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Villas in Osceola

Osceola
Sun, 15 Nov 2026 - Mon, 16 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 1.000+ Villas in Osceola
Interior

Windsor Swanky

Villa

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Osceola
Windsor Swanky Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This family-friendly villa is 7.7 mi (12.5 km) from Walt Disney World® Resort and 7.8 mi (12.5 km) from Reunion Resort Golf Course.

Windsor Swanky 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 an arcade/game room and barbecue grills.

Windsor Swanky Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with a refrigerator and an oven. Satellite programming along with a video-game console are provided for your entertainment. Conveniences include a microwave and a dryer, and housekeeping is provided on a limited basis.

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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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Storey Lake 4BR Home - Private Pool

Villa

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Osceola
Storey Lake 4BR Home - Private Pool 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 5.4 mi (8.8 km) from Disney Springs™ and 6.5 mi (10.4 km) from Walt Disney World® Resort.

Storey Lake 4BR Home - Private 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 and barbecue grills.

Storey Lake 4BR Home - Private Pool 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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Themed 7BR Pool Home Solara, Flowrider Resort

Villa

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Osceola
Themed 7BR Pool Home Solara, Flowrider Resort Location
Located in Kissimmee, this villa is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This villa 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.

Themed 7BR Pool Home Solara, Flowrider Resort 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.

Themed 7BR Pool Home Solara, Flowrider Resort Rooms
Make yourself comfortable in your villa, featuring a microwave and 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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Others

7bed Villa With Private Pool Solara Resort

Villa

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Osceola
7bed Villa With Private Pool Solara Resort Location
Located in Kissimmee, this villa is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This villa 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.

7bed Villa With Private Pool Solara Resort 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.

7bed Villa With Private Pool Solara 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 bathtub or shower and complimentary toiletries.

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Room

Modern Retreat Private Pool Near Disney

Villa

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Osceola
Modern Retreat Private Pool Near Disney Location
With a stay at this villa in Kissimmee, you'll be within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This villa is 8.8 mi (14.1 km) from Walt Disney World® Resort and 10.4 mi (16.8 km) from Disney's Animal Kingdom® Theme Park.

Modern Retreat Private Pool Near Disney Facility and Service
Enjoy the recreation opportunities such as an indoor pool or make use of other amenities including gas grills.

Modern Retreat Private Pool Near Disney Rooms
Make yourself comfortable in your villa. 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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5BR Storey Lake Home, Sleeps 13

Villa

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Osceola
5BR Storey Lake Home, Sleeps 13 Location
With a stay at 5BR Storey Lake Home, Sleeps 13 in Kissimmee, you'll be a 5-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 6.3 mi (10.1 km) from Walt Disney World® Resort.

5BR Storey Lake Home, Sleeps 13 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.

5BR Storey Lake Home, Sleeps 13 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 bathtubs or showers and complimentary toiletries.

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Others

3BR Townhome w/ Themed Room - Summerville

Villa

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Osceola
3BR Townhome w/ Themed Room - Summerville 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 4.8 mi (7.7 km) from ESPN Wide World of Sports Complex and 5.5 mi (8.8 km) from Disney's Animal Kingdom® Theme Park.

3BR Townhome w/ Themed Room - Summerville 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, an arcade/game room, and barbecue grills.

3BR Townhome w/ Themed Room - Summerville 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

Disney 4BR Home w/ Pool & Lake View

Villa

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Osceola
Disney 4BR Home w/ Pool & Lake View 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 (8.8 km) from Disney Springs™ and 6.1 mi (9.9 km) from Walt Disney World® Resort.

Disney 4BR Home w/ Pool & Lake View 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 and barbecue grills.

Disney 4BR Home w/ Pool & Lake View Rooms
Make yourself comfortable in this villa, which has a kitchen. There's a private furnished patio. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Conveniences include a desk and a separate sitting area, and you can also request a crib/infant bed (complimentary).

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Super Fun Home For Kids & Families - Private Pool 12 Bedroom Villa

Villa

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Osceola
Super Fun Home For Kids & Families - Private Pool 12 Bedroom Villa 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 (13.7 km) from Walt Disney World® Resort.

Super Fun Home For Kids & Families - Private Pool 12 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Interior

4308pw · Brand New Storey Lake 9BR Villa/summer Kitchen

Villa

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Osceola
4308pw · Brand New Storey Lake 9BR Villa/summer Kitchen Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7.4 mi (11.8 km) from Disney Springs™ and 8.4 mi (13.6 km) from Walt Disney World® Resort.

4308pw · Brand New Storey Lake 9BR Villa/summer Kitchen Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment.

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Exterior & Views

Calming Villa near Disney with Margaritaville Resort and Island H20 Waterpark Access - 2914CL

Villa

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Osceola
Calming Villa near Disney with Margaritaville Resort and Island H20 Waterpark Access - 2914CL provides flawless service and all the necessary facilities for visitors. Remain linked during your visit by utilizing the complimentary internet access available. Discovering Orlando (FL) becomes even more accessible through the car hire and shuttle amenities provided at the private villa. The private villa offers complimentary parking for guests who arrive with their own mode of transport.Effortlessly plan your daily activities and travel requirements with concierge service, luggage storage and safety deposit boxes provided by the front desk services.For minor or impromptu requirements, the convenience stores can promptly cater to them without the necessity of stepping out from the private villa. The private villa is completely smoke-free. In limited designated zones, smoking is exclusively permitted.Crafted for coziness, every guestroom provides an array of features, guaranteeing a tranquil night's sleep while maintaining the level of comfort.For an elevated experience at private villa, select rooms are equipped with linen service to improve your stay.At Calming Villa near Disney with Margaritaville Resort and Island H20 Waterpark Access - 2914CL, a selection of rooms can be found that showcase unique design elements such as a balcony or terrace. Expand your in-room entertainment choices with various amenities, such as television offered in certain accommodations.Rest assured that your hydration needs will be met, as some guestrooms are equipped with a refrigerator and a coffee or tea maker. It is worth noting that certain guest bathrooms feature a hair dryer, toiletries and towels for your convenience. Experience a fantastic evening effortlessly! Relish an entertaining night without venturing beyond the confines of the bar. Experience unparalleled comfort as groceries can be brought right to your room at Calming Villa near Disney with Margaritaville Resort and Island H20 Waterpark Access - 2914CL through their distinctive delivery assistance.During your stay at private villa, an array of engaging activities and amenities guarantees a delightful experience. Eliminate those holiday calories by stopping by private villa and making use of their well-equipped exercise amenities.
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4br/3ba Private Pool Storey Lake Resort Best Location Near Disney!

Villa

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Osceola
4br/3ba Private Pool Storey Lake Resort Best Location Near Disney! 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 (13.8 km) from Walt Disney World® Resort.

4br/3ba Private Pool Storey Lake Resort Best Location Near Disney! Facility and Service
Enjoy a range of recreational amenities, including a health club, 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.

4br/3ba Private Pool Storey Lake Resort Best Location 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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3.5/5
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Exterior & Views

6 Bedroom Villa W Private Pool & Game Room

Villa

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Osceola
6 Bedroom Villa W Private Pool & Game Room Location
Located in Four Corners, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Mystic Dunes Golf Club. This spa cottage is 11.4 mi (18.4 km) from Old Town and 12.2 mi (19.7 km) from ESPN Wide World of Sports Complex.

6 Bedroom Villa W Private Pool & Game Room Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

6 Bedroom Villa W Private Pool & Game Room Rooms
Make yourself comfortable in this cottage, which features a private pool and a flat-screen TV.

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Others

4BR Storey Lake Home Near Disney With Pool

Villa

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Osceola
4BR Storey Lake Home Near Disney With Pool Location
Located in Kissimmee, this villa is 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.

4BR Storey Lake Home Near Disney With Pool 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 and barbecue grills.

4BR Storey Lake Home Near Disney With Pool 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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Others

Luxury 2BR Mickey Room Resort Amenities

Villa

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Osceola
Luxury 2BR Mickey Room Resort Amenities 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 11.9 mi (19.2 km) from Old Town and 12.7 mi (20.4 km) from ESPN Wide World of Sports Complex.

Luxury 2BR Mickey Room Resort Amenities Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. This villa also features complimentary wireless internet access and an arcade/game room.

Luxury 2BR Mickey Room Resort Amenities 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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Others

Disney Area 4BR Home w/ Pool & Themed Rooms

Villa

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Osceola
Disney Area 4BR Home w/ Pool & Themed Rooms 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 (19.2 km) from Old Town and 12.7 mi (20.5 km) from ESPN Wide World of Sports Complex.

Disney Area 4BR Home w/ Pool & Themed Rooms 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 and barbecue grills.

Disney Area 4BR Home w/ Pool & Themed Rooms 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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Ev220208 - Champions Gate Resort - 8 Bed 5 Baths Villa

Villa

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Osceola
Ev220208 - 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 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This family-friendly villa is 12.6 mi (20.3 km) from Old Town and 13.2 mi (21.2 km) from Walt Disney World® Resort.

Ev220208 - 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 amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ev220208 - 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. Relax with your favorite drink at the bar/lounge or the poolside bar.

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Exterior & Views

8 Bdrm Champions Gate Villa

Villa

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Osceola
8 Bdrm Champions Gate Villa Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This family-friendly vacation home is 4.9 mi (7.9 km) from ESPN Wide World of Sports Complex and 5.6 mi (8.9 km) from Disney's Hollywood Studios®.

8 Bdrm Champions Gate Villa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center. This vacation home also features an arcade/game room and barbecue grills.

8 Bdrm Champions Gate Villa Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. An LED television and a video-game console are provided for your entertainment, while complimentary wireless internet access keeps you connected.

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Others

4827#2 Themed Bedrooms & Private Pool Near Disney

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Osceola
4827#2 Themed Bedrooms & Private Pool Near Disney Location
With a stay at this villa in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This villa is 5.3 mi (8.5 km) from Disney Springs™ and 6.3 mi (10.1 km) from Walt Disney World® Resort.

4827#2 Themed Bedrooms & Private Pool 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, an arcade/game room, and barbecue grills.

4827#2 Themed Bedrooms & Private Pool 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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Villas in Osceola

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