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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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Orlando 4BR Townhome Summerville Resort

Villa

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Osceola
Orlando 4BR Townhome Summerville Resort Location
With a stay at this villa in Kissimmee, you'll be a 5-minute drive from Mystic Dunes Golf Club and 6 minutes from Walt Disney World® Resort. This villa is 5.1 mi (8.1 km) from ESPN Wide World of Sports Complex and 5.3 mi (8.6 km) from Old Town.

Orlando 4BR Townhome Summerville Resort Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this villa include complimentary wireless internet access and an arcade/game room.

Orlando 4BR Townhome Summerville Resort 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 shower and complimentary toiletries.

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Ov3387 - Reunion Resort - 5 Bed 4 Baths Villa

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Osceola
Ov3387 - 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.

Ov3387 - 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 or 2 hot tubs. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Ov3387 - Reunion Resort - 5 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. 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.

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Encantada Resort Home w/ Priv Pool Near Disney

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Osceola
Encantada Resort Home w/ Priv Pool Near Disney Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town. This villa is 6.9 mi (11.1 km) from Disney's Animal Kingdom® Theme Park and 8.1 mi (13.1 km) from ESPN Wide World of Sports Complex.

Encantada Resort Home w/ Priv Pool Near Disney Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this villa include complimentary wireless internet access and an arcade/game room.

Encantada Resort Home w/ Priv Pool Near Disney 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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5BR w/ South Pool, Game Room Storey Lake

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Osceola
5BR w/ South Pool, Game Room Storey Lake Location
With a stay at 5BR w/ South Pool, Game Room Storey Lake in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets.

5BR w/ South Pool, Game Room Storey Lake Facility and Service
Enjoy recreational amenities such as an outdoor pool and a hot tub.

5BR w/ South Pool, Game Room Storey Lake Rooms
There's a private furnished patio. A flat-screen television with cable programming provides entertainment, while complimentary wireless internet access keeps you connected. 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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Storey Lake 5BR w/ Pool + Themed Rooms Near Disney

Villa

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Osceola
Storey Lake 5BR w/ Pool + Themed Rooms Near 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.

Storey Lake 5BR w/ Pool + Themed Rooms Near 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, barbecue grills, and a vending machine.

Storey Lake 5BR w/ Pool + Themed Rooms Near 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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Others

3BR Bella Vida Townhome Pool & Mickey Room

Villa

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Osceola
3BR Bella Vida Townhome Pool & Mickey Room Location
With a stay at this villa in Kissimmee (Bellavida), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 8.5 mi (13.7 km) from Disney Springs™ and 8.9 mi (14.4 km) from Walt Disney World® Resort.

3BR Bella Vida Townhome Pool & Mickey Room 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.

3BR Bella Vida Townhome Pool & 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 washer/dryer, and a crib/infant bed (complimentary) can be requested.

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Sport & Beauty

Ov2762 - Trafalgar Village Resort - 4 Bed 4 Baths Villa

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Osceola
Ov2762 - Trafalgar Village Resort - 4 Bed 4 Baths Villa Location
With a stay at this villa in Kissimmee (Trafalgar Village), you'll be within a 10-minute drive of Green Meadows Petting Farm and Shingle Creek Regional Park. This golf villa is 10.7 mi (17.2 km) from Old Town and 12.9 mi (20.7 km) from Orlando Vineland Premium Outlets.

Ov2762 - Trafalgar Village Resort - 4 Bed 4 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.

Ov2762 - Trafalgar Village 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
Quench your thirst with your favorite drink at the poolside bar.

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Sport & Beauty

Ly230329 - Arcadia Estates - 7 Bed 6.5 Baths Villa

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Osceola
Ly230329 - Arcadia Estates - 7 Bed 6.5 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This golf villa is 5.9 mi (9.5 km) from ESPN Wide World of Sports Complex and 6 mi (9.6 km) from Old Town.

Ly230329 - Arcadia Estates - 7 Bed 6.5 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 hot tub or a seasonal outdoor pool. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Ly230329 - Arcadia Estates - 7 Bed 6.5 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 DVD player is also provided.

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

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Fully Booked
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Others

5BR Home Near Disney Pool & Mickey Room

Villa

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Osceola
5BR Home Near Disney Pool & Mickey Room Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club. This villa is 6.6 mi (10.6 km) from Walt Disney World® Resort and 8.2 mi (13.2 km) from Disney's Animal Kingdom® Theme Park.

5BR Home Near Disney Pool & Mickey Room Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. This villa also features complimentary wireless internet access, an arcade/game room, and barbecue grills.

5BR Home Near Disney Pool & 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 washer/dryer, and a crib/infant bed (complimentary) can be requested.

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Others

Magic Village 4 Suites 8 Guests 8 min Disney

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Osceola
Magic Village 4 Suites 8 Guests 8 min Disney Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and 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®.

Magic Village 4 Suites 8 Guests 8 min Disney 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 and barbecue grills.

Magic Village 4 Suites 8 Guests 8 min 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 separate bathtub and shower and complimentary toiletries.

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Exterior & Views

Luxury Chic, Modern Home, Prime Location

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Osceola
Luxury Chic, Modern Home, Prime Location 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.

Luxury Chic, Modern Home, Prime Location 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.

Luxury Chic, Modern Home, Prime Location Rooms
Make yourself comfortable in this air-conditioned 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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Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245

Villa

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Osceola
Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245 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 family-friendly villa is 7.6 mi (12.2 km) from Disney Springs™ and 8.6 mi (13.9 km) from Walt Disney World® Resort.

Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245 Facility and Service
Enjoy a range of recreational amenities, including a complimentary water park, an outdoor pool, and a lazy river. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245 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 a full-sized refrigerator/freezer, an oven, and a stovetop. Wired and wireless internet access is complimentary, while a DVD player and cable programming provide entertainment. Conveniences include a safe and a desk, and you can also request a rollaway/extra bed (surcharge).

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3.4/5
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Family & Kids

Family-friendly Luxury Home Near Disney & More

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Osceola
Family-friendly Luxury Home Near Disney & More Location
When you stay at this villa in Kissimmee, you'll be near the beach, within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 8.8 mi (14.1 km) from Disney Springs™ and 9.8 mi (15.7 km) from Walt Disney World® Resort.

Family-friendly Luxury Home Near Disney & More Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and an arcade/game room.

Family-friendly Luxury Home Near Disney & More Rooms
Make yourself comfortable in your individually decorated villa. The bathroom has a bathtub or shower and designer toiletries. Conveniences include a coffee/tea maker and a washer/dryer.

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Room

Spectacular 9BR Villa Your Dream

Villa

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Osceola
Spectacular 9BR Villa Your Dream Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course. This villa is 5.5 mi (8.9 km) from Walt Disney World® Resort and 7.8 mi (12.5 km) from ESPN Wide World of Sports Complex.

Spectacular 9BR Villa Your Dream Facility and Service
Enjoy the recreation opportunities such as an indoor pool or make use of other amenities including barbecue grills.

Spectacular 9BR Villa Your Dream 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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Interior

9052sd · Newly Furnished 9BR Villa/steps From Clubhouse

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Osceola
9052sd · Newly Furnished 9BR Villa/steps From Clubhouse Location
With a stay at this cottage in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This cottage is 11.2 mi (18 km) from Old Town and 12 mi (19.2 km) from ESPN Wide World of Sports Complex.

9052sd · Newly Furnished 9BR Villa/steps From Clubhouse Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

9052sd · Newly Furnished 9BR Villa/steps From Clubhouse Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

The Ultimate New 15 Bedroom Vernada Villa by RedAwning

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Osceola
The Ultimate New 15 Bedroom Vernada Villa by RedAwning Location
Located in Kissimmee, this villa is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 7 mi (11.3 km) from Disney Springs™ and 8 mi (12.8 km) from ESPN Wide World of Sports Complex.

The Ultimate New 15 Bedroom Vernada Villa by RedAwning Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Others

4BR Bella Vida Lakeview Pool Townhome

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Osceola
4BR Bella Vida Lakeview Pool Townhome Location
With a stay at 4BR Bella Vida Lakeview Pool Townhome in Kissimmee (Bellavida), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 8.7 mi (13.9 km) from Disney Springs™ and 9.1 mi (14.6 km) from Walt Disney World® Resort.

4BR Bella Vida Lakeview Pool Townhome 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 and barbecue grills.

4BR Bella Vida Lakeview Pool Townhome Rooms
Stay in one of the guestrooms featuring flat-screen televisions. Rooms have private furnished patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have separate bathtubs and showers and complimentary toiletries.

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Reunion 5BR Home w/ Pool 15min to Disney

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Osceola
Reunion 5BR Home w/ Pool 15min to Disney Location
With a stay at this villa in Kissimmee (Reunion), you'll be a 3-minute drive from Reunion Resort Golf Course and 7 minutes from ChampionsGate Golf Club. This villa is 9.8 mi (15.8 km) from Old Town and 10.6 mi (17 km) from ESPN Wide World of Sports Complex.

Reunion 5BR Home w/ Pool 15min to Disney Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub.

Reunion 5BR Home w/ Pool 15min 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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Ov3786 - Cumbrian Lakes - 4 Bed 3.5 Baths Villa

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Osceola
Ov3786 - Cumbrian Lakes - 4 Bed 3.5 Baths Villa Location
With a stay at this villa in Kissimmee (Cumbrian Lakes), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly villa is 9.9 mi (16 km) from Disney Springs™ and 10 mi (16.1 km) from ESPN Wide World of Sports Complex.

Ov3786 - Cumbrian Lakes - 4 Bed 3.5 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 seasonal outdoor pool. Additional amenities at this villa include complimentary wireless internet access, concierge services, and an arcade/game room.

Ov3786 - Cumbrian Lakes - 4 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.

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Sport & Beauty

1773caribbean

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Osceola
1773caribbean Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This spa villa is 10.2 mi (16.5 km) from Disney's Animal Kingdom® Theme Park and 11.1 mi (17.9 km) from ESPN Wide World of Sports Complex.

1773caribbean Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You can take advantage of recreational amenities such as an outdoor pool and a fitness center.

1773caribbean Rooms
Make yourself comfortable in this air-conditioned villa, which features a private pool and a flat-screen TV. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Villas in Osceola

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