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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
Room

4 Suites Villa With Private Pool and Themed Bedrooms

Villa

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Osceola
4 Suites Villa With Private Pool and Themed Bedrooms Location
With a stay at this villa in Kissimmee, you'll be a 3-minute drive from Mystic Dunes Golf Club and 9 minutes from Walt Disney World® Resort. This villa is 6.2 mi (10 km) from ESPN Wide World of Sports Complex and 6.9 mi (11 km) from Old Town.

4 Suites Villa With Private Pool and Themed Bedrooms Facility and Service
Take in the views from a garden.

4 Suites Villa With Private Pool and Themed Bedrooms Rooms
Make yourself comfortable in your villa.

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Spacious Villa With Private Pool & Games

Private Villa

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Osceola
Spacious Villa With Private Pool & Games Location
With a stay at this vacation home in Four Corners, you'll be within a 10-minute drive of Highland Reserve Golf Club and ChampionsGate Golf Club. This vacation home is 12 mi (19.3 km) from Old Town and 12.5 mi (20.2 km) from Walt Disney World® Resort.

Spacious Villa With Private Pool & Games Facility and Service
Make use of convenient amenities such as complimentary wireless internet access, an arcade/game room, and barbecue grills.

Spacious Villa With Private Pool & Games Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower and designer toiletries. Conveniences include a coffee/tea maker and a washer/dryer.

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Others

4BR Townhome in Gated Lucaya Village by Disney

Villa

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Osceola
4BR Townhome in Gated Lucaya Village by Disney Location
With a stay at this villa 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 5.5 mi (8.9 km) from ESPN Wide World of Sports Complex.

4BR Townhome in Gated Lucaya Village by 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, an arcade/game room, and barbecue grills.

4BR Townhome in Gated Lucaya Village by Disney Rooms
Your villa features a flat-screen TV. There's a private 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 Toy Story Themed Townhome Near Disney

Villa

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Osceola
3BR Toy Story Themed Townhome Near Disney Location
With a stay at this villa 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.

3BR Toy Story Themed Townhome Near Disney 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, an arcade/game room, and barbecue grills.

3BR Toy Story Themed Townhome Near Disney Rooms
Your villa features a flat-screen TV. There's a private 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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Ly53791 - Emerald Island - 6 Bed 5 Baths Villa

Villa

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Osceola
Ly53791 - Emerald Island - 6 Bed 5 Baths Villa Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town. This family-friendly villa is 7.5 mi (12 km) from ESPN Wide World of Sports Complex and 8.1 mi (13.1 km) from Disney's Hollywood Studios®.

Ly53791 - 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. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Ly53791 - 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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Ip64290 - Seasons - 4 Bed 3 Baths Villa

Villa

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Osceola
Ip64290 - Seasons - 4 Bed 3 Baths Villa Location
With a stay at this villa in Kissimmee (Seasons), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This golf villa is 8.5 mi (13.6 km) from Disney Springs™ and 8.6 mi (13.9 km) from ESPN Wide World of Sports Complex.

Ip64290 - Seasons - 4 Bed 3 Baths Villa Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as a hot tub and a seasonal outdoor pool. Additional amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ip64290 - Seasons - 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 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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Sport & Beauty

Spacious Kissimmee Villa - 3 Mi to Disney World!

Private Villa

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Osceola
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Bathroom

Trafalgar Retreat by Orlando Short Term

Villa

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Osceola
Trafalgar Retreat by Orlando Short Term Location
With a stay at this vacation home 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 11.3 mi (18.3 km) from Old Town and 13.6 mi (21.8 km) from Orlando Vineland Premium Outlets.

Trafalgar Retreat by Orlando Short Term Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center.

Trafalgar Retreat by Orlando Short Term Rooms
Make yourself comfortable in this vacation home, which features a private pool. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include a phone, as well as a refrigerator and a coffee/tea maker.

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3.0/5
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Exterior & Views

The Villas at Seven Dwarfs - 2624 Mickey Villa - Near Disney - Water Park

Villa

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Osceola
The Villas at Seven Dwarfs - 2624 Mickey Villa - Near Disney - Water Park welcomes you to a comfortable stay at Osceola. The Villa offers complete facilities to cater to guests’ needs, such as parking, children facility, and accessible facilities.

Rooms at The Villas at Seven Dwarfs - 2624 Mickey Villa - Near Disney - Water Park are equipped with TV, refrigerator, and room heater. The bathroom is fitted with free toiletries and hair dryer.
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Aco245706 - The Encore Club Resort - 8 Bed 8 Baths Villa

Villa

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Osceola
Aco245706 - The Encore Club Resort - 8 Bed 8 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 7.5 mi (12 km) from ESPN Wide World of Sports Complex and 7.8 mi (12.6 km) from Disney's Hollywood Studios®.

Aco245706 - The Encore Club Resort - 8 Bed 8 Baths Villa Facility and Service
Be sure to enjoy recreational amenities, including a complimentary water park, a hot tub, and a sauna. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Aco245706 - 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. 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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Others

Ly53798 - Indian Ridge - 4 Bed 2 Baths Villa

Villa

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Osceola
Ly53798 - Indian Ridge - 4 Bed 2 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 Flamingo Crossings Town Center. This golf villa is 5.2 mi (8.4 km) from Walt Disney World® Resort and 7.4 mi (12 km) from ESPN Wide World of Sports Complex.

Ly53798 - Indian Ridge - 4 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 a hot tub or an outdoor tennis court. Additional amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ly53798 - Indian Ridge - 4 Bed 2 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.

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Fully Booked
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Others

5BR Disney-area Home Pool, Theater, Themed

Villa

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Osceola
5BR Disney-area Home Pool, Theater, Themed Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This villa is 10.1 mi (16.2 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.2 km) from ESPN Wide World of Sports Complex.

5BR Disney-area Home Pool, Theater, Themed 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, an arcade/game room, and a picnic area.

5BR Disney-area Home Pool, Theater, Themed Rooms
Your villa features a Smart 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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Others

Four-bedroom Lucaya Home

Villa

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Osceola
Four-bedroom Lucaya Home Location
With a stay at this villa 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.

Four-bedroom Lucaya Home Facility and Service
Enjoy recreational amenities such as an outdoor pool and a hot tub. Additional amenities at this villa include complimentary wireless internet access, an arcade/game room, and a picnic area.

Four-bedroom Lucaya Home Rooms
Make yourself comfortable in this villa, which features a private pool and 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. Conveniences include a separate sitting area and a sofa bed, and you can also request a crib/infant bed (complimentary).

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Others

Veranda Palm Resort 12br Pool Spa Villa 2425

Private Villa

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Osceola
Veranda Palm Resort 12br Pool Spa Villa 2425 Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Old Town and Disney Springs™. This vacation home is 8.4 mi (13.5 km) from Walt Disney World® Resort and 8.5 mi (13.7 km) from Disney's Hollywood Studios®.

Veranda Palm Resort 12br Pool Spa Villa 2425 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.

Veranda Palm Resort 12br Pool Spa Villa 2425 Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower and designer toiletries.

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Ov3776 - Windsor Hills Resort - 5 Bed 5 Baths Villa

Villa

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Osceola
Ov3776 - 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®.

Ov3776 - 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. Additional features at this villa include complimentary wireless internet access, concierge services, and an arcade/game room.

Ov3776 - 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. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar.

See details
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4BR Townhome w/ Pool + Themed Bedrooms

Villa

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Osceola
4BR Townhome w/ Pool + Themed Bedrooms Location
Located in Kissimmee, this villa is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 7.5 mi (12 km) from Disney Springs™ and 8.5 mi (13.6 km) from Walt Disney World® Resort.

4BR Townhome w/ Pool + Themed Bedrooms Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. Additional features at this villa include complimentary wireless internet access, an arcade/game room, and barbecue grills.

4BR Townhome w/ Pool + Themed Bedrooms 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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Ov3851 - Champions Gate Resort - 4 Bed 3 Baths Townhome

Villa

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Osceola
Ov3851 - Champions Gate Resort - 4 Bed 3 Baths Townhome 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 11.7 mi (18.9 km) from Old Town and 12.5 mi (20.1 km) from ESPN Wide World of Sports Complex.

Ov3851 - Champions Gate Resort - 4 Bed 3 Baths Townhome 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.

Ov3851 - Champions Gate Resort - 4 Bed 3 Baths Townhome 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
Let's check on other dates!
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Lakeside Villa With Pool, Cinema & Games Room

Villa

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Osceola
Lakeside Villa With Pool, Cinema & Games Room Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Old Town and 192 Flea Market. This cottage is 9.6 mi (15.5 km) from Orlando Vineland Premium Outlets and 9.8 mi (15.7 km) from Disney Springs™.

Lakeside Villa With Pool, Cinema & Games Room Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access.

Lakeside Villa With Pool, Cinema & Games Room 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.

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Fully Booked
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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.

See details
Fully Booked
Let's check on other dates!
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Charming Estate With Themed Bedrooms at Encore

Villa

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Osceola
Charming Estate With Themed Bedrooms at Encore 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 7.6 mi (12.2 km) from ESPN Wide World of Sports Complex and 8.1 mi (13 km) from Disney's Hollywood Studios®.

Charming Estate With Themed Bedrooms at Encore 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.

Charming Estate With Themed Bedrooms at Encore 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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