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Villas in Osceola

Osceola
Sat, 14 Nov 2026 - Sun, 15 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 1.000+ Villas in Osceola
Sport & Beauty

Villa Crayson 3 Bedroom Home

Villa

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Osceola
Villa Crayson 3 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 Flamingo Crossings Town Center. This vacation home is 6.7 mi (10.7 km) from ESPN Wide World of Sports Complex and 6.9 mi (11.1 km) from Disney's Animal Kingdom® Theme Park.

Villa Crayson 3 Bedroom Home Rooms
Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected.

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Southern Sun At Championsgate Resort By Shine Villas 446 6 Bedroom Villa

Villa

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Osceola
Southern Sun At Championsgate Resort By Shine Villas 446 6 Bedroom 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 golf villa is 11.7 mi (18.8 km) from Old Town and 12.5 mi (20.1 km) from ESPN Wide World of Sports Complex.

Southern Sun At Championsgate Resort By Shine Villas 446 6 Bedroom Villa Facility and Service
Don't miss out on recreational opportunities including an outdoor tennis court and a fitness center.

Southern Sun At Championsgate Resort By Shine Villas 446 6 Bedroom Villa Rooms
Make yourself comfortable in your villa, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected. Conveniences include a desk and a coffee/tea maker.

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Ovm604 - Emerald Island - 6 Bed 5.5 Baths Villa

Villa

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Osceola
Ovm604 - Emerald Island - 6 Bed 5.5 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This family-friendly villa is 6.9 mi (11 km) from Old Town and 6.9 mi (11.1 km) from ESPN Wide World of Sports Complex.

Ovm604 - Emerald Island - 6 Bed 5.5 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools or 2 hot tubs. This villa also features complimentary wireless internet access, concierge services, and an arcade/game room.

Ovm604 - Emerald Island - 6 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 is provided for your entertainment.

Restaurant and Cafe
Relax with your favorite drink at the bar/lounge or the poolside bar.

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Ly57246 - Emerald Island - 6 Bed 5 Baths Villa

Villa

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Osceola
Ly57246 - Emerald Island - 6 Bed 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 Old Town. This family-friendly villa is 7.3 mi (11.7 km) from ESPN Wide World of Sports Complex and 7.8 mi (12.5 km) from Disney's Hollywood Studios®.

Ly57246 - Emerald Island - 6 Bed 5 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools or 2 hot tubs. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ly57246 - Emerald Island - 6 Bed 5 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
Wrap up your day with a drink at the poolside bar.

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3bd/2ba Amazing Villa 10min->disney

Villa

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Osceola
3bd/2ba Amazing Villa 10min->disney Location
With a stay at this villa in Kissimmee (Indian Wells), you'll be a 4-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This villa is 5 mi (8 km) from Disney Springs™ and 5.9 mi (9.5 km) from Walt Disney World® Resort.

3bd/2ba Amazing Villa 10min->disney 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 amenities at this villa include complimentary wireless internet access and barbecue grills.

3bd/2ba Amazing Villa 10min->disney Rooms
Your villa features a flat-screen TV. There's a private furnished patio. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. The bathroom has a bathtub or shower and complimentary toiletries.

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Disney Villa Space Room Amazing Location

Villa

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Osceola
Disney Villa Space Room Amazing Location Location
With a stay at Disney Villa Space Room Amazing Location in Kissimmee (Trafalgar Village), you'll be within a 10-minute drive of Green Meadows Petting Farm and Shingle Creek Regional Park. This vacation home is 11.2 mi (18 km) from Old Town and 13.4 mi (21.6 km) from Orlando Vineland Premium Outlets.

Disney Villa Space Room Amazing Location Rooms
Make yourself at home in one of the 24 guestrooms.

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Ov2582 - Windsor Palms Resort - 5 Bed 3.5 Baths Villa

Villa

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Osceola
Ov2582 - Windsor Palms Resort - 5 Bed 3.5 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 Old Town. This family-friendly villa is 7 mi (11.3 km) from ESPN Wide World of Sports Complex and 8.1 mi (13.1 km) from Disney's Hollywood Studios®.

Ov2582 - Windsor Palms Resort - 5 Bed 3.5 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 hot tubs. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ov2582 - Windsor Palms Resort - 5 Bed 3.5 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
Enjoy a meal at the restaurant or snacks in the villa's coffee shop/cafe. Relax with your favorite drink at the bar/lounge or the poolside bar.

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Edgewater Escape at Storey Lake by Shine Villas #904

Villa

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Osceola
Edgewater Escape at Storey Lake by Shine Villas #904 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.

Edgewater Escape at Storey Lake by Shine Villas #904 Facility and Service
Pamper yourself with a visit to the spa, which offers massages.

Edgewater Escape at Storey Lake by Shine Villas #904 Rooms
Your condo features a flat-screen TV. Complimentary wireless internet access is available to keep you connected.

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Storey Lake 9BR Home w/ Pool & Epic Game Room

Villa

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Osceola
Storey Lake 9BR Home w/ Pool & Epic Game Room 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 villa is 6.3 mi (10.2 km) from Disney Springs™ and 7.3 mi (11.8 km) from Walt Disney World® Resort.

Storey Lake 9BR Home w/ Pool & Epic Game Room Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. Additional amenities at this villa include complimentary wireless internet access and barbecue grills.

Storey Lake 9BR Home w/ Pool & Epic Game Room Rooms
Your villa features a Smart 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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Bedroom

Emerald Island - IHR 4067

Villa

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Osceola
Emerald Island - IHR 4067 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 spa vacation home is 7.1 mi (11.5 km) from Old Town and 7.2 mi (11.6 km) from ESPN Wide World of Sports Complex.

Emerald Island - IHR 4067 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.

Emerald Island - IHR 4067 Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a flat-screen TV. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, a microwave, and a dishwasher. Complimentary wireless internet access is available to keep you connected.

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Private kitchen

Relax Near Disney, 4BR Home With Pool

Villa

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Osceola
Relax Near Disney, 4BR Home With Pool Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This villa is 5.1 mi (8.2 km) from Disney Springs™ and 6.1 mi (9.8 km) from Walt Disney World® Resort.

Relax Near Disney, 4BR Home With Pool Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a 24-hour fitness center. Additional features at this villa include complimentary wireless internet access and gas grills.

Relax Near Disney, 4BR Home With Pool Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment. Conveniences include a dryer and a ceiling fan, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

Villa Coelho - West Lucaya Resort

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Osceola
Villa Coelho - West Lucaya Resort offers top-notch services and amenities, ensuring guests experience utmost comfort. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by private villa.Traveling with minimal luggage is achievable at Villa Coelho - West Lucaya Resort due to the private villa's laundromat ensuring your garments stay fresh. Each accommodation at Villa Coelho - West Lucaya Resort is thoughtfully created and adorned to provide visitors with a comfortable, home-like atmosphere.Understanding the significance of bathroom amenities in enhancing guest contentment, the private villa offers a hair dryer within certain chosen rooms.
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Family Villa w/ Themed Rooms, Pool & Resort Access

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Osceola
Family Villa w/ Themed Rooms, Pool & Resort Access Location
Located in Four Corners, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This cottage is 12.2 mi (19.7 km) from Old Town and 13 mi (20.9 km) from ESPN Wide World of Sports Complex.

Family Villa w/ Themed Rooms, Pool & Resort Access Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Family Villa w/ Themed Rooms, Pool & Resort Access 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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Ov474 - Emerald Island - 7 Bed 6 Baths Villa

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Osceola
Ov474 - Emerald Island - 7 Bed 6 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This family-friendly villa is 6.9 mi (11 km) from Old Town and 6.9 mi (11.1 km) from ESPN Wide World of Sports Complex.

Ov474 - Emerald Island - 7 Bed 6 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools or 2 hot tubs. Additional features at this villa include complimentary wireless internet access, concierge services, and an arcade/game room.

Ov474 - Emerald Island - 7 Bed 6 Baths Villa Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool and a private hot tub. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. A flat-screen television with cable programming is available for your entertainment, and a video-game console is also provided.

Restaurant and Cafe
Unwind at the end of the day with a drink at the bar/lounge or the poolside bar.

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Condominium villas near Disney Orlando Florida

Villa

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Osceola
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Room

Families Deluxe Dream Vacation, 10 min From Disney

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Osceola
Families Deluxe Dream Vacation, 10 min From Disney 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 7.4 mi (11.9 km) from Disney Springs™ and 8.4 mi (13.5 km) from Walt Disney World® Resort.

Families Deluxe Dream Vacation, 10 min From Disney Facility and Service
Enjoy recreational amenities such as an outdoor pool and a 24-hour fitness center. Additional amenities at this villa include complimentary wireless internet access and gas grills.

Families Deluxe Dream Vacation, 10 min From Disney Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Je58579 - Champions Gate Resort - 8 Bed 5 Baths Villa

Villa

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Osceola
Je58579 - Champions Gate Resort - 8 Bed 5 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 (19 km) from Old Town and 12.6 mi (20.2 km) from ESPN Wide World of Sports Complex.

Je58579 - Champions Gate Resort - 8 Bed 5 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools or 2 hot tubs. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Je58579 - Champions Gate Resort - 8 Bed 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 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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9BR Luxury Vacation Villa near Disney

Villa

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Osceola
9BR Luxury Vacation Villa near Disney Location
When you stay at this apartment in Kissimmee, you'll be in the entertainment district, within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This apartment is 10 mi (16.2 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18.1 km) from ESPN Wide World of Sports Complex.

9BR Luxury Vacation Villa near Disney Facility and Service
Enjoy recreation amenities such as an indoor pool or take in the view from a garden.

9BR Luxury Vacation Villa near Disney Rooms
Make yourself comfortable in your apartment. Complimentary wireless internet access is available to keep you connected. Conveniences include an all-in-one washing machine and dryer and an iron/ironing board.

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Indian Wells 3BR Home w/ Pool 10 min to Disney

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Osceola
Indian Wells 3BR Home w/ Pool 10 min to Disney Location
With a stay at this villa in Kissimmee (Indian Wells), you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This villa is 4.9 mi (8 km) from Disney Springs™ and 5.8 mi (9.4 km) from Walt Disney World® Resort.

Indian Wells 3BR Home w/ Pool 10 min to Disney Facility and Service
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden.

Indian Wells 3BR Home w/ Pool 10 min to Disney Rooms
Your villa features a Smart 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

Soaring Eagle at Eagle Point by Shine Villas 102

Private Villa

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Osceola
Soaring Eagle at Eagle Point by Shine Villas 102 Location
With a stay at this cottage in Kissimmee (Eagle Pointe South), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This spa cottage is 9.4 mi (15.2 km) from Disney Springs™ and 9.7 mi (15.6 km) from Walt Disney World® Resort.

Soaring Eagle at Eagle Point by Shine Villas 102 Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

Soaring Eagle at Eagle Point by Shine Villas 102 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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Villas in Osceola

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