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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
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5BR Nemo Room Townhouse Pool, 10min Disney

Vacation Home

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Osceola
5BR Nemo Room Townhouse Pool, 10min Disney Location
With a stay at this villa in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club. This villa is 6.5 mi (10.5 km) from Walt Disney World® Resort and 8.2 mi (13.2 km) from Disney's Animal Kingdom® Theme Park.

5BR Nemo Room Townhouse Pool, 10min Disney Facility and Service
Take advantage of recreation opportunities 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.

5BR Nemo Room Townhouse Pool, 10min Disney 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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ACO KISSIMMEE VACATION HOMES

Vacation Home

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Osceola
This unpretentious hotel can be found in Kissimmee Area.
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4929GC Townhouse 4 Beds & 3 Baths with Private Pool

Vacation Home

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Osceola
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Glamorous Getaway With Themed Bedrooms at Reunion

Vacation Home

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Osceola
Glamorous Getaway With Themed Bedrooms at Reunion Location
With a stay at this vacation home in Kissimmee (Reunion), you'll be within a 10-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club. This vacation home is 6.9 mi (11.2 km) from Walt Disney World® Resort and 8.9 mi (14.4 km) from Old Town.

Glamorous Getaway With Themed Bedrooms at Reunion 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.

Glamorous Getaway With Themed Bedrooms at Reunion Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Spacious Vacation Home with Pool & Jacuzzi Near Disney

Vacation Home

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Osceola
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Sport & Beauty

Amazing 4/3 Home at Reunion!! With Private Pool, Near Disney and Universal!!

Vacation Home

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Osceola
Amazing 4/3 Home at Reunion!! With Private Pool, Near Disney and Universal!! Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club. This vacation home is 5.5 mi (8.9 km) from Walt Disney World® Resort and 7.7 mi (12.5 km) from ESPN Wide World of Sports Complex.

Amazing 4/3 Home at Reunion!! With Private Pool, Near Disney and Universal!! 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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Water Slidelazy Riverfoosball5mi to Disney!

Vacation Home

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Osceola
Water Slidelazy Riverfoosball5mi to Disney! 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 family-friendly vacation home is 5.7 mi (9.2 km) from Disney Springs™ and 6.5 mi (10.4 km) from ESPN Wide World of Sports Complex.

Water Slidelazy Riverfoosball5mi to Disney! Facility and Service
Be sure to enjoy recreational amenities, including an outdoor pool, a lazy river, and a waterslide.

Water Slidelazy Riverfoosball5mi to Disney! Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. 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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1.0/5
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Bedroom

C1573fd-the Retreat at Championsgate

Vacation Home

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Osceola
C1573fd-the Retreat at Championsgate 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 11.3 mi (18.2 km) from Old Town and 12.1 mi (19.5 km) from ESPN Wide World of Sports Complex.

C1573fd-the Retreat at Championsgate Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a fitness center.

C1573fd-the Retreat at Championsgate Rooms
Make yourself comfortable in your vacation home.

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Grhbuc2960 - Paradise Palms Resort - 6 Bed 5 Baths House

Vacation Home

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Osceola
Grhbuc2960 - Paradise Palms Resort - 6 Bed 5 Baths House Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Walt Disney World® Resort and Old Town. This family-friendly vacation home is 8.6 mi (13.8 km) from Disney's Animal Kingdom® Theme Park and 9.3 mi (15 km) from ESPN Wide World of Sports Complex.

Grhbuc2960 - Paradise Palms Resort - 6 Bed 5 Baths House Facility and Service
Practice your swing on the golf course or dip into one of the 3 hot tubs. Additional amenities at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Grhbuc2960 - Paradise Palms Resort - 6 Bed 5 Baths House Rooms
Make yourself comfortable in this air-conditioned vacation home, 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
Satisfy your appetite at the vacation home's coffee shop/cafe, or stop in at the grocery/convenience store. Relax with your favorite drink at the bar/lounge or the poolside bar.

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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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Family-friendly Townhouse w/ Game Room Near Disney

Vacation Home

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Osceola
Family-friendly Townhouse w/ Game Room Near Disney Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This vacation home is 7.1 mi (11.5 km) from Disney's Animal Kingdom® Theme Park and 8.3 mi (13.4 km) from Old Town.

Family-friendly Townhouse w/ Game Room 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.

Family-friendly Townhouse w/ Game Room Near Disney Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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630sst- The Retreat at Championsgate

Vacation Home

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Osceola
630sst- The Retreat at Championsgate Location
With a stay at this vacation home in Kissimmee, you'll be next to a golf course, within a 10-minute drive of ChampionsGate Golf Club and Four Corners FC. This golf vacation home is 12.4 mi (20 km) from Old Town and 13 mi (20.9 km) from ESPN Wide World of Sports Complex.

630sst- The Retreat at Championsgate Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a fitness center.

630sst- The Retreat at Championsgate Rooms
Make yourself comfortable in this vacation home, which has a kitchen. Complimentary wireless internet access is available to keep you connected.

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Sport & Beauty

Berkeley Executive - Five Bedroom Home

Vacation Home

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Osceola
Berkeley Executive - Five Bedroom Home Location
With a stay at this vacation home in Kissimmee, you'll be next to a golf course, just steps from Remington Golf Club and a 3-minute drive from Osceola Center for the Arts. This family-friendly vacation home is 14.2 mi (22.8 km) from Old Town and 17.3 mi (27.8 km) from Orlando Vineland Premium Outlets.

Berkeley Executive - Five Bedroom Home Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including an arcade/game room.

Berkeley Executive - Five Bedroom Home Rooms
Treat yourself to a stay in this individually decorated vacation home, which features a private pool. There's a private furnished balcony/patio. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. 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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Exterior & Views

5 Bed 5 Bath South Facing Pool Home Storey Lake 5 Bedroom Home by RedAwning

Vacation Home

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Osceola
5 Bed 5 Bath South Facing Pool Home Storey Lake 5 Bedroom Home by RedAwning 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 vacation home is 6.1 mi (9.9 km) from Disney Springs™ and 7.2 mi (11.5 km) from Walt Disney World® Resort.

5 Bed 5 Bath South Facing Pool Home Storey Lake 5 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your air-conditioned vacation home, which features a microwave. Complimentary wireless internet access is available to keep you connected.

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1452rf - The Retreat at Championsgate

Vacation Home

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Osceola
1452rf - The Retreat at Championsgate Location
With a stay at this vacation home in Four Corners (Champions Gate), you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This vacation home is 12.8 mi (20.6 km) from Old Town and 13.4 mi (21.6 km) from Walt Disney World® Resort.

1452rf - The Retreat at Championsgate Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center.

1452rf - The Retreat at Championsgate Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. There's a private patio. Cable television is provided for your entertainment.

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

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Windsor Hills by Nova

Vacation Home

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Osceola
Windsor Hills by Nova Location
Located in Kissimmee (Windsor Hills), Windsor Hills by Nova is within a 10-minute drive of Walt Disney World® Resort and Old Town. This family-friendly vacation home is 6.1 mi (9.8 km) from Disney's Hollywood Studios® and 7.8 mi (12.5 km) from Disney Springs™.

Windsor Hills by Nova 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 waterslide.

Windsor Hills by Nova Rooms
Make yourself at home in one of the 26 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished lanais. Flat-screen televisions and video-game consoles are provided for your entertainment, while complimentary wireless internet access keeps you connected. Conveniences include microwaves and coffee/tea makers, as well as phones with free local calls.

Important Information
This property is closed from June 6 2025 to June 5 2027 (dates subject to change).

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3.0/5
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Grhmvd1508 - Champions Gate Resort - 6 Bed 6 Baths House

Vacation Home

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Osceola
Grhmvd1508 - Champions Gate Resort - 6 Bed 6 Baths House Location
With a stay at this vacation home in Four Corners, you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This family-friendly vacation home is 11.8 mi (18.9 km) from Old Town and 12.5 mi (20.2 km) from ESPN Wide World of Sports Complex.

Grhmvd1508 - Champions Gate Resort - 6 Bed 6 Baths House Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools or 2 hot tubs. This vacation home also features complimentary wireless internet access, concierge services, and a television in a common area.

Grhmvd1508 - Champions Gate Resort - 6 Bed 6 Baths House Rooms
Make yourself comfortable in this air-conditioned vacation home, 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 vacation home'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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Exterior & Views

9077hs-the Retreat at Championsgate

Vacation Home

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Osceola
9077hs-the Retreat at Championsgate 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 Mystic Dunes Golf Club. This golf vacation home is 11.5 mi (18.6 km) from Old Town and 12.3 mi (19.8 km) from ESPN Wide World of Sports Complex.

9077hs-the Retreat at Championsgate Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a fitness center.

9077hs-the Retreat at Championsgate Rooms
Make yourself comfortable in this vacation home, which has a kitchen.

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

See details
Fully Booked
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Grhcap8875 - Paradise Palms Resort - 4 Bed 3 Baths Townhouse

Vacation Home

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Osceola
Grhcap8875 - Paradise Palms Resort - 4 Bed 3 Baths Townhouse Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town. This family-friendly vacation home is 8.2 mi (13.2 km) from Disney's Animal Kingdom® Theme Park and 9.1 mi (14.6 km) from ESPN Wide World of Sports Complex.

Grhcap8875 - Paradise Palms Resort - 4 Bed 3 Baths Townhouse Facility and Service
Practice your swing on the golf course or dip into one of the 2 hot tubs. Additional features at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Grhcap8875 - Paradise Palms 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
Satisfy your appetite at the vacation home's coffee shop/cafe, or stop in at the grocery/convenience store. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar.

See details
Fully Booked
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Spacious 4Bd W/ Pool & Close To Disney @ Storey Lake 2560

Vacation Home

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Osceola
Spacious 4Bd W/ Pool & Close To Disney @ Storey Lake 2560 Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 7.6 mi (12.2 km) from Disney Springs™ and 8.6 mi (13.8 km) from Walt Disney World® Resort.

Spacious 4Bd W/ Pool & Close To Disney @ Storey Lake 2560 Facility and Service
Take in the views from a garden and make use of amenities such as barbecue grills.

Spacious 4Bd W/ Pool & Close To Disney @ Storey Lake 2560 Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a full-sized refrigerator/freezer and a stovetop. Conveniences include a desk and a microwave.

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5.0/5
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Vacation Homes in Osceola

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