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Villas in Osceola

Osceola
Fri, 06 Nov 2026 - Sat, 07 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 1.000+ Villas in Osceola
Others

Lakeview Villa Near Disney With Pool & Resort

Villa

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Osceola
Lakeview Villa Near Disney With Pool & Resort Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 6.9 mi (11.2 km) from Disney Springs™ and 8 mi (12.8 km) from ESPN Wide World of Sports Complex.

Lakeview Villa Near Disney With Pool & Resort Facility and Service
Take advantage of recreation opportunities such as an outdoor tennis court, or other amenities including complimentary wireless internet access and an arcade/game room.

Lakeview Villa Near Disney With Pool & Resort Rooms
Make yourself comfortable in your individually decorated vacation home. There's a private patio. The bathroom has a bathtub or shower and designer toiletries. Conveniences include a coffee/tea maker and a washer/dryer.

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Interior

Cbp2147

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Osceola
Cbp2147 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 (18.1 km) from ESPN Wide World of Sports Complex.

Cbp2147 Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer.

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Family & Kids

Camp Mickey - Resort Home, Spa, by Shine Villas 841

Villa

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Osceola
Camp Mickey - Resort Home, Spa, by Shine Villas 841 Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This spa cottage is 10 mi (16.1 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

Camp Mickey - Resort Home, Spa, by Shine Villas 841 Facility and Service
Pamper yourself with a visit to the spa, which offers massages.

Camp Mickey - Resort Home, Spa, by Shine Villas 841 Rooms
Make yourself comfortable in this cottage, which features a private pool and a flat-screen TV. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Disney Area Executive Plus Homes

Villa

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Osceola
Disney Area Executive Plus Homes provide a refined, well-furnished option for unwinding after busy Orlando days. These spacious 4–6 bedroom properties sleep up to 8–12 guests and include a complimentary welcome pack on arrival, full air-conditioning, Wi-Fi, a private screened swimming pool, and the added bonus of an in-villa games room or spa. Homes are set in quiet residential communities across Kissimmee, Davenport, Haines City or Clermont (not all are in Kissimmee), within around 22 miles of Walt Disney World Resort, with easy access to main routes and local amenities. Each includes a comfortable lounge/TV area, laundry facilities, and a fully equipped kitchen and dining space. Pool heating is also available for a daily fee. Florida law requires online registration and a Property Protection Fee of $8/day (cap $120) to download the accommodation voucher around 5 days before arrival.
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Mickey & Mario Luxury Retreat, Private Pool

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Osceola
Mickey & Mario Luxury Retreat, 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 5.9 mi (9.5 km) from Disney Springs™ and 6.9 mi (11 km) from Walt Disney World® Resort.

Mickey & Mario Luxury Retreat, Private 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. Additional amenities at this villa include complimentary wireless internet access, a picnic area, and gas grills.

Mickey & Mario Luxury Retreat, Private Pool Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool. There's a private patio. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment.

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New Doppio Home, Pool, 15 Min to Disney

Villa

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Osceola
New Doppio Home, Pool, 15 Min to Disney Location
When you stay at this villa in Four Corners, you'll be in the suburbs, within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This villa is 9.3 mi (14.9 km) from Disney's Animal Kingdom® Theme Park and 10.5 mi (16.8 km) from ESPN Wide World of Sports Complex.

New Doppio Home, Pool, 15 Min to Disney Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional amenities at this villa include complimentary wireless internet access and barbecue grills.

New Doppio Home, Pool, 15 Min to Disney Rooms
Make yourself comfortable in your villa. 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 desk and a washer/dryer, and you can also request a crib/infant bed (complimentary).

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Windsor At Westside #4 - 8 Bed 6 Baths Villa

Villa

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Osceola
Windsor At Westside #4 - 8 Bed 6 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 ChampionsGate Golf Club. This family-friendly villa is 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park and 11.1 mi (17.8 km) from ESPN Wide World of Sports Complex.

Windsor At Westside #4 - 8 Bed 6 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 hot tubs. Additional amenities at this villa include complimentary wireless internet access, an arcade/game room, and a television in a common area.

Windsor At Westside #4 - 8 Bed 6 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 with cable programming is available for your entertainment, and a DVD player is also provided. Conveniences include a microwave and a sofa bed.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of this villa. Wrap up your day with a drink at the bar/lounge.

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Encore 8BR Villa, Putting Green, Near Disney

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Osceola
Encore 8BR Villa, Putting Green, Near Disney Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home 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®.

Encore 8BR Villa, Putting Green, Near Disney Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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2758bd · Dazzling 5BR Villa in Storey Lake With Pool & Spa

Villa

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Osceola
2758bd · Dazzling 5BR Villa in Storey Lake With Pool & Spa Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 6.6 mi (10.7 km) from Disney Springs™ and 7.6 mi (12.3 km) from Walt Disney World® Resort.

2758bd · Dazzling 5BR Villa in Storey Lake With Pool & Spa Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden.

2758bd · Dazzling 5BR Villa in Storey Lake With Pool & Spa Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Cable programming along with a video-game console are provided for your entertainment. Conveniences include a desk and a microwave.

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Interior

Tvpm-3230wa

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Osceola
Tvpm-3230wa Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This villa is 7.1 mi (11.5 km) from ESPN Wide World of Sports Complex and 7.3 mi (11.8 km) from Disney's Animal Kingdom® Theme Park.

Tvpm-3230wa Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer.

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Others

Moana Castle At Solara Resort By Shine Villas! 9 Bedroom Villa

Villa

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Osceola
Moana Castle At Solara Resort By Shine Villas! 9 Bedroom Villa Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This villa is 10.3 mi (16.5 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.2 km) from ESPN Wide World of Sports Complex.

Moana Castle At Solara Resort By Shine Villas! 9 Bedroom Villa Facility and Service
Pamper yourself with onsite massages or enjoy recreation amenities such as a fitness center.

Moana Castle At Solara Resort By Shine Villas! 9 Bedroom Villa Rooms
Make yourself comfortable in your villa, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.

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Others

Jewel of Emerald Island With Heated Pool!

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Osceola
Jewel of Emerald Island With Heated Pool! Location
When you stay at this villa in Kissimmee, you'll be next to a golf course, within a 15-minute drive of Walt Disney World® Resort and Old Town. This golf 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®.

Jewel of Emerald Island With Heated Pool! 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.

Jewel of Emerald Island With Heated Pool! Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool and a flat-screen TV. There's a private furnished lanai. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Digital television is provided for your entertainment.

Important Information
The property will be renovating from October 12 2026 to April 12 2027 (completion date subject to change). The following areas are affected:
  • Exterior
During renovations, the villa will make every effort to minimize noise and disturbance.

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Luxurious Villa With Tiki Themed Game Room at Encore

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Osceola
Luxurious Villa With Tiki Themed Game Room at Encore Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home 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®.

Luxurious Villa With Tiki Themed Game Room at Encore Facility and Service
Enjoy the recreation opportunities such as a hot tub or make use of other amenities including complimentary wireless internet access.

Luxurious Villa With Tiki Themed Game Room at Encore Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Bedroom

Ov2884 - Paradise Palms - 6 Bed 5 Baths Villa

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Osceola
Ov2884 - Paradise Palms - 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 8.1 mi (13.1 km) from Disney's Animal Kingdom® Theme Park and 9 mi (14.5 km) from ESPN Wide World of Sports Complex.

Ov2884 - Paradise Palms - 6 Bed 5 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.

Ov2884 - Paradise Palms - 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 television is provided for your entertainment.

Restaurant and Cafe
Satisfy your appetite at the villa's coffee shop/cafe, or stop in at the grocery/convenience store. Relax with your favorite drink at the bar/lounge or the poolside bar.

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2BR Encantada Townhome With Jacuzzi

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Osceola
2BR Encantada Townhome With Jacuzzi Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This family-friendly villa is 6.7 mi (10.8 km) from ESPN Wide World of Sports Complex and 7 mi (11.2 km) from Disney's Animal Kingdom® Theme Park.

2BR Encantada Townhome With Jacuzzi Facility and Service
Dip into one of the 3 outdoor pools or enjoy other recreational amenities, which include a health club. Additional features at this villa include complimentary wireless internet access and gas grills.

2BR Encantada Townhome With Jacuzzi Rooms
Your villa features a Smart 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.

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2.0/5
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Ly240207 - Windsor Palms Resort - 4 Bed 3 Baths Villa

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Osceola
Ly240207 - Windsor Palms Resort - 4 Bed 3 Baths Villa Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Old Town. This golf villa is 8.2 mi (13.2 km) from Disney's Hollywood Studios® and 9.2 mi (14.8 km) from Disney's Animal Kingdom® Theme Park.

Ly240207 - Windsor Palms Resort - 4 Bed 3 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 hot tubs. Additional amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ly240207 - Windsor Palms Resort - 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 DVD player is also provided.

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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Je58859 - Reunion Resort - 8 Bed 8 Baths Villa

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Osceola
Je58859 - Reunion Resort - 8 Bed 8 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.

Je58859 - Reunion Resort - 8 Bed 8 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.

Je58859 - Reunion Resort - 8 Bed 8 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. Quench your thirst with your favorite drink at the bar/lounge.

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Interior

7909 Draw Street 3bed

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Osceola
7909 Draw Street 3bed Location
With a stay at this villa in Kissimmee (Reunion), you'll be within a 10-minute drive of Mystic Dunes Golf Club and ChampionsGate Golf Club. This villa is 6.7 mi (10.8 km) from Walt Disney World® Resort and 8.7 mi (14.1 km) from Old Town.

7909 Draw Street 3bed Rooms
Make yourself comfortable in this air-conditioned villa, which has a kitchen.

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Encore Villa: Pool & Spa, 4 Blocks to Waterpark

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Osceola
Encore Villa: Pool & Spa, 4 Blocks to Waterpark Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home 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®.

Encore Villa: Pool & Spa, 4 Blocks to Waterpark 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.

Encore Villa: Pool & Spa, 4 Blocks to Waterpark Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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5BR Encore Villa Themed Rooms, Pool & Game Room

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Osceola
5BR Encore Villa Themed Rooms, Pool & Game Room Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This vacation home 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®.

5BR Encore Villa Themed Rooms, Pool & Game Room Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. This vacation home also features complimentary wireless internet access, an arcade/game room, and barbecue grills.

5BR Encore Villa Themed Rooms, Pool & Game Room Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Villas in Osceola

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