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Cottages in Osceola

Osceola
Mon, 16 Nov 2026 - Tue, 17 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 654 Cottages in Osceola
Exterior & Views

Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR

Cottage

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Osceola
At Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR, exceptional service and top-notch amenities create a memorable experience for guests.Complimentary internet access is available in the home to ensure you stay connected during your visit.Amenities at car hire offered by Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR simplify the organization of your excursions, tourist activities, and other adventures in Orlando (FL). For guests with their own vehicle, parking facilities are provided.Continuously receive the support you require through front desk amenities such as concierge service, luggage storage and safety deposit boxes. Due to health concerns, smoking is strictly prohibited within the entire premises of home.For the health and well-being of all guests and staff, smoking is restricted exclusively to assigned zones.Accommodations come equipped with all the conveniences required for a restful night's slumber. A selection of rooms at Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR come furnished with linen service to cater to your needs and comfort.A few accommodations at Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR also include unique design elements like a balcony or terrace.A number of rooms feature television for guest amusement and enjoyment.In certain rooms, the home offers visitors access to a refrigerator and a coffee or tea maker.At Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR, select bathrooms are equipped with a hair dryer to enhance your comfort during your stay. An evening spent at home's bar can offer as much enjoyment as venturing out with your fellow travelers. At Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR, experience the ease of having groceries brought straight to your accommodation through their efficient service.At Comfy Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2926SR, guests can take pleasure in the delightful recreational amenities provided for their entertainment.At the home fitness center, you have the option to engage in your daily exercise routine or simply alleviate your jet lag by breaking a sweat.
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Children's pool

Game Room Plus Private Pool 4BR Disney Area

Cottage

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Osceola
Game Room Plus Private Pool 4BR Disney Area Location
With a stay at this cottage in Kissimmee (Veranda Palms), you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 6.8 mi (10.9 km) from Disney Springs™ and 7.8 mi (12.5 km) from Walt Disney World® Resort.

Game Room Plus Private Pool 4BR Disney Area Facility and Service
Enjoy a range of recreational amenities, including an outdoor pool, a hot tub, and a 24-hour fitness center. Additional amenities at this cottage include complimentary wireless internet access and gas grills.

Game Room Plus Private Pool 4BR Disney Area Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment. Conveniences include an iron/ironing board and blackout drapes/curtains.

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Living area

Huge 6BR Home in Windsor Hills Resort

Cottage

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Osceola
Huge 6BR Home in Windsor Hills Resort Location
Located in Kissimmee (Windsor Hills), this cottage is within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This cottage is 6.3 mi (10.2 km) from ESPN Wide World of Sports Complex and 6.3 mi (10.2 km) from Old Town.

Huge 6BR Home in Windsor Hills Resort Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen.

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Interior

Cvt1749

Cottage

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Osceola
Cvt1749 Location
Located in Kissimmee, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This cottage is 8.5 mi (13.7 km) from Walt Disney World® Resort and 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park.

Cvt1749 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a coffee/tea maker.

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8105 Coconut Palm WAY Unit 205, Kissimmee,3beds

Cottage

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Osceola
8105 Coconut Palm WAY Unit 205, Kissimmee,3beds Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town. This cottage is 7.1 mi (11.4 km) from ESPN Wide World of Sports Complex and 8.2 mi (13.2 km) from Disney's Hollywood Studios®.

8105 Coconut Palm WAY Unit 205, Kissimmee,3beds Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen.

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Exterior & Views

Family Paradise, Space, Themed, Perfect Location

Cottage

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Osceola
Family Paradise, Space, Themed, Perfect Location Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 6.4 mi (10.4 km) from Disney Springs™ and 7.5 mi (12 km) from Walt Disney World® Resort.

Family Paradise, Space, Themed, Perfect Location Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a 24-hour fitness center. This cottage also features complimentary wireless internet access and gas grills.

Family Paradise, Space, Themed, Perfect Location Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool and a Smart TV. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment. Conveniences include a separate sitting area and a dryer.

Restaurant and Cafe
Wrap up your day with a drink at the poolside bar.

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Bedroom

7 Bdrmstheatergamermpoolmansion

Cottage

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Osceola
7 Bdrmstheatergamermpoolmansion Location
With a stay at this cottage in Kissimmee (Reunion), you'll be within a 10-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club. This spa cottage is 6.9 mi (11.1 km) from Walt Disney World® Resort and 8.9 mi (14.4 km) from Old Town.

7 Bdrmstheatergamermpoolmansion 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.

7 Bdrmstheatergamermpoolmansion 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. Conveniences include a dryer and an iron/ironing board.

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Exterior & Views

Luxury Cottage near Disney with Private Pool Margaritaville Resort Access - 3088PH

Cottage

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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.Discovering Orlando (FL) becomes even more accessible, thanks to the car hire amenities provided at the home. Parking is accessible, supplied by the home for guests who arrive by car. Effortlessly plan your daily activities and travel requirements with concierge service, luggage storage and safety deposit boxes provided by the front desk services.The home is completely smoke-free.In limited designated zones, smoking is exclusively permitted.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 home, select rooms are equipped with linen service to improve your stay.At Luxury Cottage near Disney with Private Pool Margaritaville Resort Access - 3088PH, a selection of rooms can be found that showcase unique design elements such as a balcony or terrace.Expand your in-room entertainment choices with various amenities, such as television 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. Luxury Cottage near Disney with Private Pool Margaritaville Resort Access - 3088PH offers a hair dryer and toiletries in the restrooms of specific accommodations. Experience a fantastic evening effortlessly! Relish an entertaining night without venturing beyond the confines of the bar. Experience unparalleled comfort as groceries can be brought right to your room at Luxury Cottage near Disney with Private Pool Margaritaville Resort Access - 3088PH through their distinctive delivery assistance. Indulge in the numerous pursuits available at Luxury Cottage near Disney with Private Pool Margaritaville Resort Access - 3088PH. Eliminate those holiday calories by stopping by home and making use of their well-equipped exercise amenities.
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2541 Dharma Circle

Cottage

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Osceola
2541 Dharma Circle Location
Located in Kissimmee (Veranda Palms), this cottage is within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 6.8 mi (11 km) from Disney Springs™ and 7.8 mi (12.6 km) from Walt Disney World® Resort.

2541 Dharma Circle Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

2541 Dharma Circle Rooms
Make yourself comfortable in this air-conditioned cottage, 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 cottage, enjoy a satisfying meal at the restaurant.

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Exterior & Views

641pbeach Amazing Champions Gate 8 Bedroom 5 Bed

Cottage

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Osceola
641pbeach Amazing Champions Gate 8 Bedroom 5 Bed Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Florida Mall and Silver Spurs Arena. This family-friendly cottage is 10.1 mi (16.2 km) from Old Town and 12.1 mi (19.5 km) from Disney Springs™.

641pbeach Amazing Champions Gate 8 Bedroom 5 Bed 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.

641pbeach Amazing Champions Gate 8 Bedroom 5 Bed Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. An LED television and a video-game console are provided for your entertainment, while complimentary wireless internet access keeps you connected.

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Upstay Pool Paradise Mansion Games Room & BBQ

Cottage

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Osceola
Upstay Pool Paradise Mansion Games Room & BBQ 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 11.8 mi (18.9 km) from Old Town and 12.5 mi (20.2 km) from ESPN Wide World of Sports Complex.

Upstay Pool Paradise Mansion Games Room & BBQ 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 cottage also features complimentary wireless internet access and barbecue grills.

Upstay Pool Paradise Mansion Games Room & BBQ Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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Exterior & Views

2833fb

Cottage

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Osceola
2833fb 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 family-friendly vacation home is 6.3 mi (10.2 km) from ESPN Wide World of Sports Complex and 7 mi (11.3 km) from Disney's Hollywood Studios®.

2833fb 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 hot tub. Additional features at this vacation home include complimentary wireless internet access and an arcade/game room.

2833fb 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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Interior

Wizarding Escape w/ Pool & Themed Kids' Rooms

Cottage

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Osceola
Wizarding Escape w/ Pool & Themed Kids' Rooms Location
With a stay at this cottage in Four Corners, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This cottage is 12.3 mi (19.8 km) from Old Town and 12.6 mi (20.2 km) from Walt Disney World® Resort.

Wizarding Escape w/ Pool & Themed Kids' Rooms Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Wizarding Escape w/ Pool & Themed Kids' Rooms 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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Interior

Ssh9191

Cottage

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Osceola
Ssh9191 Location
Located in Four Corners, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This cottage is 12.2 mi (19.6 km) from Old Town and 13 mi (20.9 km) from ESPN Wide World of Sports Complex.

Ssh9191 Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access.

Ssh9191 Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Conveniences include a microwave and a dryer, and you can also request a crib/infant bed (complimentary).

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Others

9020hs

Cottage

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Osceola
9020hs 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.

9020hs Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center. Additional amenities at this vacation home include complimentary wireless internet access and an arcade/game room.

9020hs Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. There's a private lanai. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Interior

8 Min to Disney Frozen & Star Wars Home

Cottage

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Osceola
8 Min to Disney Frozen & Star Wars Home Location
With a stay at this cottage in Kissimmee (Windsor Hills), you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This cottage is 5.5 mi (8.8 km) from ESPN Wide World of Sports Complex and 5.7 mi (9.2 km) from Old Town.

8 Min to Disney Frozen & Star Wars Home Facility and Service
This smoke-free cottage offers complimentary parking nearby.

8 Min to Disney Frozen & Star Wars Home 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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Game room

Windsor Westside Resort 7 Bedroom Home With Game Room 0854

Cottage

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Osceola
Windsor Westside Resort 7 Bedroom Home With Game Room 0854 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.

Windsor Westside Resort 7 Bedroom Home With Game Room 0854 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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Interior

Harry Potter, Mickey & Space Rooms + Theater!

Cottage

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Osceola
Harry Potter, Mickey & Space 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 11.9 mi (19.2 km) from ESPN Wide World of Sports Complex.

Harry Potter, Mickey & Space Rooms + Theater! Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Harry Potter, Mickey & Space 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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Exterior & Views

8817corc

Cottage

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Osceola
8817corc 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 luxury villa is 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18.1 km) from ESPN Wide World of Sports Complex.

8817corc Facility and Service
Take time to pamper yourself with a visit to the full-service spa. You're sure to appreciate the recreational amenities, including an outdoor pool and a fitness center.

8817corc Rooms
Make yourself comfortable in this air-conditioned villa, which features a private pool and a flat-screen TV. There's a private patio. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Epic Star Wars + Harry Potter Rooms Near Disney

Cottage

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Osceola
Epic Star Wars + Harry Potter Rooms Near Disney Location
Located in Kissimmee (Windsor Hills), this cottage is within a 10-minute drive of Walt Disney World® Resort and Old Town. This cottage is 5.1 mi (8.2 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.7 km) from Disney's Hollywood Studios®.

Epic Star Wars + Harry Potter Rooms Near Disney Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Epic Star Wars + Harry Potter Rooms Near Disney 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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Cottages in Osceola

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