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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
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Modern 3BD Retreat 10 Guests Near Disney

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Osceola
Modern 3BD Retreat 10 Guests Near Disney Location
With a stay at this villa in Kissimmee (Reunion), you'll be a 2-minute drive from Reunion Resort Golf Course and 8 minutes from ChampionsGate Golf Club. This villa is 6.6 mi (10.6 km) from Walt Disney World® Resort and 8.8 mi (14.2 km) from ESPN Wide World of Sports Complex.

Modern 3BD Retreat 10 Guests Near Disney Facility and Service
Enjoy a range of recreational amenities, including a health club, an outdoor pool, and a hot tub. Additional features at this villa include complimentary wireless internet access and barbecue grills.

Modern 3BD Retreat 10 Guests Near Disney Rooms
Your villa features a flat-screen TV. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. The bathroom has a separate bathtub and shower and complimentary toiletries. Conveniences include a separate sitting area and a washer/dryer, and you can also request a crib/infant bed (complimentary).

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ChampionsGate Area Homes by Columbus Vacations

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Osceola
This comfortable vacation home or villa is set in Private Homes and Apartments.
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4BR Windsor Palms Pool, spa & Mickey Room

Villa

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Osceola
4BR Windsor Palms Pool, spa & Mickey Room Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town. This villa is 7.1 mi (11.5 km) from ESPN Wide World of Sports Complex and 7.6 mi (12.3 km) from Disney's Hollywood Studios®.

4BR Windsor Palms Pool, spa & Mickey Room Facility and Service
Enjoy recreational amenities such as an outdoor pool and a hot tub. This villa also features complimentary wireless internet access, an arcade/game room, and a picnic area.

4BR Windsor Palms Pool, spa & Mickey Room Rooms
Your villa features a Smart TV. 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. Conveniences include a desk and a washer/dryer, and you can also request a crib/infant bed (complimentary).

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Others

Lucaya 4BR Townhome, Mickey Room, 14 Min to Disney

Villa

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Osceola
Lucaya 4BR Townhome, Mickey Room, 14 Min to Disney Location
With a stay at Lucaya 4BR Townhome, Mickey Room, 14 Min to Disney in Kissimmee, you'll be a 3-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets. This villa is 5.3 mi (8.6 km) from ESPN Wide World of Sports Complex and 5.3 mi (8.6 km) from Disney Springs™.

Lucaya 4BR Townhome, Mickey Room, 14 Min to Disney Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. This villa also features complimentary wireless internet access, an arcade/game room, and a picnic area.

Lucaya 4BR Townhome, Mickey Room, 14 Min to Disney Rooms
Stay in one of the guestrooms featuring Smart televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have bathtubs or showers and complimentary toiletries. Conveniences include separate sitting areas and washers/dryers, and you can also request cribs/infant beds (complimentary).

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Bk0203 Villas South Preserve

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Osceola
Bk0203 Villas South Preserve Location
With a stay at this aparthotel in Kissimmee (Reunion), you'll be a 2-minute drive from Reunion Resort Golf Course and 8 minutes from ChampionsGate Golf Club. This aparthotel is 6.7 mi (10.7 km) from Walt Disney World® Resort and 8.9 mi (14.3 km) from ESPN Wide World of Sports Complex.

Bk0203 Villas South Preserve Rooms
Make yourself comfortable in this air-conditioned apartment, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer.

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Je47048 - Reunion Resort - 4 Bed 4 Baths Villa

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Osceola
Je47048 - Reunion Resort - 4 Bed 4 Baths Villa Location
Located in Kissimmee (Reunion), this villa is within a 10-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This family-friendly villa is 7.3 mi (11.7 km) from Walt Disney World® Resort and 9.9 mi (16 km) from Old Town.

Je47048 - Reunion Resort - 4 Bed 4 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 8 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.

Je47048 - Reunion Resort - 4 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 is provided for your entertainment.

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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Exterior & Views

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

Private Villa

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Osceola
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759 Location
When you stay at this villa in Kissimmee, you'll be on a lake, within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly villa is 6.1 mi (9.8 km) from Disney Springs™ and 7 mi (11.3 km) from Walt Disney World® Resort.

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759 Facility and Service
Don't miss out on the many recreational opportunities, including a complimentary water park, an outdoor pool, and an indoor pool. Additional features at this villa include complimentary wireless internet access, concierge services, and an arcade/game room.

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759 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 full-sized refrigerator/freezer, an oven, and a stovetop. Wired and wireless internet access is complimentary, while a 60-inch Smart television with cable programming provides entertainment.

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5.0/5
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Modern Villa, Themed Beds, Private Pool

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Osceola
Modern Villa, Themed Beds, Private Pool Location
Located in Four Corners, this villa is within a 15-minute drive of ChampionsGate Golf Club and Mystic Dunes Golf Club. This villa is 12.1 mi (19.5 km) from Old Town and 12.9 mi (20.7 km) from ESPN Wide World of Sports Complex.

Modern Villa, Themed Beds, Private Pool Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a 24-hour fitness center. Additional features at this villa include complimentary wireless internet access and gas grills.

Modern Villa, Themed Beds, Private 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 an iron/ironing board.

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Luxurious 4BR Villa Pool close to Disney

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Osceola
Luxurious 4BR Villa Pool close to Disney Location
When you stay at this apartment in Kissimmee, you'll be in the entertainment district, within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This apartment is 8.5 mi (13.7 km) from Walt Disney World® Resort and 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park.

Luxurious 4BR Villa Pool close to Disney Facility and Service
This smoke-free apartment features a playground.

Luxurious 4BR Villa Pool close to Disney Rooms
Make yourself comfortable in your apartment. Complimentary wireless internet access is available to keep you connected. Conveniences include an electric kettle and an all-in-one washing machine and dryer.

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Cozy Villa 3bd/3ba - King Bed - Private Jacuzzi

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Osceola
Cozy Villa 3bd/3ba - King Bed - Private Jacuzzi Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town. This villa is 7 mi (11.2 km) from Disney's Animal Kingdom® Theme Park and 8.2 mi (13.2 km) from ESPN Wide World of Sports Complex.

Cozy Villa 3bd/3ba - King Bed - Private Jacuzzi Facility and Service
Enjoy recreation amenities such as a hot tub or take in the view from a garden.

Cozy Villa 3bd/3ba - King Bed - Private Jacuzzi Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.

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Stylish Family Villa Themed Rooms Pool

Villa

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Osceola
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Ip60224 - Rolling Hills Estates - 4 Bed 3 Baths Villa

Villa

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Osceola
Ip60224 - Rolling Hills Estates - 4 Bed 3 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort. This villa is 6.7 mi (10.7 km) from Old Town and 6.8 mi (10.9 km) from ESPN Wide World of Sports Complex.

Ip60224 - Rolling Hills Estates - 4 Bed 3 Baths Villa Facility and Service
Enjoy recreational amenities such as a hot tub and a seasonal outdoor pool. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ip60224 - Rolling Hills Estates - 4 Bed 3 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.

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Disney 3BR Townhome w/ Pool & Mickey Theme

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Osceola
Disney 3BR Townhome w/ Pool & Mickey Theme Location
With a stay at Disney 3BR Townhome w/ Pool & Mickey Theme in Kissimmee, you'll be a 3-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 5.6 mi (9 km) from Walt Disney World® Resort.

Disney 3BR Townhome w/ Pool & Mickey Theme Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. This villa also features complimentary wireless internet access and a vending machine.

Disney 3BR Townhome w/ Pool & Mickey Theme Rooms
Stay in one of the guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have bathtubs or showers and complimentary toiletries. Conveniences include separate sitting areas and sofa beds, and you can also request cribs/infant beds (complimentary).

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Sport & Beauty

Fabulous 6 Bed Storey Lake Villa Pool & Spa 2145bmd

Villa

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Osceola
Fabulous 6 Bed Storey Lake Villa Pool & Spa 2145bmd 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 spa vacation home is 6 mi (9.6 km) from Disney Springs™ and 6.7 mi (10.8 km) from ESPN Wide World of Sports Complex.

Fabulous 6 Bed Storey Lake Villa Pool & Spa 2145bmd 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.

Fabulous 6 Bed Storey Lake Villa Pool & Spa 2145bmd 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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Exterior & Views

Best Resort In Disney Area! 6 Bedroom Villa by RedAwning

Villa

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Osceola
Best Resort In Disney Area! 6 Bedroom Villa by RedAwning Location
With a stay at this villa in Four Corners (Champions Gate), you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This family-friendly villa is 12.8 mi (20.6 km) from Old Town and 13.4 mi (21.5 km) from Walt Disney World® Resort.

Best Resort In Disney Area! 6 Bedroom Villa by RedAwning Facility and Service
Be sure to enjoy recreational amenities including a hot tub and an outdoor tennis court.

Best Resort In Disney Area! 6 Bedroom Villa by RedAwning Rooms
Make yourself comfortable in this air-conditioned villa, which has a kitchen. There's a private lanai. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.

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Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

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Osceola
Wonderful 8Bd w/ Pool & GameRoom @ Encore 461 Location
When you stay at this villa in Kissimmee, you'll be on a lake, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This family-friendly villa is 7.4 mi (11.9 km) from ESPN Wide World of Sports Complex and 7.9 mi (12.7 km) from Disney's Hollywood Studios®.

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461 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, concierge services, and a television in a common area.

Wonderful 8Bd w/ Pool & GameRoom @ Encore 461 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 full-sized refrigerator/freezer, an oven, and a stovetop. Wired and wireless internet access is complimentary, while a 60-inch Smart television with cable programming provides entertainment.

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2.7/5
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Ip60173 - Veranda Palms Resort - 5 Bed 3 Baths Villa

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Osceola
Ip60173 - Veranda Palms Resort - 5 Bed 3 Baths Villa Location
Located in Kissimmee (Veranda Palms), this villa is within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly villa is 6.8 mi (10.9 km) from Disney Springs™ and 7.8 mi (12.5 km) from ESPN Wide World of Sports Complex.

Ip60173 - Veranda Palms Resort - 5 Bed 3 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.

Ip60173 - Veranda Palms Resort - 5 Bed 3 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.

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Ovm604 - Emerald Island - 6 Bed 5.5 Baths 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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Cozy 4BR Retreat Near Orlando Attractions

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Osceola
Cozy 4BR Retreat Near Orlando Attractions 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 villa is 7.4 mi (11.8 km) from Disney's Animal Kingdom® Theme Park and 8.6 mi (13.8 km) from ESPN Wide World of Sports Complex.

Cozy 4BR Retreat Near Orlando Attractions Facility and Service
Enjoy recreational amenities such as an outdoor pool and a 24-hour fitness center. Additional features at this villa include complimentary wireless internet access and gas grills.

Cozy 4BR Retreat Near Orlando Attractions Rooms
Make yourself comfortable in this individually decorated villa, featuring a kitchen with an oven and a microwave. A 42-inch Smart television is provided, with cable programming available. Conveniences include a dryer and an iron/ironing board.

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6 bed Property - Indian Creek

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Osceola
6 bed Property - Indian Creek Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 9 minutes from Walt Disney World® Resort. This villa is 6.4 mi (10.3 km) from ESPN Wide World of Sports Complex and 6.8 mi (10.9 km) from Disney's Animal Kingdom® Theme Park.

6 bed Property - Indian Creek Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including an arcade/game room.

6 bed Property - Indian Creek Rooms
Make yourself comfortable in this individually decorated villa, featuring a kitchen with a refrigerator and an oven. A 42-inch flat-screen television with a DVD player and digital programming provides entertainment. Conveniences include a microwave and a washer/dryer.

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4.0/5
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Villas in Osceola

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