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Villas in Osceola

Osceola
Sun, 15 Nov 2026 - Mon, 16 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 1.000+ Villas in Osceola
Room

Precious Villa - 5 min to Disney

Villa

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Osceola
Precious Villa - 5 min to Disney Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 4.9 mi (8 km) from ESPN Wide World of Sports Complex and 5.6 mi (9.1 km) from Disney's Hollywood Studios®.

Precious Villa - 5 min to 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.

Precious Villa - 5 min to Disney Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Aco259112 - The Encore Club Resort - 8 Bed 8 Baths Villa

Villa

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Osceola
Aco259112 - The Encore Club Resort - 8 Bed 8 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be a 5-minute drive from Mystic Dunes Golf Club and 10 minutes from Walt Disney World® Resort. This family-friendly villa is 7.4 mi (11.9 km) from ESPN Wide World of Sports Complex and 8.1 mi (13 km) from Disney's Hollywood Studios®.

Aco259112 - The Encore Club Resort - 8 Bed 8 Baths Villa Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as a complimentary water park and a hot tub. Additional amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Aco259112 - The Encore Club Resort - 8 Bed 8 Baths Villa Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. A flat-screen television is provided for your entertainment. Conveniences include a microwave and a washer/dryer.

Restaurant and Cafe
Enjoy a meal at the restaurant or snacks in the villa's coffee shop/cafe. Wrap up your day with a drink at the bar/lounge.

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Sport & Beauty

Disney Dreams Luxury Private Water Park 6 Bedroom Villa by RedAwning

Villa

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Osceola
Disney Dreams Luxury Private Water Park 6 Bedroom Villa by RedAwning Location
When you stay at this villa in Kissimmee, you'll be next to a golf course, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This golf villa is 7.5 mi (12 km) from ESPN Wide World of Sports Complex and 7.8 mi (12.6 km) from Disney's Hollywood Studios®.

Disney Dreams Luxury Private Water Park 6 Bedroom Villa by RedAwning Facility and Service
Don't miss out on the many recreational opportunities, including an outdoor pool, an outdoor tennis court, and a fitness center.

Disney Dreams Luxury Private Water Park 6 Bedroom Villa by RedAwning Rooms
Make yourself comfortable in this villa, which features a private hot tub. Complimentary wireless internet access is available to keep you connected. Conveniences include a refrigerator and a coffee/tea maker.

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Terra Verde Resort 4 Bed Pool/spa Villa 4 Bedroom Villa

Villa

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Osceola
Terra Verde Resort 4 Bed Pool/spa Villa 4 Bedroom Villa Location
With a stay at this villa in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 8.9 mi (14.3 km) from Disney Springs™ and 9.1 mi (14.7 km) from Walt Disney World® Resort.

Terra Verde Resort 4 Bed Pool/spa Villa 4 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Daisy's Den - Five Bedroom Home

Villa

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Osceola
Daisy's Den - Five 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 mi (11.3 km) from Old Town and 7.1 mi (11.5 km) from ESPN Wide World of Sports Complex.

Daisy's Den - Five Bedroom Home 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.

Daisy's Den - Five Bedroom Home Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and a flat-screen TV. There's a private furnished lanai. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Digital television is provided for your entertainment.

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Others

Five BR Home w/ Private Pool at Storey Lake Resort

Villa

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Five BR Home w/ Private Pool at Storey Lake Resort Location
With a stay at this villa in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This villa is 5.2 mi (8.4 km) from Disney Springs™ and 6.2 mi (10 km) from Walt Disney World® Resort.

Five BR Home w/ Private Pool at Storey Lake Resort Facility and Service
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional features at this villa include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Five BR Home w/ Private Pool at Storey Lake Resort Rooms
Your villa features a flat-screen TV. There's a private furnished patio. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. The bathroom has a bathtub or shower and complimentary toiletries.

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Interior

Luxury Storey Lake Villa With Starry Theater

Villa

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Osceola
Luxury Storey Lake Villa With Starry Theater Location
With a stay at this cottage in Kissimmee, you'll be a 4-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This cottage is 5.1 mi (8.2 km) from Disney Springs™ and 6.1 mi (9.9 km) from Walt Disney World® Resort.

Luxury Storey Lake Villa With Starry Theater Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Luxury Storey Lake Villa With Starry 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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Sport & Beauty

Magic Lily - Storey Lake by Shine Villas #834

Villa

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Osceola
Magic Lily - Storey Lake by Shine Villas #834 Location
When you stay at this apartment in Kissimmee, you'll be next to a golf course, within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This golf apartment is 6.9 mi (11.1 km) from Disney Springs™ and 8 mi (12.9 km) from Walt Disney World® Resort.

Magic Lily - Storey Lake by Shine Villas #834 Facility and Service
Pamper yourself with a visit to the spa, which offers massages. You can take advantage of recreational amenities such as an outdoor tennis court and a fitness center.

Magic Lily - Storey Lake by Shine Villas #834 Rooms
Make yourself comfortable in this apartment, which features a private pool and a flat-screen TV. Complimentary wireless internet access is available to keep you connected.

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Others

12 min to Disney 3BR Home w/ Resort Access

Villa

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Osceola
12 min to Disney 3BR Home w/ Resort Access Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This villa is 7.2 mi (11.5 km) from Disney's Animal Kingdom® Theme Park and 8.4 mi (13.5 km) from Old Town.

12 min to Disney 3BR Home w/ Resort Access Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. This villa also features complimentary wireless internet access, an arcade/game room, and a picnic area.

12 min to Disney 3BR Home w/ Resort Access Rooms
Your villa features a flat-screen TV. There's a private furnished patio. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. The bathroom has a bathtub or shower and complimentary toiletries.

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Sport & Beauty

Spacious Kissimmee Villa - 3 Mi to Disney World!

Private Villa

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Others

4BR Storey Lake Home, Sleeps 10

Villa

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4BR Storey Lake Home, Sleeps 10 Location
With a stay at this villa in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This villa is 5.2 mi (8.4 km) from Disney Springs™ and 6.3 mi (10.1 km) from Walt Disney World® Resort.

4BR Storey Lake Home, Sleeps 10 Facility and Service
Take advantage of recreational opportunities offered, including an outdoor pool, an indoor pool, and a hot tub. Additional features at this villa include complimentary wireless internet access, barbecue grills, and a vending machine.

4BR Storey Lake Home, Sleeps 10 Rooms
Your villa features a flat-screen TV. There's a private furnished patio. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. The bathroom has a bathtub or shower and complimentary toiletries.

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Ov4202 - Windsor At Westside - 7 Bed 5.5 Baths Villa

Villa

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Osceola
Ov4202 - Windsor At Westside - 7 Bed 5.5 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This family-friendly villa 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.

Ov4202 - Windsor At Westside - 7 Bed 5.5 Baths Villa Facility and Service
While the golfer in the family is out on the course, try one of the other recreational amenities offered, such as a complimentary water park or an outdoor pool. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ov4202 - Windsor At Westside - 7 Bed 5.5 Baths Villa Rooms
Make yourself comfortable in this air-conditioned villa, which features a private plunge pool and a private hot tub. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a microwave. A flat-screen television with cable programming is available for your entertainment, and a video-game console is also provided.

Restaurant and Cafe
Quench your thirst with your favorite drink at the poolside bar.

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Others

Memories & Magic 6BR Pool Villa

Villa

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Osceola
Memories & Magic 6BR Pool Villa Rooms
Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

South Facing Home With Lots of Games in Game Room! villa

Villa

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Osceola
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Ov2856 - Champions Gate Resort - 6 Bed 6 Baths Villa

Villa

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Osceola
Ov2856 - Champions Gate Resort - 6 Bed 6 Baths 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 family-friendly villa is 11.8 mi (18.9 km) from Old Town and 12.5 mi (20.2 km) from ESPN Wide World of Sports Complex.

Ov2856 - Champions Gate Resort - 6 Bed 6 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools. This villa also features complimentary wireless internet access, concierge services, and an arcade/game room.

Ov2856 - Champions Gate Resort - 6 Bed 6 Baths Villa Rooms
Make yourself comfortable in this air-conditioned villa, which features a private plunge 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. Cable television is provided for your entertainment.

Restaurant and Cafe
Enjoy a meal at the restaurant or snacks in the villa's coffee shop/cafe. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar.

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Fully Booked
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Sport & Beauty

Ip60342 - Windsor Hills Resort - 6 Bed 4 Baths Villa

Villa

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Osceola
Ip60342 - Windsor Hills Resort - 6 Bed 4 Baths Villa Location
With a stay at this villa in Kissimmee (Windsor Hills), you'll be a 5-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort. This family-friendly villa is 6.1 mi (9.9 km) from ESPN Wide World of Sports Complex and 6.4 mi (10.3 km) from Old Town.

Ip60342 - Windsor Hills Resort - 6 Bed 4 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 hot tubs. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Ip60342 - Windsor Hills Resort - 6 Bed 4 Baths Villa Rooms
Make yourself comfortable in this air-conditioned villa, which features a private plunge pool and a private hot tub. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a microwave. A flat-screen television with cable programming is available for your entertainment, and a video-game console is also provided.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of this villa. Quench your thirst with your favorite drink at the poolside bar.

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Ip60118 - Indian Ridge - 3 Bed 2 Baths Villa

Villa

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Osceola
Ip60118 - Indian Ridge - 3 Bed 2 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 10 minutes from Walt Disney World® Resort. This golf villa is 7.1 mi (11.5 km) from ESPN Wide World of Sports Complex and 7.6 mi (12.2 km) from Old Town.

Ip60118 - Indian Ridge - 3 Bed 2 Baths Villa Facility and Service
While the golfer in the family is out on the course, try one of the other recreational amenities offered, such as an outdoor tennis court or a seasonal outdoor pool. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ip60118 - Indian Ridge - 3 Bed 2 Baths Villa Rooms
Make yourself comfortable in this air-conditioned villa, which features a private plunge 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. Cable programming along with a video-game console are provided for your entertainment.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of this villa.

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Others

Family 4br, Private Pool, Resort Amenities

Villa

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Osceola
Family 4br, Private Pool, Resort Amenities Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and Flamingo Crossings Town Center. This villa is 5.2 mi (8.3 km) from Walt Disney World® Resort and 7.9 mi (12.7 km) from Old Town.

Family 4br, Private Pool, Resort Amenities Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub.

Family 4br, Private Pool, Resort Amenities Rooms
Make yourself comfortable in this air-conditioned villa, which features a private pool. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Others

Sweet Suite Sleeps 6 @ Storey Lake by Shine Villas #903

Villa

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Osceola
Sweet Suite Sleeps 6 @ Storey Lake by Shine Villas #903 Location
When you stay at this condo in Kissimmee, you'll be next to a golf course, within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This golf condo is 5.7 mi (9.2 km) from Disney Springs™ and 6.7 mi (10.8 km) from Walt Disney World® Resort.

Sweet Suite Sleeps 6 @ Storey Lake by Shine Villas #903 Facility and Service
Pamper yourself with a visit to the spa, which offers massages.

Sweet Suite Sleeps 6 @ Storey Lake by Shine Villas #903 Rooms
Your condo features a flat-screen TV. Complimentary wireless internet access is available to keep you connected.

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8BR Encore Villa Pool, Spa & Loft

Villa

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Osceola
8BR Encore Villa Pool, Spa & Loft Location
When you stay at this villa in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This villa is 7.2 mi (11.7 km) from ESPN Wide World of Sports Complex and 7.7 mi (12.5 km) from Disney's Hollywood Studios®.

8BR Encore Villa Pool, Spa & Loft Facility and Service
Take advantage of recreation opportunities such as a hot tub, or other amenities including complimentary wireless internet access and an arcade/game room.

8BR Encore Villa Pool, Spa & Loft Rooms
Make yourself comfortable in your individually decorated villa. The bathroom has a bathtub or shower.

See details
Fully Booked
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Villas in Osceola

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