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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
Sport & Beauty

Ly230329 - Arcadia Estates - 7 Bed 6.5 Baths Villa

Villa

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Osceola
Ly230329 - Arcadia Estates - 7 Bed 6.5 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This golf villa is 5.9 mi (9.5 km) from ESPN Wide World of Sports Complex and 6 mi (9.6 km) from Old Town.

Ly230329 - Arcadia Estates - 7 Bed 6.5 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 a seasonal outdoor pool. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Ly230329 - Arcadia Estates - 7 Bed 6.5 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 with cable programming is available for your entertainment, and a DVD player is also provided.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of this villa.

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Sport & Beauty

Marcellas Villa At Acadia Estates

Villa

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Osceola
Marcellas Villa At Acadia Estates Location
When you stay at this vacation home in Kissimmee, you'll be next to a golf course, a 3-minute drive from Mystic Dunes Golf Club and 6 minutes from Walt Disney World® Resort. This golf vacation home is 5.8 mi (9.3 km) from Old Town and 5.8 mi (9.3 km) from ESPN Wide World of Sports Complex.

Marcellas Villa At Acadia Estates Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. This vacation home also features complimentary wireless internet access and an arcade/game room.

Marcellas Villa At Acadia Estates Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and an outdoor private hot tub. There's a private furnished lanai. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. A 42-inch flat-screen television is provided, with digital programming available.

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Others

Comfort and Space Villa With Mickey Room

Villa

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Osceola
Comfort and Space Villa With Mickey Room Location
With a stay at Comfort and Space Villa With Mickey Room in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This villa is 12.3 mi (19.8 km) from Walt Disney World® Resort and 12.5 mi (20.1 km) from Old Town.

Comfort and Space Villa With Mickey Room Rooms
Make yourself at home in one of the 26 guestrooms.

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Beautifully Decorated Townhome With Themed Rooms

Villa

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Osceola
Beautifully Decorated Townhome With Themed Rooms Location
With a stay at Beautifully Decorated Townhome With Themed Rooms 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 8.6 mi (13.9 km) from Walt Disney World® Resort.

Beautifully Decorated Townhome With Themed Rooms Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.

Beautifully Decorated Townhome With Themed Rooms Rooms
Make yourself at home in one of the air-conditioned rooms featuring kitchens with stovetops and microwaves. Conveniences include dryers and irons/ironing boards.

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Ov2184 - Venetian Bay - 4 Bed 3 Baths Villa

Villa

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Osceola
Ov2184 - Venetian Bay - 4 Bed 3 Baths Villa Location
With a stay at this villa in Kissimmee (Venetian Bay Villages), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This golf villa is 9.3 mi (15 km) from Disney Springs™ and 10.3 mi (16.6 km) from Walt Disney World® Resort.

Ov2184 - Venetian Bay - 4 Bed 3 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 an outdoor pool or a hot tub. Additional amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Ov2184 - Venetian Bay - 4 Bed 3 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. A flat-screen television is provided for your entertainment. Conveniences include a microwave and a washer/dryer.

Restaurant and Cafe
Relax with your favorite drink at the bar/lounge or the poolside bar.

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Room

Spectacular 9BR Villa Your Dream

Villa

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Osceola
Spectacular 9BR Villa Your Dream Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course. This villa is 5.5 mi (8.9 km) from Walt Disney World® Resort and 7.8 mi (12.5 km) from ESPN Wide World of Sports Complex.

Spectacular 9BR Villa Your Dream Facility and Service
Enjoy the recreation opportunities such as an indoor pool or make use of other amenities including barbecue grills.

Spectacular 9BR Villa Your Dream Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected. Conveniences include a washing machine and an iron/ironing board.

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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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6BR Championsgate Villa Pool, Spa & Game Room

Villa

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Osceola
6BR Championsgate Villa Pool, Spa & Game Room Location
With a stay at this vacation home in Four Corners (Champions Gate), you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This golf vacation home is 11.7 mi (18.8 km) from Old Town and 12.4 mi (20 km) from ESPN Wide World of Sports Complex.

6BR Championsgate Villa Pool, Spa & Game Room Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and an arcade/game room.

6BR Championsgate Villa Pool, Spa & Game Room Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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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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Others

7562 Magic Village 8 Guests 4 Suites 8 min Disney

Villa

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Osceola
7562 Magic Village 8 Guests 4 Suites 8 min Disney Location
Located in Kissimmee, this villa is 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®.

7562 Magic Village 8 Guests 4 Suites 8 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.

7562 Magic Village 8 Guests 4 Suites 8 min 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 separate bathtub and shower and complimentary toiletries.

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Exterior & Views

Lkb1029lkb 4 Bedroom Villa in Lake Berkley

Private Villa

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Osceola
Lkb1029lkb 4 Bedroom Villa in Lake Berkley Location
With a stay at this vacation home in Kissimmee (Lake Berkley), you'll be within a 15-minute drive of Old Town and Disney's Blizzard Beach Water Park. This golf vacation home is 9.2 mi (14.9 km) from Disney Springs™ and 9.4 mi (15.2 km) from Walt Disney World® Resort.

Lkb1029lkb 4 Bedroom Villa in Lake Berkley Facility and Service
Enjoy a range of recreational amenities, including an attached winery, an outdoor pool, and a fitness center.

Lkb1029lkb 4 Bedroom Villa in Lake Berkley Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a stovetop. Cable programming along with an MP3 docking station are provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.

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Je45977 - Reunion Resort - 7 Bed 6 Baths Villa

Villa

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Osceola
Je45977 - Reunion Resort - 7 Bed 6 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.

Je45977 - Reunion Resort - 7 Bed 6 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.

Je45977 - Reunion Resort - 7 Bed 6 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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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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Others

5BR Villa w/ Pool, Game Room + Themes Near Disney

Villa

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Osceola
5BR Villa w/ Pool, Game Room + Themes Near Disney 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 12.4 mi (19.9 km) from Walt Disney World® Resort and 12.6 mi (20.2 km) from Old Town.

5BR Villa w/ Pool, Game Room + Themes Near Disney Facility and Service
Don't miss out on the many recreational opportunities, including an outdoor pool, an indoor pool, and a hot tub. This villa also features complimentary wireless internet access, an arcade/game room, and barbecue grills.

5BR Villa w/ Pool, Game Room + Themes 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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Others

Luxury 7BR Villa w/ Pool & Game Room

Villa

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Osceola
Luxury 7BR Villa w/ Pool & Game Room 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 villa is 10 mi (16 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

Luxury 7BR Villa w/ Pool & Game Room 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 barbecue grills.

Luxury 7BR Villa w/ Pool & Game Room 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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Je62762 - Reunion Resort - 4 Bed 2 Baths Villa

Villa

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Osceola
Je62762 - Reunion Resort - 4 Bed 2 Baths Villa Location
With a stay at this villa in Kissimmee (Reunion), you'll be 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.

Je62762 - Reunion Resort - 4 Bed 2 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.

Je62762 - Reunion Resort - 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 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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Stylish Retreat With Large Patio and Living Areas

Villa

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Osceola
Stylish Retreat With Large Patio and Living Areas 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 4.7 mi (7.6 km) from ESPN Wide World of Sports Complex and 5.2 mi (8.4 km) from Disney's Hollywood Studios®.

Stylish Retreat With Large Patio and Living Areas Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. Additional amenities at this villa include complimentary wireless internet access, a picnic area, and gas grills.

Stylish Retreat With Large Patio and Living Areas Rooms
Make yourself comfortable in this air-conditioned villa, 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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Je53941 - Reunion Resort - 5 Bed 5 Baths Villa

Villa

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Osceola
Je53941 - 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.

Je53941 - 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. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Je53941 - 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.

See details
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Je53393 - Reunion Resort - 5 Bed 5 Baths Villa

Villa

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Osceola
Je53393 - Reunion Resort - 5 Bed 5 Baths Villa Location
With a stay at this villa in Kissimmee (Reunion), you'll be within a 15-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club. This family-friendly villa is 7.7 mi (12.5 km) from Walt Disney World® Resort and 9.8 mi (15.7 km) from Old Town.

Je53393 - 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. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Je53393 - 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.

See details
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Others

Cozy Home in Amazing Resort for Perfect Vacations

Villa

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Osceola
Cozy Home in Amazing Resort for Perfect Vacations 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 villa is 11.5 mi (18.6 km) from Old Town and 12.3 mi (19.8 km) from ESPN Wide World of Sports Complex.

Cozy Home in Amazing Resort for Perfect Vacations Facility and Service
Take in the views from a garden and make use of amenities such as barbecue grills.

Cozy Home in Amazing Resort for Perfect Vacations Rooms
Make yourself comfortable in your villa.

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Villas in Osceola

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