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Cottages in Osceola

Osceola
Thu, 19 Nov 2026 - Fri, 20 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 658 Cottages in Osceola
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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2616 Tranquility, Kissimmee, 6 BED

Cottage

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Osceola
2616 Tranquility, Kissimmee, 6 BED Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7 mi (11.2 km) from Disney Springs™ and 8 mi (12.8 km) from Walt Disney World® Resort.

2616 Tranquility, Kissimmee, 6 BED Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

2616 Tranquility, Kissimmee, 6 BED 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, and you can also request a crib/infant bed (complimentary).

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Exterior & Views

Comfy Cottage near Disney with Margaritaville Resort Island H2O Access - 8087KD

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 Comfy Cottage near Disney with Margaritaville Resort Island H2O Access - 8087KD 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 Comfy Cottage near Disney with Margaritaville Resort Island H2O Access - 8087KD 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 Comfy Cottage near Disney with Margaritaville Resort Island H2O Access - 8087KD. Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by home.
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Amazing 5 BR Home With Pool Windsor Hills Resorts

Cottage

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Osceola
Amazing 5 BR Home With Pool Windsor Hills Resorts 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 6.1 mi (9.9 km) from Disney's Hollywood Studios® and 6.2 mi (9.9 km) from ESPN Wide World of Sports Complex.

Amazing 5 BR Home With Pool Windsor Hills Resorts Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen.

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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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Interior

Qj068n Enchantment at Bear's Den

Cottage

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Osceola
Qj068n Enchantment at Bear's Den Location
Located in Kissimmee (Reunion), this cottage is within a 10-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club. This cottage is 7 mi (11.3 km) from Walt Disney World® Resort and 9.1 mi (14.6 km) from Old Town.

Qj068n Enchantment at Bear's Den Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Qj068n Enchantment at Bear's Den 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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Interior

Magical Family Stay: Pool, Game Room & Disney

Cottage

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Osceola
Magical Family Stay: Pool, Game Room & 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 11.2 mi (18 km) from Old Town and 12 mi (19.2 km) from ESPN Wide World of Sports Complex.

Magical Family Stay: Pool, Game Room & Disney Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Magical Family Stay: Pool, Game Room & 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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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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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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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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Exterior & Views

9024sd

Cottage

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Osceola
9024sd 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 spa cottage is 11.3 mi (18.2 km) from Old Town and 12.1 mi (19.4 km) from ESPN Wide World of Sports Complex.

9024sd 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.

9024sd 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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Interior

Upstay Bella Vida Retreat w Pool, Cinema and Games

Cottage

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Osceola
Upstay Bella Vida Retreat w Pool, Cinema and Games Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 8.9 mi (14.4 km) from Disney Springs™ and 9.9 mi (15.9 km) from Walt Disney World® Resort.

Upstay Bella Vida Retreat w Pool, Cinema and Games Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills.

Upstay Bella Vida Retreat w Pool, Cinema and 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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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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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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Sport & Beauty

7410 Marker Avenue

Cottage

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Osceola
7410 Marker Avenue 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 7.6 mi (12.2 km) from ESPN Wide World of Sports Complex and 8.1 mi (13 km) from Disney's Hollywood Studios®.

7410 Marker Avenue Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

7410 Marker Avenue Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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Room

Wsb610

Cottage

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Osceola
Wsb610 Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This cottage is 12.3 mi (19.7 km) from Old Town and 13 mi (21 km) from ESPN Wide World of Sports Complex.

Wsb610 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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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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Upstay: 9BR Disney Retreat w Pool, BBQ & Hot Tub

Cottage

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Osceola
Upstay: 9BR Disney Retreat w Pool, BBQ & Hot Tub Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7 mi (11.3 km) from Disney Springs™ and 7.7 mi (12.4 km) from Walt Disney World® Resort.

Upstay: 9BR Disney Retreat w Pool, BBQ & Hot Tub Facility and Service
Take advantage of recreational opportunities offered, including an outdoor pool, a hot tub, and a fitness center. Additional amenities at this cottage include complimentary wireless internet access and gas grills.

Upstay: 9BR Disney Retreat w Pool, BBQ & Hot Tub Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool and an outdoor private hot tub. There's a private patio. A kitchen is outfitted with an oven, a microwave, and a kitchen island. Digital television is provided for your entertainment.

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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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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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Cottages in Osceola

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