Showing 2.000+ Vacation Homes in Osceola




















6BR Luxury Pool Home Near Disney Champions
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.
See detailsLocated 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.

Fp8157 4 Bedroom Home
Fp8157 4 Bedroom Home Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home is 7.1 mi (11.3 km) from ESPN Wide World of Sports Complex and 7.2 mi (11.6 km) from Old Town.
Fp8157 4 Bedroom Home Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.
See detailsWith a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home is 7.1 mi (11.3 km) from ESPN Wide World of Sports Complex and 7.2 mi (11.6 km) from Old Town.
Fp8157 4 Bedroom Home Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.

Pool Hot Tub Resort Waterslides - Sleeps 16
Pool Hot Tub Resort Waterslides - Sleeps 16 Location
With a stay at Pool Hot Tub Resort Waterslides - Sleeps 16 in Four Corners (Champions Gate), you'll be within a 10-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 10.8 mi (17.3 km) from Walt Disney World® Resort and 11.1 mi (17.9 km) from Old Town.
Pool Hot Tub Resort Waterslides - Sleeps 16 Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.
Pool Hot Tub Resort Waterslides - Sleeps 16 Rooms
Make yourself at home in one of the 14 guestrooms.
See detailsWith a stay at Pool Hot Tub Resort Waterslides - Sleeps 16 in Four Corners (Champions Gate), you'll be within a 10-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 10.8 mi (17.3 km) from Walt Disney World® Resort and 11.1 mi (17.9 km) from Old Town.
Pool Hot Tub Resort Waterslides - Sleeps 16 Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.
Pool Hot Tub Resort Waterslides - Sleeps 16 Rooms
Make yourself at home in one of the 14 guestrooms.

5bedrooms Private Pool Storeylake
5bedrooms Private Pool Storeylake 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 vacation home is 5.5 mi (8.9 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort.
5bedrooms Private Pool Storeylake Rooms
Make yourself comfortable in your vacation home.
See detailsWith 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 vacation home is 5.5 mi (8.9 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort.
5bedrooms Private Pool Storeylake Rooms
Make yourself comfortable in your vacation home.

8923 SD - Champions Gate
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.
See detailsWith 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.

2557 Awesome 4BD Townhouse Located at Storey Lake
2557 Awesome 4BD Townhouse Located at Storey Lake Location
With a stay at this apartment in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This apartment is 7.4 mi (11.8 km) from Disney Springs™ and 8.4 mi (13.5 km) from Walt Disney World® Resort.
2557 Awesome 4BD Townhouse Located at Storey Lake Facility and Service
Enjoy recreation amenities such as a fitness center or take in the view from a garden.
2557 Awesome 4BD Townhouse Located at Storey Lake Rooms
Make yourself comfortable in your apartment.
See detailsWith a stay at this apartment in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This apartment is 7.4 mi (11.8 km) from Disney Springs™ and 8.4 mi (13.5 km) from Walt Disney World® Resort.
2557 Awesome 4BD Townhouse Located at Storey Lake Facility and Service
Enjoy recreation amenities such as a fitness center or take in the view from a garden.
2557 Awesome 4BD Townhouse Located at Storey Lake Rooms
Make yourself comfortable in your apartment.

Modern 5BR Oasis Near Disney - Pvt Pool - 4712sl
Modern 5BR Oasis Near Disney - Pvt Pool - 4712sl 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 5.9 mi (9.5 km) from Disney Springs™ and 6.8 mi (11 km) from Walt Disney World® Resort.
Modern 5BR Oasis Near Disney - Pvt Pool - 4712sl Rooms
Make yourself comfortable in your vacation home.
See detailsWith 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 5.9 mi (9.5 km) from Disney Springs™ and 6.8 mi (11 km) from Walt Disney World® Resort.
Modern 5BR Oasis Near Disney - Pvt Pool - 4712sl Rooms
Make yourself comfortable in your vacation home.

Beautiful Vacation Home Near Disney
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.
See detailsWith 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.

10br Storey Lake Home w/ Game Room, Pool & Spa Near Disney
10br Storey Lake Home w/ Game Room, Pool & Spa Near Disney 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 vacation home is 6.5 mi (10.4 km) from Disney Springs™ and 7.5 mi (12.1 km) from Walt Disney World® Resort.
10br Storey Lake Home w/ Game Room, Pool & Spa Near Disney Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, an arcade/game room, and barbecue grills.
10br Storey Lake Home w/ Game Room, Pool & Spa Near Disney Rooms
Make yourself comfortable in your air-conditioned vacation home, which features an MP3 docking station. There's a private balcony or patio. The bathroom has a bathtub or shower and designer toiletries.
See detailsWith 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 vacation home is 6.5 mi (10.4 km) from Disney Springs™ and 7.5 mi (12.1 km) from Walt Disney World® Resort.
10br Storey Lake Home w/ Game Room, Pool & Spa Near Disney Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, an arcade/game room, and barbecue grills.
10br Storey Lake Home w/ Game Room, Pool & Spa Near Disney Rooms
Make yourself comfortable in your air-conditioned vacation home, which features an MP3 docking station. There's a private balcony or patio. The bathroom has a bathtub or shower and designer toiletries.

9012 Magical Home 5BD With Flowrider Surf Clubhouse
9012 Magical Home 5BD With Flowrider Surf Clubhouse Location
Located in Kissimmee, this vacation home is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 8.6 mi (13.9 km) from Walt Disney World® Resort and 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park.
9012 Magical Home 5BD With Flowrider Surf Clubhouse Facility and Service
Enjoy recreation amenities such as a fitness center or take in the view from a garden.
9012 Magical Home 5BD With Flowrider Surf Clubhouse Rooms
Make yourself comfortable in your vacation home.
See detailsLocated in Kissimmee, this vacation home is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 8.6 mi (13.9 km) from Walt Disney World® Resort and 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park.
9012 Magical Home 5BD With Flowrider Surf Clubhouse Facility and Service
Enjoy recreation amenities such as a fitness center or take in the view from a garden.
9012 Magical Home 5BD With Flowrider Surf Clubhouse Rooms
Make yourself comfortable in your vacation home.

Family 6BR Home Pool Game Room
Family 6BR Home Pool Game Room Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 7.8 mi (12.6 km) from Walt Disney World® Resort and 9.5 mi (15.3 km) from Disney's Animal Kingdom® Theme Park.
Family 6BR Home Pool Game Room Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.
Family 6BR Home Pool Game Room Rooms
Make yourself comfortable in your vacation home.
See detailsWith a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 7.8 mi (12.6 km) from Walt Disney World® Resort and 9.5 mi (15.3 km) from Disney's Animal Kingdom® Theme Park.
Family 6BR Home Pool Game Room Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.
Family 6BR Home Pool Game Room Rooms
Make yourself comfortable in your vacation home.

Grand Resort 3BR Compass Townhouse Near Disney 1
Grand Resort 3BR Compass Townhouse Near Disney 1 Location
With a stay at this apartment in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This apartment is 5.3 mi (8.5 km) from Disney Springs™ and 6 mi (9.6 km) from Walt Disney World® Resort.
Grand Resort 3BR Compass Townhouse Near Disney 1 Rooms
Make yourself comfortable in your apartment.
See detailsWith a stay at this apartment in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This apartment is 5.3 mi (8.5 km) from Disney Springs™ and 6 mi (9.6 km) from Walt Disney World® Resort.
Grand Resort 3BR Compass Townhouse Near Disney 1 Rooms
Make yourself comfortable in your apartment.

Stunning 4Bd Near Disney w Pool Storey Lake 4369
Stunning 4Bd Near Disney w Pool Storey Lake 4369 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 6.9 mi (11 km) from Disney Springs™ and 7.9 mi (12.8 km) from Walt Disney World® Resort.
Stunning 4Bd Near Disney w Pool Storey Lake 4369 Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.
Stunning 4Bd Near Disney w Pool Storey Lake 4369 Rooms
Make yourself comfortable in your vacation home, which features a DVD player.
See detailsLocated in Kissimmee, this vacation home is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 6.9 mi (11 km) from Disney Springs™ and 7.9 mi (12.8 km) from Walt Disney World® Resort.
Stunning 4Bd Near Disney w Pool Storey Lake 4369 Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.
Stunning 4Bd Near Disney w Pool Storey Lake 4369 Rooms
Make yourself comfortable in your vacation home, which features a DVD player.

1400 Stunning 8BD With Amazing Game Room
1400 Stunning 8BD With Amazing Game Room 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 11.5 mi (18.5 km) from Old Town and 12.3 mi (19.8 km) from ESPN Wide World of Sports Complex.
1400 Stunning 8BD With Amazing Game Room Facility and Service
Enjoy recreation amenities such as a fitness center or take in the view from a garden.
1400 Stunning 8BD With Amazing Game Room Rooms
Make yourself comfortable in your air-conditioned vacation home, which features a refrigerator.
See detailsWith 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 11.5 mi (18.5 km) from Old Town and 12.3 mi (19.8 km) from ESPN Wide World of Sports Complex.
1400 Stunning 8BD With Amazing Game Room Facility and Service
Enjoy recreation amenities such as a fitness center or take in the view from a garden.
1400 Stunning 8BD With Amazing Game Room Rooms
Make yourself comfortable in your air-conditioned vacation home, which features a refrigerator.

Park Hopper Hideaway
Park Hopper Hideaway Location
When you stay at this vacation home in Kissimmee, you'll be next to a golf course, within a 15-minute drive of Walt Disney World® Resort and Old Town. This golf vacation home is 7.2 mi (11.5 km) from ESPN Wide World of Sports Complex and 7.6 mi (12.3 km) from Disney's Hollywood Studios®.
Park Hopper Hideaway Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. Additional amenities at this vacation home include complimentary wireless internet access and an arcade/game room.
Park Hopper Hideaway Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and an outdoor private hot tub. There's a private furnished lanai. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. A 55-inch flat-screen television is provided, with digital programming available.
See detailsWhen you stay at this vacation home in Kissimmee, you'll be next to a golf course, within a 15-minute drive of Walt Disney World® Resort and Old Town. This golf vacation home is 7.2 mi (11.5 km) from ESPN Wide World of Sports Complex and 7.6 mi (12.3 km) from Disney's Hollywood Studios®.
Park Hopper Hideaway Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. Additional amenities at this vacation home include complimentary wireless internet access and an arcade/game room.
Park Hopper Hideaway Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and an outdoor private hot tub. There's a private furnished lanai. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. A 55-inch flat-screen television is provided, with digital programming available.

4802 LL Dream Getaway Luxury Townhome w/ Pool
4802 LL Dream Getaway Luxury Townhome w/ Pool Location
When you stay at this vacation home in Kissimmee, you'll be next to a golf course, a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This golf vacation home is 5.2 mi (8.4 km) from Disney Springs™ and 6.2 mi (10 km) from Walt Disney World® Resort.
4802 LL Dream Getaway Luxury Townhome w/ Pool Facility and Service
Enjoy recreational amenities such as an outdoor tennis court and a fitness center.
4802 LL Dream Getaway Luxury Townhome w/ Pool Rooms
Make yourself comfortable in your vacation home.
See detailsWhen you stay at this vacation home in Kissimmee, you'll be next to a golf course, a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This golf vacation home is 5.2 mi (8.4 km) from Disney Springs™ and 6.2 mi (10 km) from Walt Disney World® Resort.
4802 LL Dream Getaway Luxury Townhome w/ Pool Facility and Service
Enjoy recreational amenities such as an outdoor tennis court and a fitness center.
4802 LL Dream Getaway Luxury Townhome w/ Pool Rooms
Make yourself comfortable in your vacation home.

Upstay - Modern Family Home w Pool Solara Resort
Upstay - Modern Family Home w Pool Solara Resort 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 10.1 mi (16.2 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.1 km) from ESPN Wide World of Sports Complex.
Upstay - Modern Family Home w Pool Solara Resort Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Upstay - Modern Family Home w Pool Solara Resort Rooms
Make yourself comfortable in your vacation home.
See detailsLocated in Kissimmee, this vacation home is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This vacation home is 10.1 mi (16.2 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.1 km) from ESPN Wide World of Sports Complex.
Upstay - Modern Family Home w Pool Solara Resort Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Upstay - Modern Family Home w Pool Solara Resort Rooms
Make yourself comfortable in your vacation home.

Waterfront Pet-friendly Home w Pool-spa-games-bbq
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.
See detailsLocated 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.

Luxury Home With Pool Game Room Cinema
Luxury Home With Pool Game Room Cinema Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 7.9 mi (12.7 km) from Walt Disney World® Resort and 9.5 mi (15.4 km) from Disney's Animal Kingdom® Theme Park.
Luxury Home With Pool Game Room Cinema Facility and Service
Take time to pamper yourself with a visit to the full-service spa.
Luxury Home With Pool Game Room Cinema Rooms
Make yourself comfortable in your vacation home.
See detailsWith a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 7.9 mi (12.7 km) from Walt Disney World® Resort and 9.5 mi (15.4 km) from Disney's Animal Kingdom® Theme Park.
Luxury Home With Pool Game Room Cinema Facility and Service
Take time to pamper yourself with a visit to the full-service spa.
Luxury Home With Pool Game Room Cinema Rooms
Make yourself comfortable in your vacation home.

3083 Awesome 4BD Fantastic Club House
3083 Awesome 4BD Fantastic Club House 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 (8.8 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort.
3083 Awesome 4BD Fantastic Club House Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.
3083 Awesome 4BD Fantastic Club House Rooms
Make yourself comfortable in your apartment.
See detailsWith 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 (8.8 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort.
3083 Awesome 4BD Fantastic Club House Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.
3083 Awesome 4BD Fantastic Club House Rooms
Make yourself comfortable in your apartment.
Vacation Homes in Osceola
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