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Cottages in Osceola

Osceola
Sun, 08 Nov 2026 - Mon, 09 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 673 Cottages in Osceola
Exterior & Views

Ultimate New 8 Bedroom 6 Bathroom Windsor

Cottage

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Osceola
Ultimate New 8 Bedroom 6 Bathroom Windsor Location
Located in Kissimmee, this vacation home is 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 mi (17.7 km) from ESPN Wide World of Sports Complex.

Ultimate New 8 Bedroom 6 Bathroom Windsor Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

Ultimate New 8 Bedroom 6 Bathroom Windsor 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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6 Bed 5 Ba Villa with Pool, Spa & Lake View

Cottage

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Osceola
6 Bed 5 Ba Villa with Pool, Spa & Lake View Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This spa villa is 6.1 mi (9.8 km) from Disney Springs™ and 6.9 mi (11 km) from ESPN Wide World of Sports Complex.

6 Bed 5 Ba Villa with Pool, Spa & Lake View 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 Bed 5 Ba Villa with Pool, Spa & Lake View 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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Others

Champions Gate 9 Bedroom Villa with Pool & Spa

Cottage

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Osceola
Champions Gate 9 Bedroom Villa with 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 12.2 mi (19.7 km) from Old Town and 12.5 mi (20.1 km) from Walt Disney World® Resort.

Champions Gate 9 Bedroom Villa with Pool & Spa 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.

Champions Gate 9 Bedroom Villa with Pool & Spa 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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Mvd1562

Cottage

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Osceola
Mvd1562 Location
With a stay at this cottage in Four Corners, you'll be within a 15-minute drive of ChampionsGate Golf Club and Mystic Dunes Golf Club. This cottage is 11.6 mi (18.6 km) from Old Town and 12.1 mi (19.5 km) from ESPN Wide World of Sports Complex.

Mvd1562 Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen.

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Exterior & Views

Ultimate 8 Bedroom Champions Gate Villa 8831in

Cottage

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Osceola
Ultimate 8 Bedroom Champions Gate Villa 8831in 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 11.1 mi (17.9 km) from Old Town and 11.9 mi (19.2 km) from ESPN Wide World of Sports Complex.

Ultimate 8 Bedroom Champions Gate Villa 8831in 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 amenities at this cottage include an arcade/game room and barbecue grills.

Ultimate 8 Bedroom Champions Gate Villa 8831in Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Solara Resort Family Retreat Private Pool & Spa

Cottage

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Osceola
Solara Resort Family Retreat Private Pool & Spa 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 mi (16.1 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

Solara Resort Family Retreat Private Pool & Spa 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, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

Cdw9161

Cottage

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Osceola
Cdw9161 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 12.7 mi (20.5 km) from Old Town and 13.3 mi (21.4 km) from Walt Disney World® Resort.

Cdw9161 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

8213 Fan Palm Way

Cottage

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Osceola
8213 Fan Palm Way Location
With a stay at this cottage in Kissimmee, you'll be a 3-minute drive from Mystic Dunes Golf Club and 10 minutes from Walt Disney World® Resort. This cottage is 7.2 mi (11.6 km) from Old Town and 7.5 mi (12 km) from ESPN Wide World of Sports Complex.

8213 Fan Palm Way 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.

8213 Fan Palm Way 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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Others

Luxury Solara 7 Bed Private Pool IHR 1039

Cottage

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Osceola
Luxury Solara 7 Bed Private Pool IHR 1039 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 vacation home is 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park and 11.1 mi (17.8 km) from ESPN Wide World of Sports Complex.

Luxury Solara 7 Bed Private Pool IHR 1039 Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center. This vacation home also features an arcade/game room and barbecue grills.

Luxury Solara 7 Bed Private Pool IHR 1039 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.

See details
Fully Booked
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Others

9037hs 6 Bedroom 5 Bathroom Champions Gate Villa

Cottage

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Osceola
9037hs 6 Bedroom 5 Bathroom Champions Gate Villa 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 (18.4 km) from Old Town and 12.2 mi (19.6 km) from ESPN Wide World of Sports Complex.

9037hs 6 Bedroom 5 Bathroom Champions Gate Villa 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.

9037hs 6 Bedroom 5 Bathroom Champions Gate Villa Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. An LCD television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected.

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Others

8937 Play Through Drive

Cottage

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Osceola
8937 Play Through Drive Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This family-friendly cottage is 10.1 mi (16.3 km) from Walt Disney World® Resort and 12.3 mi (19.8 km) from Old Town.

8937 Play Through Drive Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a waterslide. Additional amenities at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

8937 Play Through 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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Exterior & Views

4660golden

Cottage

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Osceola
4660golden 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 family-friendly cottage is 8.7 mi (14.1 km) from Disney Springs™ and 8.8 mi (14.2 km) from ESPN Wide World of Sports Complex.

4660golden 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. This cottage also features an arcade/game room and barbecue grills.

4660golden Rooms
Make yourself comfortable in this air-conditioned cottage, which features a fireplace and a private pool. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wired and wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Exterior & Views

5 Bdrm Champions Gate Luxury Villa

Cottage

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Osceola
5 Bdrm Champions Gate Luxury Villa 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 Mystic Dunes Golf Club. This family-friendly cottage is 11.4 mi (18.3 km) from Old Town and 12.1 mi (19.5 km) from ESPN Wide World of Sports Complex.

5 Bdrm Champions Gate Luxury Villa 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.

5 Bdrm Champions Gate Luxury Villa Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool and a flat-screen TV. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Complimentary wireless internet access keeps you connected, and a video-game console is provided for your entertainment.

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Bedroom

Beautiful Townhome With Hot Tub 13

Cottage

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Osceola
Beautiful Townhome With Hot Tub 13 Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 5.4 mi (8.7 km) from Disney Springs™ and 6.1 mi (9.8 km) from Walt Disney World® Resort.

Beautiful Townhome With Hot Tub 13 Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Beautiful Townhome With Hot Tub 13 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private balcony. Conveniences include a microwave and a washer/dryer.

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8579 La Isla Drive

Cottage

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Osceola
8579 La Isla Drive Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and Old Town. This family-friendly cottage is 7.5 mi (12 km) from ESPN Wide World of Sports Complex and 8 mi (12.8 km) from Disney's Hollywood Studios®.

8579 La Isla Drive 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.

8579 La Isla Drive 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.

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Bedroom

Free Pool Heat! Last Minute Deal! Near Disney 16

Cottage

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Osceola
Free Pool Heat! Last Minute Deal! Near Disney 16 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 8.2 mi (13.1 km) from Disney Springs™ and 9 mi (14.5 km) from ESPN Wide World of Sports Complex.

Free Pool Heat! Last Minute Deal! Near Disney 16 Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Free Pool Heat! Last Minute Deal! Near Disney 16 Rooms
Make yourself comfortable in this individually decorated cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a washer/dryer.

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Sport & Beauty

1749carri

Cottage

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Osceola
1749carri 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 spa cottage is 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18.1 km) from ESPN Wide World of Sports Complex.

1749carri 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.

1749carri Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool and a flat-screen TV. There's a private patio. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Interior

Upstay Epic Group Getaway With Pool & Theater

Cottage

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Osceola
Upstay Epic Group Getaway With Pool & Theater 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 9.5 mi (15.3 km) from Disney Springs™ and 10.2 mi (16.5 km) from Walt Disney World® Resort.

Upstay Epic Group Getaway With Pool & Theater 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 Epic Group Getaway With Pool & Theater 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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Home 6bed , Themed Rooms, Game Room, Storey Lake

Cottage

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Osceola
Home 6bed , Themed Rooms, Game Room, Storey Lake Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 6 mi (9.6 km) from Disney Springs™ and 6.9 mi (11.1 km) from Walt Disney World® Resort.

Home 6bed , Themed Rooms, Game Room, Storey Lake Facility and Service
Dip into one of the 2 outdoor pools or enjoy other recreational amenities, which include a 24-hour fitness center. This cottage also features complimentary wireless internet access and gas grills.

Home 6bed , Themed Rooms, Game Room, Storey Lake Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool and a Smart TV. There's a private balcony or patio. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment.

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Others

1596san Champions Gate

Cottage

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Osceola
1596san Champions Gate 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.

1596san 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.

1596san Champions Gate 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.

See details
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Cottages in Osceola

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