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Villas in Osceola

Osceola
Wed, 11 Nov 2026 - Thu, 12 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 1.000+ Villas in Osceola
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Magic Vilage Cozy Attractive 8min Disney

Villa

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Osceola
Magic Vilage Cozy Attractive 8min Disney Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town. This villa is 4.8 mi (7.7 km) from ESPN Wide World of Sports Complex and 5.3 mi (8.5 km) from Disney's Hollywood Studios®.

Magic Vilage Cozy Attractive 8min Disney Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. Additional amenities at this villa include complimentary wireless internet access and barbecue grills.

Magic Vilage Cozy Attractive 8min Disney 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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Villa Tropics 4 Bedroom Villa

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Osceola
Villa Tropics 4 Bedroom 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 6.1 mi (9.8 km) from ESPN Wide World of Sports Complex and 6.6 mi (10.7 km) from Old Town.

Villa Tropics 4 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Children's theme room

Gorgeous Home in Unbeatable Location

Villa

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Osceola
Gorgeous Home in Unbeatable Location 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 5.5 mi (8.9 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort.

Gorgeous Home in Unbeatable Location Facility and Service
Enjoy recreational amenities such as an outdoor pool and a 24-hour fitness center. This villa also features complimentary wireless internet access and gas grills.

Gorgeous Home in Unbeatable Location 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.

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5.0/5
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Storey Lake Resort 4BR Home w/ Private Pool

Villa

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Osceola
Storey Lake Resort 4BR Home w/ Private Pool Location
Located in Kissimmee, this villa is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly villa is 7.3 mi (11.7 km) from Disney Springs™ and 8.3 mi (13.3 km) from Walt Disney World® Resort.

Storey Lake Resort 4BR Home w/ Private Pool Facility and Service
Take advantage of recreational opportunities offered, including a complimentary water park, a health club, and an outdoor pool. Additional features at this villa include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Storey Lake Resort 4BR Home w/ Private Pool Rooms
Your villa features a Smart TV. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.

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3.7/5
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Others

Modern 4BR Home in Lucaya Village Kissimmee

Villa

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Osceola
Modern 4BR Home in Lucaya Village Kissimmee Location
With a stay at this villa in Kissimmee, you'll be a 3-minute drive from Old Town and 9 minutes from Orlando Vineland Premium Outlets. This villa is 5.6 mi (9 km) from Walt Disney World® Resort and 5.6 mi (9 km) from ESPN Wide World of Sports Complex.

Modern 4BR Home in Lucaya Village Kissimmee Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. Additional amenities at this villa include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Modern 4BR Home in Lucaya Village Kissimmee Rooms
Your villa features a Smart TV. 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. Conveniences include a separate sitting area and a sofa bed, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

5334coral 4 Bedroom Villa

Villa

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Osceola
5334coral 4 Bedroom Villa Location
With a stay at this villa in Kissimmee (Crescent Lakes), you'll be within a 10-minute drive of Green Meadows Petting Farm and Shingle Creek Regional Park. This villa is 11.9 mi (19.2 km) from Old Town and 14.1 mi (22.7 km) from Orlando Vineland Premium Outlets.

5334coral 4 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Sport & Beauty

Je47493 - Reunion Resort - 6 Bed 6 Baths Villa

Villa

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Osceola
Je47493 - Reunion Resort - 6 Bed 6 Baths Villa Location
With a stay at this villa in Kissimmee (Reunion), you'll be 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 mi (14.4 km) from Disney's Animal Kingdom® Theme Park.

Je47493 - Reunion Resort - 6 Bed 6 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. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Je47493 - Reunion Resort - 6 Bed 6 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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Brand New 5BR 5BA Villa w Pool Spa & Game Room 7800

Villa

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Osceola
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Designer 4BR Getaway, Sleek Laminate Floors

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Osceola
Designer 4BR Getaway, Sleek Laminate Floors Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Walt Disney World® Resort and 8 minutes from Old Town. This villa is 5.3 mi (8.6 km) from ESPN Wide World of Sports Complex and 5.8 mi (9.4 km) from Disney's Hollywood Studios®.

Designer 4BR Getaway, Sleek Laminate Floors Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. This villa also features complimentary wireless internet access and gas grills.

Designer 4BR Getaway, Sleek Laminate Floors Rooms
Make yourself comfortable in this air-conditioned villa, 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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Interior

2968 Penelope Loop 10 BED

Villa

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Osceola
2968 Penelope Loop 10 BED Location
Located in Kissimmee, this villa is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 7.6 mi (12.2 km) from Disney Springs™ and 8.6 mi (13.9 km) from Walt Disney World® Resort.

2968 Penelope Loop 10 BED Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

2968 Penelope Loop 10 BED Rooms
Make yourself comfortable in this air-conditioned villa, which has a kitchen. There's a private patio. Conveniences include a dryer and an iron/ironing board.

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Others

Spacious Windsor Palms Retreat

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Osceola
Spacious Windsor Palms Retreat 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 7.2 mi (11.6 km) from ESPN Wide World of Sports Complex and 7.7 mi (12.4 km) from Disney's Hollywood Studios®.

Spacious Windsor Palms Retreat Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected. Conveniences include a washing machine and an iron/ironing board.

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Ov2672 - Lindfields - 4 Bed 3 Baths Villa

Villa

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Osceola
Ov2672 - Lindfields - 4 Bed 3 Baths Villa Location
Located in Kissimmee (Lindfields), this villa is within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This golf villa is 7.6 mi (12.3 km) from Disney's Animal Kingdom® Theme Park and 8.5 mi (13.7 km) from ESPN Wide World of Sports Complex.

Ov2672 - Lindfields - 4 Bed 3 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 seasonal outdoor pool. This villa also features complimentary wireless internet access, concierge services, and an arcade/game room.

Ov2672 - Lindfields - 4 Bed 3 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.

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Je58869 - Reunion Resort - 5 Bed 4 Baths Villa

Villa

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Osceola
Je58869 - Reunion Resort - 5 Bed 4 Baths Villa Location
With a stay at this villa in Kissimmee (Reunion), you'll be 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 mi (14.4 km) from Disney's Animal Kingdom® Theme Park.

Je58869 - Reunion Resort - 5 Bed 4 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 8 outdoor pools. Additional amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Je58869 - Reunion Resort - 5 Bed 4 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. Quench your thirst with your favorite drink at the bar/lounge.

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Ov2611 - Windsor Hills Resort - 5 Bed 5 Baths Villa

Villa

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Osceola
Ov2611 - Windsor Hills Resort - 5 Bed 5 Baths Villa Location
With a stay at this villa in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This family-friendly villa is 5.6 mi (9 km) from ESPN Wide World of Sports Complex and 6 mi (9.7 km) from Disney's Hollywood Studios®.

Ov2611 - Windsor Hills Resort - 5 Bed 5 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.

Ov2611 - Windsor Hills Resort - 5 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. Relax with your favorite drink at the bar/lounge or the poolside bar.

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Fully Booked
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Chic 4BR Disney Retreat With Pool, Mickey Rooms

Villa

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Osceola
Chic 4BR Disney Retreat With Pool, Mickey Rooms Location
Located in Kissimmee, this villa is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly villa is 7.5 mi (12.1 km) from Disney Springs™ and 8.6 mi (13.9 km) from Walt Disney World® Resort.

Chic 4BR Disney Retreat With Pool, Mickey Rooms Facility and Service
Take advantage of recreational opportunities offered, including an outdoor pool, a lazy river, and a waterslide.

Chic 4BR Disney Retreat With Pool, Mickey Rooms Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool and a Smart TV. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment. A private bathroom has a deep soaking tub.

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5.0/5
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Others

4BR Paradise Palms Home With Pool

Villa

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Osceola
4BR Paradise Palms Home With Pool 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 (8.4 km) from Walt Disney World® Resort and 8 mi (12.8 km) from Old Town.

4BR Paradise Palms Home With Pool 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 barbecue grills.

4BR Paradise Palms Home With Pool 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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Je58579 - Champions Gate Resort - 8 Bed 5 Baths 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.

See details
Fully Booked
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Others

Blue Beach at Storey Lake by Shine Villas #400

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Osceola
Blue Beach at Storey Lake by Shine Villas #400 Location
When you stay at this cottage 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 cottage is 7.6 mi (12.2 km) from Disney Springs™ and 8.7 mi (14 km) from Walt Disney World® Resort.

Blue Beach at Storey Lake by Shine Villas #400 Facility and Service
Pamper yourself with a visit to the spa, which offers massages.

Blue Beach at Storey Lake by Shine Villas #400 Rooms
Your cottage features a flat-screen TV. Complimentary wireless internet access is available to keep you connected.

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Others

Storey Lake 10 mim -> Disney 4bd/3ba

Villa

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Osceola
Storey Lake 10 mim -> Disney 4bd/3ba 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 5.8 mi (9.3 km) from Disney Springs™ and 6.8 mi (10.9 km) from Walt Disney World® Resort.

Storey Lake 10 mim -> Disney 4bd/3ba Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. Additional amenities at this villa include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Storey Lake 10 mim -> Disney 4bd/3ba Rooms
Make yourself comfortable in your villa. 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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Others

Championsgate 4BR w/ Pool, Themes, Near Disney

Private Villa

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Osceola
Championsgate 4BR w/ Pool, Themes, Near Disney Location
When you stay at this villa in Four Corners, you'll be in the suburbs, within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This villa is 12 mi (19.3 km) from Old Town and 12.8 mi (20.6 km) from ESPN Wide World of Sports Complex.

Championsgate 4BR w/ Pool, Themes, Near 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. This villa also features complimentary wireless internet access, barbecue grills, and a vending machine.

Championsgate 4BR w/ Pool, Themes, Near 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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Fully Booked
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Villas in Osceola

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