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Villas in Osceola

Osceola
Thu, 05 Nov 2026 - Fri, 06 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 1.000+ Villas in Osceola
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Velleux Escape at Reunion Resort by Shine Villas

Villa

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Osceola
Velleux Escape at Reunion Resort by Shine Villas Location
With a stay at this cottage in Kissimmee (Reunion), you'll be within a 15-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club. This golf cottage is 7.4 mi (12 km) from Walt Disney World® Resort and 10.2 mi (16.4 km) from Disney's Hollywood Studios®.

Velleux Escape at Reunion Resort by Shine Villas Facility and Service
Take time to pamper yourself with a visit to the full-service spa. If you're looking for recreational opportunities, you'll find an outdoor pool and a fitness center.

Velleux Escape at Reunion Resort by Shine Villas Rooms
Make yourself comfortable in this cottage, which features a private pool and a flat-screen TV. A kitchen makes it easy to prepare your meals. Complimentary wireless internet access keeps you connected, and a video-game console is provided for your entertainment.

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Plush Pelican, At Storey Lake By Shine Villas #839 4 Bedroom Home

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Osceola
Plush Pelican, At Storey Lake By Shine Villas #839 4 Bedroom Home Location
When you stay at this vacation home 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 vacation home is 6.9 mi (11.2 km) from Disney Springs™ and 8 mi (12.9 km) from Walt Disney World® Resort.

Plush Pelican, At Storey Lake By Shine Villas #839 4 Bedroom Home Facility and Service
Be sure to enjoy recreational amenities including an outdoor tennis court and a fitness center.

Plush Pelican, At Storey Lake By Shine Villas #839 4 Bedroom Home Rooms
Make yourself comfortable in your vacation home, 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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2.0/5
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6BR Near Disney Pool, spa & 2 Game Rooms

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Osceola
6BR Near Disney Pool, spa & 2 Game Rooms Location
With a stay at 6BR Near Disney Pool, spa & 2 Game Rooms in Kissimmee, you'll be 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®.

6BR Near Disney Pool, spa & 2 Game Rooms Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. Additional features at this villa include complimentary wireless internet access and barbecue grills.

6BR Near Disney Pool, spa & 2 Game Rooms Rooms
Stay in one of the guestrooms featuring Smart televisions. Rooms have private furnished patios. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have bathtubs or showers and complimentary toiletries.

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Luxury Home 7 Bedrooms Near Disney! 7 Villa by RedAwning

Villa

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Osceola
Luxury Home 7 Bedrooms Near Disney! 7 Villa by RedAwning Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 7.8 mi (12.5 km) from Walt Disney World® Resort and 9.6 mi (15.4 km) from Disney's Animal Kingdom® Theme Park.

Luxury Home 7 Bedrooms Near Disney! 7 Villa by RedAwning Rooms
Make yourself comfortable in your air-conditioned vacation home. Complimentary wireless internet access is available to keep you connected.

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5BR Solara Home Private Pool & Themed Rooms

Villa

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Osceola
5BR Solara Home Private Pool & Themed Rooms 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 8.6 mi (13.9 km) from Walt Disney World® Resort and 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park.

5BR Solara Home Private Pool & Themed Rooms Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. Additional features at this villa include complimentary wireless internet access, an arcade/game room, and a picnic area.

5BR Solara Home Private Pool & Themed Rooms 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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Villa Marcello 4 Bedroom Home by RedAwning

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Osceola
Villa Marcello 4 Bedroom Home by RedAwning Location
With a stay at this vacation home in Kissimmee (Bellavida), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 8.5 mi (13.7 km) from Disney Springs™ and 9 mi (14.4 km) from Walt Disney World® Resort.

Villa Marcello 4 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your individually decorated vacation home. Complimentary wireless internet access is available to keep you connected.

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Ly53774 - Indian Ridge - 4 Bed 2 Baths Villa

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Osceola
Ly53774 - 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 9 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 (11.8 km) from ESPN Wide World of Sports Complex.

Ly53774 - Indian Ridge - 4 Bed 2 Baths Villa Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as a hot tub and an outdoor tennis court. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Ly53774 - 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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Grand 15-bedroom Villa -magical Themes, Pool & Game Loft, Lakeview

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Osceola
Grand 15-bedroom Villa -magical Themes, Pool & Game Loft, Lakeview Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Old Town and 192 Flea Market. This vacation home is 9.8 mi (15.7 km) from Orlando Vineland Premium Outlets and 10 mi (16 km) from Disney Springs™.

Grand 15-bedroom Villa -magical Themes, Pool & Game Loft, Lakeview Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including an arcade/game room.

Grand 15-bedroom Villa -magical Themes, Pool & Game Loft, Lakeview Rooms
Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a refrigerator and an oven. There's a private patio. A 42-inch flat-screen television is provided, with digital programming available. Conveniences include a separate sitting area and a microwave.

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Sport & Beauty

Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa

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Osceola
Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom 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 golf villa is 11.8 mi (19 km) from Old Town and 12.6 mi (20.3 km) from ESPN Wide World of Sports Complex.

Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa Facility and Service
Take advantage of recreation opportunities including an outdoor tennis court and a fitness center.

Star Stay At Championsgate Resort By Shine Villas 023 7 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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Living area

Skc7644

Villa

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Osceola
Skc7644 Location
Located in Kissimmee (Windsor Hills), this villa is within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This villa is 5.7 mi (9.2 km) from ESPN Wide World of Sports Complex and 6 mi (9.6 km) from Old Town.

Skc7644 Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Skc7644 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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5bd/5ba Lake View Brandnew at Champions Gate

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Osceola
5bd/5ba Lake View Brandnew at Champions Gate Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This villa is 12.5 mi (20.1 km) from Walt Disney World® Resort and 12.7 mi (20.5 km) from Old Town.

5bd/5ba Lake View Brandnew at Champions Gate Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and an arcade/game room.

5bd/5ba Lake View Brandnew at Champions Gate 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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Club Cortile Resort

Private Villa

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Osceola
Club Cortile Resort Location
With a stay at Club Cortile Resort in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 6.6 mi (10.5 km) from Disney Springs™ and 7.6 mi (12.2 km) from Walt Disney World® Resort.

Club Cortile Resort Rooms
Make yourself at home in one of the 6 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. 60-inch flat-screen televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include microwaves and coffee/tea makers.

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3.4/5
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Condominium villas near Disney Orlando Florida

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Osceola
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5br/4ba Luxury Home Resort Access

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Osceola
5br/4ba Luxury Home Resort Access 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 (11.8 km) from Disney Springs™ and 8.4 mi (13.4 km) from Walt Disney World® Resort.

5br/4ba Luxury Home Resort Access Facility and Service
Dip into one of the 3 outdoor pools or enjoy other recreational amenities including a complimentary water park and a lazy river. Additional features at this villa include complimentary wireless internet access, concierge services, and an arcade/game room.

5br/4ba Luxury Home Resort Access Rooms
Make yourself comfortable in your air-conditioned villa, which features a flat-screen TV. There's a private lanai. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.

Restaurant and Cafe
Relax with a refreshing drink at one of the 2 poolside bars.

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5.0/5
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Exterior & Views

Fabulous 5 Bedrooms Close to Disney at Champions Gate Resort 8988

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Osceola
Fabulous 5 Bedrooms Close to Disney at Champions Gate Resort 8988 Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This family-friendly villa is 12.3 mi (19.7 km) from Walt Disney World® Resort and 12.4 mi (20 km) from Old Town.

Fabulous 5 Bedrooms Close to Disney at Champions Gate Resort 8988 Facility and Service
Don't miss out on the many recreational opportunities, including a complimentary water park, an outdoor pool, and a lazy river. This villa also features concierge services, a television in a common area, and charcoal grills.

Fabulous 5 Bedrooms Close to Disney at Champions Gate Resort 8988 Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool and a Smart TV. There's a private balcony or patio. 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.

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3.5/5
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3BR Themed Home Near Disney

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Osceola
3BR Themed Home Near Disney 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 6.7 mi (10.8 km) from Disney's Animal Kingdom® Theme Park and 7.9 mi (12.7 km) from Old Town.

3BR Themed Home Near Disney Facility and Service
This smoke-free villa offers complimentary parking nearby.

3BR Themed Home Near Disney 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 washer/dryer, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

Great Home, Mickey & Harry Potter Beds, Top Spot

Villa

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Osceola
Great Home, Mickey & Harry Potter Beds, Top Spot 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 6.6 mi (10.5 km) from Walt Disney World® Resort.

Great Home, Mickey & Harry Potter Beds, Top Spot Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a 24-hour fitness center. Additional amenities at this villa include complimentary wireless internet access and gas grills.

Great Home, Mickey & Harry Potter Beds, Top Spot 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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Exterior & Views

Comfy Themed Home, Private Pool, Prime Location

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Osceola
Comfy Themed Home, Private Pool, Prime Location Location
Located in Four Corners, this villa is within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This villa is 12 mi (19.4 km) from Old Town and 12.8 mi (20.6 km) from ESPN Wide World of Sports Complex.

Comfy Themed Home, Private Pool, Prime Location Facility and Service
Dip into one of the 2 outdoor pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional amenities at this villa include complimentary wireless internet access and gas grills.

Comfy Themed Home, Private Pool, Prime Location Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool and a Smart TV. There's a private balcony or patio. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment.

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Interior

Emerald Garden - Resort - 15 Min to Disney - Pets

Villa

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Osceola
Emerald Garden - Resort - 15 Min to Disney - Pets 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 villa is 7 mi (11.2 km) from ESPN Wide World of Sports Complex and 7.1 mi (11.4 km) from Old Town.

Emerald Garden - Resort - 15 Min to Disney - Pets Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a sauna.

Emerald Garden - Resort - 15 Min to Disney - Pets Rooms
Make yourself comfortable in this air-conditioned villa, which has a kitchen. Cable television is provided for your entertainment. Conveniences include a desk and a coffee/tea maker, and you can also request a crib/infant bed (complimentary).

Restaurant and Cafe
Quench your thirst with your favorite drink at the poolside bar.

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Je35876 - Reunion Resort - 5 Bed 5 Baths Villa

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Osceola
Je35876 - Reunion Resort - 5 Bed 5 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 mi (14.4 km) from Disney's Animal Kingdom® Theme Park.

Je35876 - Reunion Resort - 5 Bed 5 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. Additional features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Je35876 - Reunion 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. Quench your thirst with your favorite drink at the bar/lounge.

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Villas in Osceola

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