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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
Exterior & Views

GREAT HOUSE Near Disney, Private Pool

Cottage

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Osceola
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2413-12-rd-famous World Cities Themed Bowling Home

Cottage

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Osceola
2413-12-rd-famous World Cities Themed Bowling Home Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7.4 mi (11.9 km) from Disney Springs™ and 8.4 mi (13.6 km) from Walt Disney World® Resort.

2413-12-rd-famous World Cities Themed Bowling Home Facility and Service
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills.

2413-12-rd-famous World Cities Themed Bowling Home Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Cable programming along with a video-game console are provided for your entertainment. Conveniences include a microwave and a dryer, and you can also request a crib/infant bed (complimentary).

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Interior

Buc2960

Cottage

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Osceola
Buc2960 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 (10.9 km) from Walt Disney World® Resort and 8.3 mi (13.4 km) from Old Town.

Buc2960 Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment.

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109 Pompano Beach Drive

Cottage

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Osceola
109 Pompano Beach Drive Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly cottage is 8.6 mi (13.8 km) from Disney Springs™ and 8.9 mi (14.3 km) from Walt Disney World® Resort.

109 Pompano Beach Drive Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

109 Pompano Beach Drive 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.

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8939ad · Amazing Solara 7br/ Pool /spa /free Waterpark

Cottage

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Osceola
8939ad · Amazing Solara 7br/ Pool /spa /free Waterpark 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 mi (16.1 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

8939ad · Amazing Solara 7br/ Pool /spa /free Waterpark Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

8939ad · Amazing Solara 7br/ Pool /spa /free Waterpark 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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Exterior & Views

Charming Cottage 3 Miles from Disney with Margaritaville Resort Island H2O Access - 8083KD

Cottage

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Osceola
Experience an abundance of unparalleled facilities and features at Charming Cottage 3 Miles from Disney with Margaritaville Resort Island H2O Access - 8083KD.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 Charming Cottage 3 Miles from Disney with Margaritaville Resort Island H2O Access - 8083KD 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 Charming Cottage 3 Miles from Disney with Margaritaville Resort Island H2O Access - 8083KD, 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, Charming Cottage 3 Miles from Disney with Margaritaville Resort Island H2O Access - 8083KD offers the convenience of doorstep grocery delivery, allowing you to prepare and enjoy food in your room. Indulge in the numerous pursuits available at Charming Cottage 3 Miles from Disney with Margaritaville Resort Island H2O Access - 8083KD.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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Home w Lakeview Star Wars~harry Potter Themed

Cottage

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Osceola
Home w Lakeview Star Wars~harry Potter Themed Location
With a stay at this cottage in Kissimmee (Windsor Hills), you'll be within a 10-minute drive of Walt Disney World® Resort and Old Town. This cottage is 5.6 mi (9 km) from ESPN Wide World of Sports Complex and 6.1 mi (9.8 km) from Disney's Hollywood Studios®.

Home w Lakeview Star Wars~harry Potter Themed Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Home w Lakeview Star Wars~harry Potter Themed 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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Serenity - Family & Pet Friendly, Amazing Location

Cottage

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Osceola
Serenity - Family & Pet Friendly, Amazing Location Location
With a stay at this cottage in Kissimmee (Crestwynd Bay), you'll be a 5-minute drive from Mystic Dunes Golf Club and 6 minutes from Walt Disney World® Resort. This cottage is 5.2 mi (8.4 km) from ESPN Wide World of Sports Complex and 5.5 mi (8.8 km) from Old Town.

Serenity - Family & Pet Friendly, Amazing Location Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. This cottage also features complimentary wireless internet access and gas grills.

Serenity - Family & Pet Friendly, Amazing Location Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment. Conveniences include a desk and a coffee/tea maker, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

Relaxing Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2964SR

Cottage

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Osceola
Relaxing Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2964SR offers top-notch services and amenities, ensuring guests experience utmost comfort.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.The home maintains a completely smoke-free zone, providing a breathable atmosphere. Smoking is limited to specified smoking zones.Each accommodation at Relaxing Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2964SR 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 Relaxing Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2964SR, 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.Understanding the significance of bathroom amenities in enhancing guest contentment, the home offers a hair dryer within certain chosen rooms. 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, Relaxing Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2964SR offers the convenience of doorstep grocery delivery, allowing you to prepare and enjoy food in your room. Relaxing Cottage near Disney with Margaritaville Resort Island H20 Waterpark Access - 2964SR provides a superb assortment of leisure amenities for guests to enjoy.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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Interior

Msc1565

Cottage

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Osceola
Msc1565 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 11.1 mi (17.9 km) from Old Town and 11.9 mi (19.2 km) from ESPN Wide World of Sports Complex.

Msc1565 Facility and Service
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access.

Msc1565 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.

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Exterior & Views

Tuttle Orlando Villa

Cottage

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Osceola
Tuttle Orlando Villa Location
With a stay at Tuttle Orlando Villa in Kissimmee, you'll be a 5-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort. This family-friendly hotel is 5 mi (8 km) from ESPN Wide World of Sports Complex and 5.3 mi (8.6 km) from Disney's Animal Kingdom® Theme Park.

Tuttle Orlando Villa Facility and Service
Dip into one of the 14 outdoor pools or 14 hot tubs and enjoy other recreational amenities, which include a complimentary water park. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and an arcade/game room.

Tuttle Orlando Villa Rooms
Make yourself at home in one of the 3 guestrooms. Rooms have private balconies or patios. Prepare your meals in the shared/communal kitchen. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with bathtubs or showers are provided.

Restaurant and Cafe
Grab a bite to eat at one of the hotel's many dining establishments, which include 2 restaurants and a coffee shop/cafe. Relax with a refreshing drink from the poolside bar or one of the 3 bars/lounges. Full breakfasts are available daily from 8:00 AM to 10:30 AM for a fee.

Important Information
This property is closed from January 1 2026 to December 31 2026 (dates subject to change).

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Food & Drinks

1467 Rolling Fairway Drive

Cottage

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Osceola
1467 Rolling Fairway Drive Location
With a stay at this cottage in Four Corners (Champions Gate), you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This family-friendly cottage is 12.9 mi (20.7 km) from Old Town and 13.4 mi (21.6 km) from Walt Disney World® Resort.

1467 Rolling Fairway Drive Facility and Service
Enjoy a range of recreational amenities, including an outdoor pool, a lazy river, and a waterslide. This cottage also features complimentary wireless internet access, an arcade/game room, and barbecue grills.

1467 Rolling Fairway Drive 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.

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

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Themed Rooms 9BR @ Champion'sgate! Near Disney

Cottage

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Osceola
Themed Rooms 9BR @ Champion'sgate! Near Disney 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 (19 km) from Old Town and 12.6 mi (20.3 km) from ESPN Wide World of Sports Complex.

Themed Rooms 9BR @ Champion'sgate! Near Disney Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Themed Rooms 9BR @ Champion'sgate! Near Disney Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Cable programming along with a video-game console are provided for your entertainment. Conveniences include a microwave and a dryer.

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Room

Private Pool, Modern Elegance, Ideal Locale

Cottage

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Osceola
Private Pool, Modern Elegance, Ideal Locale 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 11.6 mi (18.6 km) from Old Town and 12.3 mi (19.9 km) from ESPN Wide World of Sports Complex.

Private Pool, Modern Elegance, Ideal Locale Facility and Service
Dip into one of the 2 outdoor pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional features at this cottage include complimentary wireless internet access and gas grills.

Private Pool, Modern Elegance, Ideal Locale 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 dryer and an iron/ironing board.

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Exterior & Views

Blue Cascade Cottage near Disney with Margaritaville Resort Island H2O Access - 8064LS

Cottage

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Osceola
Great care is taken to ensure guests experience comfort through top-notch services and amenities. Stay connected with your associates, as complimentary Wi-Fi is available during your entire visit. The home offers car hire amenities to assist you in discovering your desired offerings in Orlando (FL). When arriving by car, take advantage of the home's convenient on-site parking facilities. The home offers reception amenities including concierge service, luggage storage and safety deposit boxes to ensure a comfortable stay for guests.To ensure the well-being and convenience of all visitors, smoking is strictly prohibited throughout the entire home.Smoking is permitted solely in the specified smoking zones allocated by home. 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 home come fitted with linen service for a more pleasant stay.Several chosen accommodations at Blue Cascade Cottage near Disney with Margaritaville Resort Island H2O Access - 8064LS have a balcony or terrace incorporated into the room design.Selected rooms offer in-room amusement like television as a source of entertainment for guests to enjoy. Within specific rooms, a refrigerator and a coffee or tea maker is conveniently available for your use.Understanding the significance of bathroom facilities in enhancing visitor contentment, home offers a hair dryer and toiletries within a few chosen chambers. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment.Visitors staying at Blue Cascade Cottage near Disney with Margaritaville Resort Island H2O Access - 8064LS have the option to receive groceries in their room for meal preparation, courtesy of the unique service provided by the home. Throughout the day, engage in the entertaining activities available at Blue Cascade Cottage near Disney with Margaritaville Resort Island H2O Access - 8064LS.Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by home.
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Family Home w/ Game Loft Private Pool

Cottage

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Osceola
Family Home w/ Game Loft Private Pool Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and ChampionsGate Golf Club. This cottage is 7.9 mi (12.7 km) from Walt Disney World® Resort and 9.6 mi (15.4 km) from Disney's Animal Kingdom® Theme Park.

Family Home w/ Game Loft Private Pool Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Family Home w/ Game Loft Private Pool 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, and you can also request a crib/infant bed (complimentary).

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Private kitchen

Ultimate Resort Retreat, Stunning 6-bedroom Haven

Cottage

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Osceola
Ultimate Resort Retreat, Stunning 6-bedroom Haven Location
Located in Kissimmee, this cottage is within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This cottage is 8.6 mi (13.9 km) from Walt Disney World® Resort and 10.4 mi (16.7 km) from Disney's Animal Kingdom® Theme Park.

Ultimate Resort Retreat, Stunning 6-bedroom Haven Facility and Service
Don't miss out on the many recreational opportunities, including an outdoor pool, a hot tub, and a 24-hour fitness center. Additional features at this cottage include complimentary wireless internet access and gas grills.

Ultimate Resort Retreat, Stunning 6-bedroom Haven Rooms
Treat yourself to a stay in this individually decorated 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 a dryer and an iron/ironing board.

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4.0/5
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Exterior & Views

2618ca New Ultimate 10 Bedroom 8 Bathroom Resor

Cottage

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Osceola
2618ca New Ultimate 10 Bedroom 8 Bathroom Resor Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This spa cottage is 9.6 mi (15.5 km) from Disney Springs™ and 10.1 mi (16.3 km) from ESPN Wide World of Sports Complex.

2618ca New Ultimate 10 Bedroom 8 Bathroom Resor 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.

2618ca New Ultimate 10 Bedroom 8 Bathroom Resor 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.

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Bedroom

6 Bed 5 Ba Villa with Games, Pool & Spa

Cottage

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Osceola
6 Bed 5 Ba Villa with Games, Pool & Spa 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 spa cottage is 6.1 mi (9.8 km) from Disney Springs™ and 6.8 mi (11 km) from ESPN Wide World of Sports Complex.

6 Bed 5 Ba Villa with Games, Pool & Spa 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.

6 Bed 5 Ba Villa with Games, Pool & Spa 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.

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Exterior & Views

8 Bdrm 5 Bath Villa

Cottage

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Osceola
8 Bdrm 5 Bath Villa 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 family-friendly cottage is 11.4 mi (18.4 km) from Old Town and 12.2 mi (19.7 km) from ESPN Wide World of Sports Complex.

8 Bdrm 5 Bath Villa Facility and Service
Take time to pamper yourself with a visit to the full-service spa. Additional amenities at this cottage include wireless internet access (surcharge) and an arcade/game room.

8 Bdrm 5 Bath Villa Rooms
Make yourself comfortable in this cottage, which has a kitchen. An LED television along with a video-game console are provided for your entertainment.

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Cottages in Osceola

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