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Vacation Homes in Osceola

Osceola
Wed, 18 Nov 2026 - Thu, 19 Nov 2026 (1 night)
1 Adult, 0 Children
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Showing 1.000+ Vacation Homes in Osceola
Room

Beautiful Vacation Home Near Disney

Vacation Home

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Osceola
Beautiful Vacation Home Near Disney Location
With a stay at this vacation home in Kissimmee (Crystal Cove), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 8.2 mi (13.1 km) from Disney Springs™ and 8.5 mi (13.6 km) from Walt Disney World® Resort.

Beautiful Vacation Home Near Disney Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Beautiful Vacation Home Near Disney Rooms
Make yourself comfortable in your vacation home.

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Room

Spacious 8BR Home for Large Group - Pool Games

Vacation Home

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Osceola
Spacious 8BR Home for Large Group - Pool Games Location
With a stay at Spacious 8BR Home for Large Group - Pool Games in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This vacation home is 10 mi (16 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

Spacious 8BR Home for Large Group - Pool Games Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

Spacious 8BR Home for Large Group - Pool Games Rooms
Make yourself at home in one of the 14 guestrooms.

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Room

9140 Fun for the Family in Orlando Pool and Games

Vacation Home

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Osceola
9140 Fun for the Family in Orlando Pool and Games 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 10.1 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.

9140 Fun for the Family in Orlando Pool and Games Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.

9140 Fun for the Family in Orlando Pool and Games Rooms
Make yourself comfortable in your vacation home.

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Room

4BR Luxury Home at Champions Gate With Pool

Vacation Home

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Osceola
4BR Luxury Home at Champions Gate With Pool Location
Located in Four Corners, this vacation home is within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 12 mi (19.2 km) from Old Town and 12.7 mi (20.5 km) from ESPN Wide World of Sports Complex.

4BR Luxury Home at Champions Gate With Pool Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

4BR Luxury Home at Champions Gate With Pool Rooms
Make yourself comfortable in your vacation home.

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Others

Fab2907 8 Bedroom Home

Vacation Home

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Osceola
Fab2907 8 Bedroom Home Location
With a stay at this vacation home in Kissimmee, you'll be a 5-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets. This vacation home is 5.4 mi (8.6 km) from Disney Springs™ and 6.4 mi (10.3 km) from Walt Disney World® Resort.

Fab2907 8 Bedroom Home Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a coffee/tea maker and a washing machine.

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Room

Waterfront Pet-friendly Home w Pool-spa-games-bbq

Vacation Home

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Osceola
Waterfront Pet-friendly Home w Pool-spa-games-bbq Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 9 mi (14.5 km) from Disney Springs™ and 10 mi (16.1 km) from Walt Disney World® Resort.

Waterfront Pet-friendly Home w Pool-spa-games-bbq Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

Waterfront Pet-friendly Home w Pool-spa-games-bbq Rooms
Make yourself comfortable in your vacation home.

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Room

8923 SD - Champions Gate

Vacation Home

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Osceola
8923 SD - Champions Gate 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 vacation home is 11.4 mi (18.4 km) from Old Town and 12.2 mi (19.7 km) from ESPN Wide World of Sports Complex.

8923 SD - Champions Gate Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

8923 SD - Champions Gate Rooms
Make yourself comfortable in your vacation home, which features a refrigerator.

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Others

This Lakeview Luxury Home & Outdoor Haven

Vacation Home

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Osceola
This Lakeview Luxury Home & Outdoor Haven Location
Located in Kissimmee, This Lakeview Luxury Home & Outdoor Haven is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 8.7 mi (14.1 km) from Walt Disney World® Resort and 10.5 mi (16.9 km) from Disney's Animal Kingdom® Theme Park.

This Lakeview Luxury Home & Outdoor Haven 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.

This Lakeview Luxury Home & Outdoor Haven Rooms
Make yourself at home in one of the individually decorated guestrooms. Bathrooms with bathtubs or showers are provided.

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6BR Luxury Pool Home Near Disney Champions

Vacation Home

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Osceola
6BR Luxury Pool Home Near Disney Champions Location
Located in Four Corners, this vacation home is within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 12 mi (19.4 km) from Old Town and 12.8 mi (20.6 km) from ESPN Wide World of Sports Complex.

6BR Luxury Pool Home Near Disney Champions Facility and Service
This vacation home offers table tennis.

6BR Luxury Pool Home Near Disney Champions Rooms
Make yourself comfortable in your vacation home.

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Room

Family 3bdr House Near Disney 16106

Vacation Home

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Osceola
Family 3bdr House Near Disney 16106 Location
With a stay at this vacation home in Kissimmee, you'll be a 3-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This vacation home is 5.2 mi (8.4 km) from Disney Springs™ and 5.5 mi (8.9 km) from ESPN Wide World of Sports Complex.

Family 3bdr House Near Disney 16106 Facility and Service
Enjoy the recreation opportunities such as a fitness center or make use of other amenities including complimentary wireless internet access.

Family 3bdr House Near Disney 16106 Rooms
Make yourself comfortable in your vacation home.

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Westlucaya 3bd Near to Disney

Vacation Home

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Osceola
Westlucaya 3bd Near to Disney Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This vacation home is 6.9 mi (11.1 km) from ESPN Wide World of Sports Complex and 7.1 mi (11.5 km) from Disney's Animal Kingdom® Theme Park.

Westlucaya 3bd Near to Disney Rooms
Make yourself comfortable in your vacation home.

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Room

Wonderful 9BD 6BA Mariogamer Solararesort Sleep 22

Vacation Home

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Osceola
Wonderful 9BD 6BA Mariogamer Solararesort Sleep 22 Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This vacation home 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.

Wonderful 9BD 6BA Mariogamer Solararesort Sleep 22 Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

Wonderful 9BD 6BA Mariogamer Solararesort Sleep 22 Rooms
Make yourself comfortable in your vacation home.

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Room

1144 CD - Champions Gate

Vacation Home

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Osceola
1144 CD - Champions Gate Location
With a stay at this vacation home in Four Corners, you'll be within a 10-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 12 mi (19.3 km) from Old Town and 12.8 mi (20.5 km) from ESPN Wide World of Sports Complex.

1144 CD - Champions Gate Rooms
Make yourself comfortable in your vacation home.

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Beautiful Town Home With Splash Pool-1648tpc 5 Bedroom Home by RedAwning

Vacation Home

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Osceola
Beautiful Town Home With Splash Pool-1648tpc 5 Bedroom Home by RedAwning Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 8.6 mi (13.8 km) from Walt Disney World® Resort and 10.4 mi (16.7 km) from Disney's Animal Kingdom® Theme Park.

Beautiful Town Home With Splash Pool-1648tpc 5 Bedroom Home by RedAwning Facility and Service
Enjoy recreational amenities such as an outdoor pool and an outdoor tennis court.

Beautiful Town Home With Splash Pool-1648tpc 5 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washing machine.

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Others

Cozy 4BR Kissimmee House for 9

Vacation Home

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Osceola
Cozy 4BR Kissimmee House for 9 Rooms
Complimentary wireless internet access is available to keep you connected.

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Amazing House Verandapalms 6Bd With Pool

Vacation Home

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Osceola
Amazing House Verandapalms 6Bd With Pool Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This spa vacation home is 6.9 mi (11.1 km) from Disney Springs™ and 7.9 mi (12.7 km) from ESPN Wide World of Sports Complex.

Amazing House Verandapalms 6Bd With Pool Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

Amazing House Verandapalms 6Bd With Pool Rooms
Make yourself comfortable in your vacation home.

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Room

3BR Family Home at Fiesta Key Near Parks

Vacation Home

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Osceola
3BR Family Home at Fiesta Key Near Parks Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 10 mi (16.1 km) from Disney Springs™ and 10.2 mi (16.3 km) from Walt Disney World® Resort.

3BR Family Home at Fiesta Key Near Parks Rooms
Make yourself comfortable in your vacation home.

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Exterior & Views

Storey Lake 3191-107: 2BR Condo, Sleeps 7

Vacation Home

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Osceola
Storey Lake 3191-107: 2BR Condo, Sleeps 7 Location
With a stay at this apartment in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This apartment is 5.5 mi (8.9 km) from Disney Springs™ and 6.3 mi (10.1 km) from Walt Disney World® Resort.

Storey Lake 3191-107: 2BR Condo, Sleeps 7 Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and an arcade/game room.

Storey Lake 3191-107: 2BR Condo, Sleeps 7 Rooms
Make yourself comfortable in your apartment. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.

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Room

The Hub 3b Close to Disney Gameroom

Vacation Home

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Osceola
The Hub 3b Close to Disney Gameroom Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This vacation home is 7.1 mi (11.4 km) from Disney's Animal Kingdom® Theme Park and 8.3 mi (13.3 km) from Old Town.

The Hub 3b Close to Disney Gameroom Facility and Service
Enjoy the recreation opportunities such as a fitness center or make use of other amenities including complimentary wireless internet access.

The Hub 3b Close to Disney Gameroom Rooms
Make yourself comfortable in your vacation home.

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Exterior

Orlando Getaway 6BR Home w Pool Near Disney

Vacation Home

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Osceola
Orlando Getaway 6BR Home w Pool Near Disney Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 8.4 mi (13.6 km) from Walt Disney World® Resort and 10.1 mi (16.3 km) from Disney's Animal Kingdom® Theme Park.

Orlando Getaway 6BR Home w Pool Near Disney Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Orlando Getaway 6BR Home w Pool Near Disney Rooms
Make yourself comfortable in your vacation home.

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Vacation Homes in Osceola

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