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Cottages in Osceola

Osceola
Sat, 14 Nov 2026 - Sun, 15 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 647 Cottages in Osceola
Sport & Beauty

4701rrl

Cottage

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Osceola
4701rrl Location
With a stay at this cottage in Kissimmee (Crystal Cove), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 8.3 mi (13.3 km) from Disney Springs™ and 8.5 mi (13.6 km) from ESPN Wide World of Sports Complex.

4701rrl Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center.

4701rrl Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool and a flat-screen TV. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Spectacular Cottage with Private Pool Near Disney with Margaritaville Resort Access - 8026KD

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. During leisurely days and evenings, in-room amenities such as 24-hour room service and room service enable you to maximize your stay in the room. 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 Spectacular Cottage with Private Pool Near Disney with Margaritaville Resort Access - 8026KD, 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. Maintain your cleanliness and comfort using a hair dryer and toiletries available in select guest restrooms. 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 Spectacular Cottage with Private Pool Near Disney with Margaritaville Resort Access - 8026KD through their distinctive delivery assistance.Indulge in the numerous pursuits available at Spectacular Cottage with Private Pool Near Disney with Margaritaville Resort Access - 8026KD.Eliminate those holiday calories by stopping by home and making use of their well-equipped exercise amenities.
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Kcc4741

Cottage

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Osceola
Kcc4741 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 mi (9.7 km) from Disney Springs™ and 7 mi (11.2 km) from Walt Disney World® Resort.

Kcc4741 Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Kcc4741 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

1716 Lima Avenue

Cottage

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Osceola
1716 Lima Avenue 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 family-friendly cottage is 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park and 11.4 mi (18.4 km) from ESPN Wide World of Sports Complex.

1716 Lima Avenue Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a lazy river. Additional amenities at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

1716 Lima Avenue 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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Interior

Upstay Epic Windsor Home w Pool, Cinema & Games

Cottage

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Osceola
Upstay Epic Windsor Home w Pool, Cinema & Games Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This cottage is 10.2 mi (16.5 km) from Disney's Animal Kingdom® Theme Park and 11.4 mi (18.4 km) from ESPN Wide World of Sports Complex.

Upstay Epic Windsor Home w Pool, Cinema & Games Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Upstay Epic Windsor Home w Pool, Cinema & Games Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer.

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Buc2971

Cottage

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Osceola
Buc2971 Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club. This cottage is 6.8 mi (11 km) from Walt Disney World® Resort and 8.4 mi (13.5 km) from Old Town.

Buc2971 Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen.

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Sport & Beauty

Windsor at Westside Resort Home w/ Pool & Hot Tub

Cottage

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Osceola
Windsor at Westside Resort Home w/ Pool & Hot Tub 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 family-friendly cottage is 10.2 mi (16.4 km) from ESPN Wide World of Sports Complex and 10.4 mi (16.7 km) from Disney's Animal Kingdom® Theme Park.

Windsor at Westside Resort Home w/ Pool & Hot Tub Facility and Service
Be sure to enjoy recreational amenities, including a complimentary water park, an outdoor pool, and a lazy river. This cottage also features complimentary wireless internet access, an arcade/game room, and gas grills.

Windsor at Westside Resort Home w/ Pool & Hot Tub Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop.

Restaurant and Cafe
You can enjoy a meal at the restaurant serving the guests of this cottage, or stop in at the snack bar/deli. Quench your thirst with your favorite drink at the bar/lounge.

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Exterior & Views

Sandy Shores Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2962SR

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 Sandy Shores Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2962SR, 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. Maintain your cleanliness and feel revitalized using a hair dryer available in select guest restrooms. 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 Sandy Shores Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2962SR through their distinctive delivery assistance.Indulge in the numerous pursuits available at Sandy Shores Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2962SR. Eliminate those holiday calories by stopping by home and making use of their well-equipped exercise amenities.
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Fully Booked
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Sport & Beauty

8805bengal

Cottage

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Osceola
8805bengal Location
Located in Kissimmee, this villa is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This family-friendly villa is 9.2 mi (14.7 km) from Walt Disney World® Resort and 10.8 mi (17.4 km) from Disney's Animal Kingdom® Theme Park.

8805bengal 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.

8805bengal 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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Interior

780pb Luxury 5Bd Home

Cottage

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Osceola
780pb Luxury 5Bd Home 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 mi (19.4 km) from Old Town and 12.6 mi (20.3 km) from ESPN Wide World of Sports Complex.

780pb Luxury 5Bd Home Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Others

8893 Candy Palm Road

Cottage

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Osceola
8893 Candy Palm Road 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 family-friendly cottage is 8.3 mi (13.4 km) from Disney's Animal Kingdom® Theme Park and 9.5 mi (15.3 km) from ESPN Wide World of Sports Complex.

8893 Candy Palm Road 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.

8893 Candy Palm Road Rooms
Make yourself comfortable in this air-conditioned cottage, 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.

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Exterior & Views

9155cw00

Cottage

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Osceola
9155cw00 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 spa vacation home is 12.7 mi (20.5 km) from Old Town and 13.3 mi (21.4 km) from Walt Disney World® Resort.

9155cw00 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.

9155cw00 Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a flat-screen TV. There's a private lanai. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Coral Waves Cottage with Private Pool near Disney with Margaritaville Resort Access - 8040SH

Cottage

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Osceola
Experience an abundance of unparalleled facilities and features at Coral Waves Cottage with Private Pool near Disney with Margaritaville Resort Access - 8040SH. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by home.Experience the wonders of Orlando (FL) with ease by utilizing the services provided at car hire. Visitors can take advantage of the accessible parking options directly at the home. Reception services such as concierge service, luggage storage and safety deposit boxes are available to accommodate your requirements. Room amenities like 24-hour room service and room service contribute to making a perfect selection for your stay.The home maintains a completely smoke-free zone, providing a breathable atmosphere.Smoking is limited to specified smoking zones.Each accommodation at Coral Waves Cottage with Private Pool near Disney with Margaritaville Resort Access - 8040SH is thoughtfully created and adorned to provide visitors with a comfortable, home-like atmosphere. In select rooms of the home, guests can enjoy the advantage of having linen service available for their convenience.At Coral Waves Cottage with Private Pool near Disney with Margaritaville Resort Access - 8040SH, the uniquely tailored rooms provide a configuration choice resembling a balcony or terrace.In select rooms, guests can enjoy a touch of amusement with the availability of television for their entertainment. Rest assured, in a few chosen rooms, you will find the convenience of a refrigerator and a coffee or tea maker at your disposal.Maintain your cleanliness and comfort using a hair dryer and toiletries available in select guest restrooms. Experience an unforgettable evening with your fellow travelers just a short distance away, at home's bar. For those who prefer savoring meals within their personal space, Coral Waves Cottage with Private Pool near Disney with Margaritaville Resort Access - 8040SH offers the convenience of doorstep grocery delivery, allowing you to prepare and enjoy food in your room. Indulge in the numerous pursuits available at Coral Waves Cottage with Private Pool near Disney with Margaritaville Resort Access - 8040SH.For individuals who don't want to skip their exercise routine, visiting the home fitness center ensures you maintain your vitality and wellness.
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Windsor Westside Resort 6 Bedroom Home With Game Room 0872

Cottage

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Osceola
Windsor Westside Resort 6 Bedroom Home With Game Room 0872 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 (16.2 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 6 Bedroom Home With Game Room 0872 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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Others

Ultimate 5 Bed 5 Ba Villa with Game Room, Pool & Spa - Ihr4021

Cottage

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Osceola
Ultimate 5 Bed 5 Ba Villa with Game Room, Pool & Spa - Ihr4021 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 spa vacation home is 7.4 mi (11.9 km) from Walt Disney World® Resort and 9.4 mi (15.1 km) from Old Town.

Ultimate 5 Bed 5 Ba Villa with Game Room, Pool & Spa - Ihr4021 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. Additional amenities at this vacation home include complimentary wireless internet access and barbecue grills.

Ultimate 5 Bed 5 Ba Villa with Game Room, Pool & Spa - Ihr4021 Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a microwave. There's a private furnished lanai. A flat-screen television with cable programming provides entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a washer/dryer and an iron/ironing board.

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Interior

520-8-ld-large Movie&game Room

Cottage

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Osceola
520-8-ld-large Movie&game Room Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This cottage is 7.4 mi (11.9 km) from ESPN Wide World of Sports Complex and 7.9 mi (12.7 km) from Disney's Hollywood Studios®.

520-8-ld-large Movie&game Room Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Conveniences include a dryer and an iron/ironing board.

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Others

Sleeps 20! Resort Home Near Disney, Pool+game Room Twice-as-nice by Avantstay

Cottage

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Osceola
Sleeps 20! Resort Home Near Disney, Pool+game Room Twice-as-nice by Avantstay 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 family-friendly cottage is 9.9 mi (15.9 km) from ESPN Wide World of Sports Complex and 10.1 mi (16.2 km) from Disney's Animal Kingdom® Theme Park.

Sleeps 20! Resort Home Near Disney, Pool+game Room Twice-as-nice by Avantstay Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Sleeps 20! Resort Home Near Disney, Pool+game Room Twice-as-nice by Avantstay Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private patio. Conveniences include a microwave and a washer/dryer.

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Cw7705 Windsor Hills Resort Vacation Private Pool Home

Cottage

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Osceola
Cw7705 Windsor Hills Resort Vacation Private Pool Home Location
With a stay at this cottage in Kissimmee (Windsor Hills), you'll be a 5-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This cottage is 5.8 mi (9.3 km) from ESPN Wide World of Sports Complex and 6 mi (9.7 km) from Old Town.

Cw7705 Windsor Hills Resort Vacation Private Pool Home Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. There's a private patio. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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1061 Lake Berkley 4 Bed With Pool

Cottage

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Osceola
1061 Lake Berkley 4 Bed With Pool Location
With a stay at this cottage in Kissimmee (Lake Berkley), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 9.1 mi (14.7 km) from Disney Springs™ and 9.3 mi (14.9 km) from Walt Disney World® Resort.

1061 Lake Berkley 4 Bed With Pool Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

1061 Lake Berkley 4 Bed With Pool Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Cable programming along with a video-game console are provided for your entertainment. Conveniences include a microwave and a dryer.

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Others

Sea Jules at Margaritaville

Private Cottage

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Osceola
Sea Jules at Margaritaville Location
When you stay at this cottage in Kissimmee, you'll be in a shopping district, a 5-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This cottage is 6.1 mi (9.9 km) from Old Town and 6.3 mi (10.1 km) from Disney's Animal Kingdom® Theme Park.

Sea Jules at Margaritaville Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.

Sea Jules at Margaritaville Rooms
Make yourself comfortable in this individually decorated cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access is available to keep you connected. Conveniences include a microwave and a coffee/tea maker.

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2.3/5
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Cottages in Osceola

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