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Vacation Homes in Osceola

Osceola
Sat, 14 Nov 2026 - Sun, 15 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 1.000+ Vacation Homes in Osceola
Sport & Beauty

1030 Splash Shot Place

Vacation Home

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Osceola
1030 Splash Shot Place Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This family-friendly vacation home is 12.4 mi (19.9 km) from Old Town and 13.1 mi (21.1 km) from ESPN Wide World of Sports Complex.

1030 Splash Shot Place Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a waterslide. Additional features at this vacation home include complimentary wireless internet access and an arcade/game room.

1030 Splash Shot Place Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private patio. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

Restaurant and Cafe
At this vacation home, enjoy a satisfying meal at the restaurant.

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4.0/5
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Exterior & Views

4bed 3Ba Champions Gate Pool Home

Vacation Home

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Osceola
4bed 3Ba Champions Gate Pool Home 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 family-friendly vacation home is 11.4 mi (18.3 km) from Old Town and 12.2 mi (19.6 km) from ESPN Wide World of Sports Complex.

4bed 3Ba Champions Gate Pool Home Facility and Service
Don't miss out on recreational opportunities including a hot tub and a fitness center. Additional features at this vacation home include wireless internet access (surcharge), an arcade/game room, and barbecue grills.

4bed 3Ba Champions Gate Pool Home Rooms
Make yourself comfortable in this vacation home, which has a kitchen. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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2809fb 4-bed Disney Area Pool Home Games Room, Spa

Vacation Home

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Osceola
2809fb 4-bed Disney Area Pool Home Games Room, Spa Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This spa vacation home is 6.1 mi (9.8 km) from ESPN Wide World of Sports Complex and 6.8 mi (10.9 km) from Disney's Hollywood Studios®.

2809fb 4-bed Disney Area Pool Home Games Room, Spa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. Additional amenities at this vacation home include complimentary wireless internet access and an arcade/game room.

2809fb 4-bed Disney Area Pool Home Games Room, Spa Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a private hot tub. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wired and wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Exterior & Views

Orlando House 1000

Vacation Home

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Osceola
Great care is taken to ensure guests experience comfort through top-notch services and amenities.Remain linked during your visit by utilizing the complimentary internet access available. Crafted for coziness, every guestroom provides an array of features, guaranteeing a tranquil night's sleep while maintaining the level of comfort.For an elevated experience at country house, select rooms are equipped with linen service to improve your stay. At Orlando House 1000, guests can choose from a variety of room configurations, some of which feature separate living room and balcony or terrace. Expand your in-room entertainment choices with various amenities, such as cable TV offered in certain accommodations. Rest assured that your hydration needs will be met, as some guestrooms are equipped with a refrigerator and a coffee or tea maker.Maintain your cleanliness and feel revitalized using a hair dryer available in select guest restrooms. Do you possess exceptional culinary skills? Prepare your meals personally within the country house at its BBQ facilities.Indulge in the numerous pursuits available at Orlando House 1000. Treat and spoil yourself by taking a trip to spa.
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Exterior & Views

Crystal Cove 4 Bedroom Vacation Home (1527)

Vacation Home

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Osceola
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Bedroom

6BR 4BA Home in Windsor Hills by CV-2601

Vacation Home

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Osceola
6BR 4BA Home in Windsor Hills by CV-2601 Location
With a stay at this vacation home in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 5.7 mi (9.2 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.8 km) from Disney's Hollywood Studios®.

6BR 4BA Home in Windsor Hills by CV-2601 Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a fitness center.

6BR 4BA Home in Windsor Hills by CV-2601 Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a flat-screen TV. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a video-game console is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.

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Exterior & Views

Ohana Gathering House

Vacation Home

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Osceola
Ohana Gathering House Location
With a stay at Ohana Gathering House in Four Corners, you'll be within a 15-minute drive of Flamingo Crossings Town Center and ChampionsGate Golf Club. This family-friendly vacation home is 10 mi (16.1 km) from Walt Disney World® Resort and 11.7 mi (18.8 km) from Disney's Animal Kingdom® Theme Park.

Ohana Gathering House Facility and Service
Enjoy a range of recreational amenities, including a complimentary water park, an outdoor pool, and a lazy river. Additional features at this vacation home include an arcade/game room, a picnic area, and barbecue grills.

Ohana Gathering House Rooms
Treat yourself to a stay in one of the 15 individually decorated guestrooms, featuring private pools and outdoor private hot tubs. Rooms have private patios. Kitchens are outfitted with refrigerators, ovens, and stovetops. 50-inch Smart televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected.

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Family & Kids

Luxurious 10-bed Lakefront Retreat Near Disney

Vacation Home

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Osceola
Luxurious 10-bed Lakefront Retreat Near Disney Location
With a stay at this vacation home in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This vacation home is 5.3 mi (8.6 km) from Disney Springs™ and 6.4 mi (10.2 km) from Walt Disney World® Resort.

Luxurious 10-bed Lakefront Retreat Near Disney Facility and Service
Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and an arcade/game room.

Luxurious 10-bed Lakefront Retreat Near Disney 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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Others

Gated Community, Private Pool and Game Room Near Disney!!!

Vacation Home

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Osceola
Gated Community, Private Pool and Game Room Near Disney!!! Location
With a stay at this vacation home in Kissimmee (Crystal Cove), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 8.4 mi (13.5 km) from Disney Springs™ and 8.5 mi (13.7 km) from ESPN Wide World of Sports Complex.

Gated Community, Private Pool and Game Room Near Disney!!! Rooms
Make yourself comfortable in this vacation home, which features a private pool. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Magic Village Resort 4 Bdrm Townhome

Vacation Home

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Osceola
Magic Village Resort 4 Bdrm Townhome Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 4.9 mi (8 km) from ESPN Wide World of Sports Complex and 5.8 mi (9.4 km) from Disney's Hollywood Studios®.

Magic Village Resort 4 Bdrm Townhome Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a fitness center. Additional amenities at this vacation home include complimentary wireless internet access, concierge services, and barbecue grills.

Magic Village Resort 4 Bdrm Townhome Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a microwave. A flat-screen television is provided for your entertainment.

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Welcome to The Dream Getaway

Vacation Home

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Osceola
Welcome to The Dream Getaway Location
With a stay at this vacation home in Kissimmee (Reunion), you'll be within a 15-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club. This vacation home is 7.7 mi (12.4 km) from Walt Disney World® Resort and 10 mi (16 km) from ESPN Wide World of Sports Complex.

Welcome to The Dream Getaway 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.

Welcome to The Dream Getaway Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Exterior & Views

Marvelous 4Bd with Pool at Storey Lake Resort 2601

Vacation Home

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Osceola
Marvelous 4Bd with Pool at Storey Lake Resort 2601 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 family-friendly vacation home is 7.3 mi (11.8 km) from Disney Springs™ and 8.3 mi (13.4 km) from Walt Disney World® Resort.

Marvelous 4Bd with Pool at Storey Lake Resort 2601 Facility and Service
Be sure to enjoy recreational amenities, including a complimentary water park, an outdoor pool, and a lazy river. Additional amenities at this vacation home include concierge services, a television in a common area, and charcoal grills.

Marvelous 4Bd with Pool at Storey Lake Resort 2601 Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool and a Smart TV. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. Cable programming and a DVD player are provided for your entertainment, while complimentary wired internet access keeps you connected. Conveniences include a safe and a desk, and you can also request a crib/infant bed (surcharge).

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5.0/5
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Exterior & Views

1029 3 Bedroom Pool Home, Eagle Pointe Kissimmee

Private Vacation Home

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Osceola
1029 3 Bedroom Pool Home, Eagle Pointe Kissimmee Location
With a stay at this vacation home in Kissimmee (Eagle Pointe South), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 9.7 mi (15.6 km) from Disney Springs™ and 9.9 mi (15.9 km) from ESPN Wide World of Sports Complex.

1029 3 Bedroom Pool Home, Eagle Pointe Kissimmee Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a flat-screen TV. Wired and wireless internet access is complimentary, while a DVD player and cable programming provide entertainment. Conveniences include a microwave and a washer/dryer.

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Exterior & Views

Private Pool Homes near DIsney by Amsun

Vacation Home

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Osceola
Private Pool Homes near DIsney by Amsun Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This spa vacation home is 6.9 mi (11.1 km) from Old Town and 6.9 mi (11.2 km) from ESPN Wide World of Sports Complex.

Private Pool Homes near DIsney by Amsun Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You can take advantage of recreational amenities such as an outdoor pool and a fitness center. This vacation home also features an arcade/game room and barbecue grills.

Private Pool Homes near DIsney by Amsun Rooms
Make yourself comfortable in this air-conditioned vacation home, which has a kitchen. A flat-screen television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected.

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Others

Champions Gate Near Disney Privacy In Back! 6 Bedroom Home by RedAwning

Vacation Home

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Osceola
Champions Gate Near Disney Privacy In Back! 6 Bedroom Home by RedAwning 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 vacation home is 11.7 mi (18.9 km) from Old Town and 12.5 mi (20.1 km) from ESPN Wide World of Sports Complex.

Champions Gate Near Disney Privacy In Back! 6 Bedroom Home by RedAwning Facility and Service
This smoke-free vacation home offers a foosball table.

Champions Gate Near Disney Privacy In Back! 6 Bedroom Home by RedAwning Rooms
Make yourself comfortable in this vacation home, which has a kitchen. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment.

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Exterior & Views

Brand New Storey Lake Resort With Water Slides 4 Bedroom Townhouse by RedAwning

Vacation Home

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Osceola
Brand New Storey Lake Resort With Water Slides 4 Bedroom Townhouse by RedAwning 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 (9.6 km) from Disney Springs™ and 6.8 mi (11 km) from ESPN Wide World of Sports Complex.

Brand New Storey Lake Resort With Water Slides 4 Bedroom Townhouse by RedAwning Rooms
Make yourself comfortable in your air-conditioned villa. Complimentary wireless internet access is available to keep you connected.

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Others

Ip60392 - Fiesta Key - 3 Bed 3 Baths Townhome

Vacation Home

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Osceola
Ip60392 - Fiesta Key - 3 Bed 3 Baths Townhome 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 golf vacation home is 9.8 mi (15.9 km) from Disney Springs™ and 9.9 mi (15.9 km) from ESPN Wide World of Sports Complex.

Ip60392 - Fiesta Key - 3 Bed 3 Baths Townhome 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 an outdoor tennis court. Additional features at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Ip60392 - Fiesta Key - 3 Bed 3 Baths Townhome Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony. A flat-screen television with cable programming is available for your entertainment, and a video-game console is also provided. Conveniences include a microwave and a washer/dryer.

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Aco106374 - Bella Vida Resort - 4 Bed 3 Baths Townhouse

Vacation Home

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Osceola
Aco106374 - Bella Vida Resort - 4 Bed 3 Baths Townhouse 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 golf vacation home is 8.8 mi (14.2 km) from Disney Springs™ and 8.9 mi (14.3 km) from ESPN Wide World of Sports Complex.

Aco106374 - Bella Vida Resort - 4 Bed 3 Baths Townhouse Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as a hot tub and a fitness center. This vacation home also features complimentary wireless internet access, concierge services, and a television in a common area.

Aco106374 - Bella Vida Resort - 4 Bed 3 Baths Townhouse Rooms
Make yourself comfortable in this air-conditioned vacation home, 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
Grab a bite from the grocery/convenience store serving guests of this vacation home.

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Dog-friendly Getaway With Private Pool + Spa, Putting Green, Patio, & Game Room

Vacation Home

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Osceola
Dog-friendly Getaway With Private Pool + Spa, Putting Green, Patio, & Game Room Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Mystic Dunes Golf Club and ChampionsGate Golf Club. This vacation home is 5.4 mi (8.8 km) from Walt Disney World® Resort and 7.7 mi (12.4 km) from ESPN Wide World of Sports Complex.

Dog-friendly Getaway With Private Pool + Spa, Putting Green, Patio, & Game Room 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.

Dog-friendly Getaway With Private Pool + Spa, Putting Green, Patio, & Game Room Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Sport & Beauty

Home With Lakeview Close to Disney w Pool

Vacation Home

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Osceola
Home With Lakeview Close to Disney w Pool Location
With a stay at this vacation home in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 5.7 mi (9.1 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.8 km) from Disney's Hollywood Studios®.

Home With Lakeview Close to Disney w Pool Facility and Service
Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and an arcade/game room.

Home With Lakeview Close to Disney w Pool 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 washing machine.

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Vacation Homes in Osceola

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