Disney World® Resort and 11.3 mi (18.1 km) from Old Town.

Mvp9018sdcg Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment.

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Sport & Beauty

Lakeside Spa, AC in Games Room - Tropics! 822

Cottage

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Osceola
Lakeside Spa, AC in Games Room - Tropics! 822 Location
With a stay at this cottage in Kissimmee (Cumbrian Lakes), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This spa cottage is 10.4 mi (16.7 km) from Disney Springs™ and 10.7 mi (17.2 km) from Walt Disney World® Resort.

Lakeside Spa, AC in Games Room - Tropics! 822 Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

Lakeside Spa, AC in Games Room - Tropics! 822 Rooms
Make yourself comfortable in this cottage, which features a private pool and a flat-screen TV. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Its All Fin Games Cottage with Private Pool near Disney Margaritaville Resort Access - 3090PH

Cottage

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Osceola
At Its All Fin Games Cottage with Private Pool near Disney Margaritaville Resort Access - 3090PH, 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 Its All Fin Games Cottage with Private Pool near Disney Margaritaville Resort Access - 3090PH 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 Its All Fin Games Cottage with Private Pool near Disney Margaritaville Resort Access - 3090PH come furnished with linen service to cater to your needs and comfort.A few accommodations at Its All Fin Games Cottage with Private Pool near Disney Margaritaville Resort Access - 3090PH 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 Its All Fin Games Cottage with Private Pool near Disney Margaritaville Resort Access - 3090PH, experience the ease of having groceries brought straight to your accommodation through their efficient service.At Its All Fin Games Cottage with Private Pool near Disney Margaritaville Resort Access - 3090PH, 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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Sport & Beauty

9044st00 Premium-lot Location

Cottage

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Osceola
9044st00 Premium-lot Location 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 11.4 mi (18.3 km) from Old Town and 12.2 mi (19.6 km) from ESPN Wide World of Sports Complex.

9044st00 Premium-lot Location Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center.

9044st00 Premium-lot Location 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 an LCD television is provided for your entertainment.

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Sport & Beauty

Margaritaville Cottage, Private Pool, Near Disney!

Cottage

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Osceola
Margaritaville Cottage, Private Pool, Near Disney! Location
With a stay at this vacation home in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This vacation home is 5.8 mi (9.3 km) from Old Town and 6.1 mi (9.9 km) from ESPN Wide World of Sports Complex.

Margaritaville Cottage, Private Pool, Near Disney! Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden.

Margaritaville Cottage, Private Pool, Near Disney! Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Cable television is provided for your entertainment.

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

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4.1/5
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Exterior & Views

8 Bdrm Villa W Game Room and Cinema

Cottage

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Osceola
8 Bdrm Villa W Game Room and Cinema 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 11.6 mi (18.7 km) from Old Town and 12.4 mi (19.9 km) from ESPN Wide World of Sports Complex.

8 Bdrm Villa W Game Room and Cinema Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center.

8 Bdrm Villa W Game Room and Cinema Rooms
Make yourself comfortable in this air-conditioned vacation home, 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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Sport & Beauty

1631la Luxury 6 Bed Villa With Pool & Spa

Cottage

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Osceola
1631la Luxury 6 Bed Villa With Pool & Spa Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of ChampionsGate Golf Club and Mystic Dunes Golf Club. This spa cottage is 9 mi (14.4 km) from Walt Disney World® Resort and 10.8 mi (17.3 km) from Disney's Animal Kingdom® Theme Park.

1631la Luxury 6 Bed Villa With Pool & Spa 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 an outdoor pool and a fitness center.

1631la Luxury 6 Bed Villa With Pool & Spa Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. A flat-screen television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected.

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Meadow Manor - 10 Mins to Disney! Pool/spa

Cottage

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Osceola
Meadow Manor - 10 Mins to Disney! Pool/spa Location
With a stay at this cottage in Kissimmee (Calabria), you'll be within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This cottage is 8.7 mi (14 km) from Disney's Animal Kingdom® Theme Park and 9.9 mi (16 km) from Old Town.

Meadow Manor - 10 Mins to Disney! Pool/spa 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, an arcade/game room, and gas grills.

Meadow Manor - 10 Mins to Disney! Pool/spa Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment. Conveniences include a coffee/tea maker and complimentary bottled water.

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Exterior & Views

6 Bedroom, 6 Bath Pool Home

Cottage

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Osceola
6 Bedroom, 6 Bath Pool Home Location
With a stay at this villa in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This spa villa is 11.3 mi (18.2 km) from Old Town and 12.1 mi (19.4 km) from ESPN Wide World of Sports Complex.

6 Bedroom, 6 Bath Pool Home Facility and Service
Take time to pamper yourself with a visit to the full-service spa. This villa also features wireless internet access (surcharge) and barbecue grills.

6 Bedroom, 6 Bath Pool Home Rooms
Your villa features a flat-screen TV.

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2011 Fleming Mist Place

Cottage

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Osceola
2011 Fleming Mist Place Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This family-friendly cottage 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.

2011 Fleming Mist Place Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a waterslide. Additional features at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

2011 Fleming Mist Place Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private patio. Cable programming along with a video-game console are 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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Pool

Og550d Homestead Holly

Cottage

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Osceola
Og550d Homestead Holly Location
With a stay at this cottage in Kissimmee (Reunion), you'll be a 1-minute drive from Reunion Resort Golf Course and 10 minutes from ChampionsGate Golf Club. This cottage is 7.2 mi (11.6 km) from Walt Disney World® Resort and 9.4 mi (15.2 km) from ESPN Wide World of Sports Complex.

Og550d Homestead Holly Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

Og550d Homestead Holly 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

9 BD 6.5 BH With Game Room and Pool

Cottage

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Osceola
9 BD 6.5 BH With Game Room and Pool Location
With a stay at this cottage in Kissimmee (Indian Ridge), you'll be a 5-minute drive from Mystic Dunes Golf Club and 9 minutes from Walt Disney World® Resort. This family-friendly cottage is 6.8 mi (11 km) from ESPN Wide World of Sports Complex and 7.3 mi (11.7 km) from Old Town.

9 BD 6.5 BH With Game Room and Pool Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center. This cottage also features complimentary wireless internet access, an arcade/game room, and barbecue grills.

9 BD 6.5 BH With Game Room and Pool Rooms
Make yourself comfortable in this air-conditioned cottage, 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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Exterior & Views

6 Bedroom 5 Bathroom Vacation Home

Cottage

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Osceola
6 Bedroom 5 Bathroom Vacation Home Location
With a stay at this condo in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This spa condo is 11.3 mi (18.2 km) from Old Town and 12.1 mi (19.4 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. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center.

6 Bedroom 5 Bathroom Vacation Home Rooms
Make yourself comfortable in this air-conditioned condo, 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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Windsor Hills Resort 5 Bedroom Updated Pool Home 0853

Cottage

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Osceola
Windsor Hills Resort 5 Bedroom Updated Pool Home 0853 Location
With a stay at this cottage in Kissimmee (Windsor Hills), you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This cottage is 5.5 mi (8.9 km) from ESPN Wide World of Sports Complex and 5.8 mi (9.3 km) from Old Town.

Windsor Hills Resort 5 Bedroom Updated Pool Home 0853 Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Windsor Hills Resort 5 Bedroom Updated Pool Home 0853 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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Interior

Epic Game Loft & Space-themed Theater Experience

Cottage

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Osceola
Epic Game Loft & Space-themed Theater Experience Location
Located in Kissimmee, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This cottage is 8.7 mi (14.1 km) from Walt Disney World® Resort and 10.4 mi (16.7 km) from Disney's Animal Kingdom® Theme Park.

Epic Game Loft & Space-themed Theater Experience Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Epic Game Loft & Space-themed Theater Experience 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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Bedroom

8 Bed 5 Ba Villa with Games, Pool & Spa

Cottage

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Osceola
8 Bed 5 Ba Villa with Games, Pool & Spa Location
With a stay at this cottage in Four Corners, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This spa cottage is 12.3 mi (19.9 km) from Old Town and 12.6 mi (20.3 km) from Walt Disney World® Resort.

8 Bed 5 Ba Villa with Games, Pool & Spa 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 an outdoor pool and a fitness center.

8 Bed 5 Ba Villa with Games, Pool & Spa Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a stovetop. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.

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Others

5 Bedroom Resort Villa with Game Room & Pool

Cottage

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Osceola
5 Bedroom Resort Villa with Game Room & 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 6.8 mi (11 km) from ESPN Wide World of Sports Complex.

5 Bedroom Resort Villa with Game Room & Pool Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including 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.

5 Bedroom Resort Villa with Game Room & 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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Exterior & Views

Furnished 8 Bed 5 Bath Villa

Cottage

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Osceola
Furnished 8 Bed 5 Bath Villa Location
With a stay at this villa in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This spa villa is 11.4 mi (18.4 km) from Old Town and 12.2 mi (19.7 km) from ESPN Wide World of Sports Complex.

Furnished 8 Bed 5 Bath Villa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. Additional features at this villa include wireless internet access (surcharge), an arcade/game room, and barbecue grills.

Furnished 8 Bed 5 Bath Villa Rooms
Make yourself comfortable in this villa, which has a kitchen. An LED television is provided for your entertainment.

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Cottages in Osceola

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