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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
Interior entrance

Stylish Disney Getaway With Themed Rooms

Villa

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Osceola
Stylish Disney Getaway With Themed Rooms 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 12.3 mi (19.7 km) from Old Town and 12.4 mi (19.9 km) from Walt Disney World® Resort.

Stylish Disney Getaway With Themed Rooms Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access.

Stylish Disney Getaway With Themed Rooms Rooms
Treat yourself to a stay in this individually decorated villa, which features a private pool and a Smart TV. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment. Conveniences include a desk and a washer/dryer.

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Room

Stunning Storey Lake Villa Prime Location

Villa

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Osceola
Stunning Storey Lake Villa Prime Location 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 (11.1 km) from Walt Disney World® Resort.

Stunning Storey Lake Villa Prime Location Facility and Service
Take in the views from a garden.

Stunning Storey Lake Villa Prime Location Rooms
Make yourself comfortable in your villa.

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5.0/5
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Aco258634 - The Encore Club Resort - 10 Bed 10 Baths Villa

Villa

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Osceola
Aco258634 - The Encore Club Resort - 10 Bed 10 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and ChampionsGate Golf Club. This family-friendly villa is 5.5 mi (8.9 km) from Walt Disney World® Resort and 7.6 mi (12.2 km) from ESPN Wide World of Sports Complex.

Aco258634 - The Encore Club Resort - 10 Bed 10 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 complimentary water park or a hot tub. Additional amenities at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Aco258634 - The Encore Club Resort - 10 Bed 10 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 is provided for your entertainment. Conveniences include a microwave and a washer/dryer.

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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Sport & Beauty

Lkb4705aw 4 Bedroom Villa in Lake Berkley

Private Villa

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Osceola
Lkb4705aw 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 Orlando Vineland Premium Outlets. This golf vacation home is 9.2 mi (14.8 km) from Disney Springs™ and 9.4 mi (15.1 km) from Walt Disney World® Resort.

Lkb4705aw 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.

Lkb4705aw 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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Luxury 6BR Encore Home w/ Pool Near Disney

Villa

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Osceola
Luxury 6BR Encore Home w/ Pool 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 Mystic Dunes Golf Club. This villa is 7.3 mi (11.8 km) from ESPN Wide World of Sports Complex and 7.8 mi (12.6 km) from Disney's Hollywood Studios®.

Luxury 6BR Encore Home w/ Pool Near 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, an arcade/game room, and a vending machine.

Luxury 6BR Encore Home w/ Pool Near Disney Rooms
Make yourself comfortable in your air-conditioned villa, which 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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Villa Tropics 4 Bedroom Villa

Villa

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Osceola
Villa Tropics 4 Bedroom Villa Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort. This villa is 6.1 mi (9.8 km) from ESPN Wide World of Sports Complex and 6.6 mi (10.7 km) from Old Town.

Villa Tropics 4 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Others

3BR Villa w/ Resort Access Near Disney

Villa

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Osceola
3BR Villa w/ Resort Access 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 11.9 mi (19.1 km) from Old Town and 12.7 mi (20.4 km) from ESPN Wide World of Sports Complex.

3BR Villa w/ Resort Access Near Disney Facility and Service
Enjoy recreation amenities such as a hot tub or take in the view from a garden. This villa also features complimentary wireless internet access, an arcade/game room, and a vending machine.

3BR Villa w/ Resort Access Near Disney Rooms
Your villa features a flat-screen 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 and complimentary toiletries.

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Others

11br Near Disney Private Pool, spa & Cinema

Villa

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Osceola
11br Near Disney Private Pool, spa & Cinema 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.

11br Near Disney Private Pool, spa & Cinema 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.

11br Near Disney Private Pool, spa & Cinema 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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Exterior & Views

Sunshine Park at Windsor Hills villa

Villa

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Osceola
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Ip60210 - Indian Creek - 5 Bed 4 Baths Villa

Villa

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Osceola
Ip60210 - Indian Creek - 5 Bed 4 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 Walt Disney World® Resort. This golf villa is 6.8 mi (10.9 km) from Old Town and 6.9 mi (11 km) from ESPN Wide World of Sports Complex.

Ip60210 - Indian Creek - 5 Bed 4 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.

Ip60210 - Indian Creek - 5 Bed 4 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.

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Exterior & Views

Compass Bay Family Comfort & Resort Amenities

Private Villa

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Osceola
Compass Bay Family Comfort & Resort Amenities 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 (8.7 km) from Disney Springs™ and 5.6 mi (9 km) from ESPN Wide World of Sports Complex.

Compass Bay Family Comfort & 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, an arcade/game room, and barbecue grills.

Compass Bay Family Comfort & Resort Amenities Rooms
Make yourself comfortable in this villa, featuring a kitchen with a stovetop and a microwave. 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 washer/dryer, and you can also request a crib/infant bed (complimentary).

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Lake Side View Private Pool Home In Resort! 10 Bedroom Villa

Villa

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Osceola
Lake Side View Private Pool Home In Resort! 10 Bedroom Villa 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 mi (11.3 km) from Disney Springs™ and 8 mi (12.9 km) from Walt Disney World® Resort.

Lake Side View Private Pool Home In Resort! 10 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Luxury High Ceilings Pool, Spa Beautiful Home! 6 Bedroom Villa

Villa

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Osceola
Luxury High Ceilings Pool, Spa Beautiful Home! 6 Bedroom Villa Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This villa is 10.1 mi (16.3 km) from Disney's Animal Kingdom® Theme Park and 11.1 mi (17.8 km) from ESPN Wide World of Sports Complex.

Luxury High Ceilings Pool, Spa Beautiful Home! 6 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Villas at Island Club Community, Pools, Jacuzzi and More!

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Osceola
Villas at Island Club Community, Pools, Jacuzzi and More! Location
With a stay at this condo in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This condo is 7.2 mi (11.6 km) from Disney's Animal Kingdom® Theme Park and 8 mi (12.9 km) from ESPN Wide World of Sports Complex.

Villas at Island Club Community, Pools, Jacuzzi and More! Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center.

Villas at Island Club Community, Pools, Jacuzzi and More! Rooms
Make yourself comfortable in your condo. Complimentary wireless internet access is available to keep you connected.

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Upscale 3BR Suites, Patio With BBQ & Jacuzzi

Villa

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Osceola
Upscale 3BR Suites, Patio With BBQ & Jacuzzi Location
With a stay at this villa in Kissimmee, you'll be a 3-minute drive from Walt Disney World® Resort and 8 minutes from 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®.

Upscale 3BR Suites, Patio With BBQ & Jacuzzi 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, a picnic area, and gas grills.

Upscale 3BR Suites, Patio With BBQ & Jacuzzi 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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3.0/5
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4bd/3ba Champions Gate Home With Private Pool

Villa

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Osceola
4bd/3ba Champions Gate Home With Private Pool 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 11.3 mi (18.2 km) from Old Town and 12.1 mi (19.5 km) from ESPN Wide World of Sports Complex.

4bd/3ba Champions Gate Home With Private Pool Facility and Service
Be sure to enjoy recreational amenities, including a health club, an outdoor pool, and a hot tub. This villa also features complimentary wireless internet access, an arcade/game room, and a picnic area.

4bd/3ba Champions Gate Home With Private Pool 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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3.0/5
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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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Exterior & Views

Orlando Villa 4355

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Osceola
Orlando Villa 4355 provides flawless service and all the necessary facilities for visitors.Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. When arriving by car, you'll be grateful for the on-site complimentary parking at private villa.Need something at the last minute? The convenience stores has you covered, ensuring your requirements are met without any inconvenience.To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire private villa. In order to ensure the utmost level of relaxation, the guestrooms feature an inviting design and are equipped with all basic necessities, creating a delightful stay experience.To ensure your satisfaction, certain rooms in the private villa come fitted with linen service for a more pleasant stay.Selected rooms offer in-room amusement like cable TV as a source of entertainment for guests to enjoy.Within specific rooms, a refrigerator, a coffee or tea maker and mini bar is conveniently available for your use.Understanding the significance of bathroom facilities in enhancing visitor contentment, private villa offers a hair dryer and towels within a few chosen chambers. Various excellent meal offerings at private villa ensure that enticing and easily accessible options are constantly available.Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment.Throughout the day, engage in the entertaining activities available at Orlando Villa 4355. Unwind and conclude each day delightfully by stopping by hot tub and spa, ensuring a soothing experience. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by private villa.
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Exterior & Views

This amazing 6 Bedroom property with a lake view Villa by RedAwning

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Osceola
This amazing 6 Bedroom property with a lake view Villa by RedAwning 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 villa is 5.7 mi (9.2 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.7 km) from Disney's Hollywood Studios®.

This amazing 6 Bedroom property with a lake view Villa by RedAwning 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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Je58428 - Champions Gate Resort - 8 Bed 5 Baths Villa

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Osceola
Je58428 - 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 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This family-friendly villa is 11.9 mi (19.1 km) from Old Town and 12.6 mi (20.3 km) from ESPN Wide World of Sports Complex.

Je58428 - 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 features at this villa include complimentary wireless internet access, concierge services, and a television in a common area.

Je58428 - 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. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar.

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Fully Booked
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Villas in Osceola

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