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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
Bedroom

9BR Solara Resort Villa with Pool, Spa & Theater Near Parks

Villa

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Osceola
9BR Solara Resort Villa with Pool, Spa & Theater Near Parks Location
When you stay at this vacation home in Kissimmee, you'll be near the airport, within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This family-friendly vacation home 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.

9BR Solara Resort Villa with Pool, Spa & Theater Near Parks Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. Additional features at this vacation home include an arcade/game room and gas grills.

9BR Solara Resort Villa with Pool, Spa & Theater Near Parks Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and an outdoor private hot tub. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. A 55-inch Smart television with digital programming provides entertainment, while complimentary wireless internet access keeps you connected. A private bathroom has a deep soaking tub and a hair dryer.

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7BR Home w/ Private Pool 20min Disney

Villa

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Osceola
7BR Home w/ Private Pool 20min Disney Location
With a stay at this villa in Kissimmee (Lake Berkley), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly villa is 9.1 mi (14.7 km) from Disney Springs™ and 9.3 mi (15 km) from Walt Disney World® Resort.

7BR Home w/ Private Pool 20min Disney 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.

7BR Home w/ Private Pool 20min 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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1.0/5
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Exterior & Views

Kissimmee Vacation Homes

Villa

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Osceola
Kissimmee Vacation Homes Location
With a stay at Kissimmee Vacation Homes in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This villa is 6.4 mi (10.4 km) from Old Town and 6.6 mi (10.6 km) from ESPN Wide World of Sports Complex.

Kissimmee Vacation Homes Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden.

Kissimmee Vacation Homes Rooms
Make yourself at home in one of the 30 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms with separate bathtubs and showers feature deep soaking bathtubs and complimentary toiletries. Conveniences include safes and microwaves, as well as phones with free local calls.

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2.6/5
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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.

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Luxury Home in the Best Location

Villa

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Osceola
Luxury Home in the Best Location Location
With a stay at this villa in Kissimmee, you'll be a 2-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort. This villa is 6.6 mi (10.6 km) from ESPN Wide World of Sports Complex and 6.8 mi (11 km) from Old Town.

Luxury Home in the Best Location Facility and Service
Take in the views from a garden.

Luxury Home in the Best Location Rooms
Make yourself comfortable in your villa.

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Exterior & Views

Casablanca Villa

Villa

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Osceola
Casablanca Villa Location
With a stay at this vacation home in Kissimmee (Cumbrian Lakes), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 10 mi (16.2 km) from Disney Springs™ and 10.2 mi (16.3 km) from ESPN Wide World of Sports Complex.

Casablanca Villa 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. Additional amenities at this vacation home include a picnic area and gas grills.

Casablanca Villa Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and a flat-screen TV. There's a private lanai. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Digital television is provided for your entertainment.

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Others

Magic Village 3 Suites Jacuzzi 6min Disney

Villa

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Osceola
Magic Village 3 Suites Jacuzzi 6min Disney 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 villa is 4.8 mi (7.7 km) from ESPN Wide World of Sports Complex and 5.3 mi (8.5 km) from Disney's Hollywood Studios®.

Magic Village 3 Suites Jacuzzi 6min Disney Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. This villa also features complimentary wireless internet access and barbecue grills.

Magic Village 3 Suites Jacuzzi 6min Disney 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 sofa bed, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

5bed 5Ba Reunion Villa W.pool

Villa

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Osceola
5bed 5Ba Reunion Villa W.pool Location
With a stay at this cottage in Kissimmee (Reunion), you'll be a 2-minute drive from Reunion Resort Golf Course and 6 minutes from ChampionsGate Golf Club. This cottage is 8.2 mi (13.1 km) from Walt Disney World® Resort and 9.8 mi (15.8 km) from Old Town.

5bed 5Ba Reunion Villa W.pool Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a fitness center.

5bed 5Ba Reunion Villa W.pool Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Others

Stunning 9BR Villa Near Disney Storey Lake

Villa

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Osceola
Stunning 9BR Villa Near Disney Storey Lake 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 6 mi (9.7 km) from Disney Springs™ and 6.7 mi (10.7 km) from Walt Disney World® Resort.

Stunning 9BR Villa Near Disney Storey Lake 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 barbecue grills.

Stunning 9BR Villa Near Disney Storey Lake 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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Exterior & Views

Luxury Villa Private Pool And Great Game Room

Villa

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Osceola
Luxury Villa Private Pool And Great Game Room offers top-notch services and amenities, ensuring guests experience utmost comfort.Visitors can take advantage of the accessible parking options directly at the private villa. Smoking is limited to specified smoking zones.Each accommodation at Luxury Villa Private Pool And Great Game Room is thoughtfully created and adorned to provide visitors with a comfortable, home-like atmosphere.In select rooms, guests at the private villa can enjoy top-notch in-room entertainment with television and cable TV available for their convenience. Understanding the significance of bathroom amenities in enhancing guest contentment, the private villa offers a hair dryer within certain chosen rooms. Luxury Villa Private Pool And Great Game Room provides a superb assortment of leisure amenities for guests to enjoy.Unwind after your day by exploring the spa and find warmth and relaxation. For individuals who don't want to skip their exercise routine, visiting the private villa fitness center ensures you maintain your vitality and wellness.
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Others

Relaxing Oak Island Pool Villa

Villa

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Osceola
Relaxing Oak Island Pool Villa Rooms
Complimentary wireless internet access is available to keep you connected.

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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

2476 Shanti Drive 12bed

Villa

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Osceola
2476 Shanti Drive 12bed 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 7.5 mi (12.1 km) from Disney Springs™ and 8.5 mi (13.7 km) from Walt Disney World® Resort.

2476 Shanti Drive 12bed Facility and Service
Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and barbecue grills.

2476 Shanti Drive 12bed Rooms
Make yourself comfortable in this air-conditioned villa, which has a kitchen. There's a private patio. Conveniences include a desk and a dryer.

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Others

Luxury 4BR Home w/ Pool Near Disney!

Villa

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Osceola
Luxury 4BR Home w/ Pool Near Disney! 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 (19.4 km) from Old Town and 12.8 mi (20.6 km) from ESPN Wide World of Sports Complex.

Luxury 4BR Home w/ Pool Near Disney! 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 and barbecue grills.

Luxury 4BR Home w/ 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 shower and complimentary toiletries.

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Others

Magic Village Charming Special 6 min Disney

Villa

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Osceola
Magic Village Charming Special 6 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 4.8 mi (7.8 km) from ESPN Wide World of Sports Complex and 5.3 mi (8.6 km) from Disney's Hollywood Studios®.

Magic Village Charming Special 6 min Disney Facility and Service
Enjoy recreational amenities such as an outdoor pool and a hot tub. This villa also features complimentary wireless internet access and barbecue grills.

Magic Village Charming Special 6 min Disney Rooms
Make yourself comfortable in this villa, which has a kitchen. There's a private furnished patio. A flat-screen television with cable programming provides entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a separate sitting area and a sofa bed, and you can also request a crib/infant bed (complimentary).

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Bedroom

5 Bed Storey Lake Villa with Games & Pool

Villa

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Osceola
5 Bed Storey Lake Villa with Games & Pool Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This spa vacation home is 6.1 mi (9.8 km) from Disney Springs™ and 6.9 mi (11 km) from ESPN Wide World of Sports Complex.

5 Bed Storey Lake Villa with Games & Pool 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. Additional amenities at this vacation home include an arcade/game room and barbecue grills.

5 Bed Storey Lake Villa with Games & Pool Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Luxury 8BR Villa w/ Pool, Game & Theater Room

Villa

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Osceola
Luxury 8BR Villa w/ Pool, Game & Theater Room 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 7.4 mi (11.9 km) from ESPN Wide World of Sports Complex and 7.9 mi (12.7 km) from Disney's Hollywood Studios®.

Luxury 8BR Villa w/ Pool, Game & Theater Room Facility and Service
Be sure to enjoy recreational amenities, including an outdoor pool, an indoor pool, and a hot tub. Additional amenities at this villa include complimentary wireless internet access, concierge services, and barbecue grills.

Luxury 8BR Villa w/ Pool, Game & Theater Room 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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Interior

9031srl Luxury 9beds Villas With Pool Spa In Solara

Villa

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Osceola
9031srl Luxury 9beds Villas With Pool Spa In Solara Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This cottage is 10.1 mi (16.3 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.2 km) from ESPN Wide World of Sports Complex.

9031srl Luxury 9beds Villas With Pool Spa In Solara Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Others

Tropical Enchanted Oaks Villa

Private Villa

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Osceola
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Luxury 8BR Villa w/ HP & Star Wars Rooms/theater!

Villa

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Osceola
Luxury 8BR Villa w/ HP & Star Wars Rooms/theater! 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.

Luxury 8BR Villa w/ HP & Star Wars Rooms/theater! Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Luxury 8BR Villa w/ HP & Star Wars Rooms/theater! Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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Villas in Osceola

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