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Cottages in Osceola

Osceola
Mon, 16 Nov 2026 - Tue, 17 Nov 2026 (1 night)
1 Adult, 0 Children
Showing 655 Cottages in Osceola
Living area

Cld4676

Cottage

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Osceola
Cld4676 Location
With a stay at this cottage in Kissimmee (Cumbrian Lakes), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 10.3 mi (16.6 km) from Disney Springs™ and 10.5 mi (16.9 km) from Walt Disney World® Resort.

Cld4676 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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High End Champions Gate 6 Bdrm

Cottage

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Osceola
High End Champions Gate 6 Bdrm 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 11.3 mi (18.2 km) from Old Town and 12.1 mi (19.4 km) from ESPN Wide World of Sports Complex.

High End Champions Gate 6 Bdrm 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 a hot tub and a fitness center. This cottage also features complimentary wireless internet access and an arcade/game room.

High End Champions Gate 6 Bdrm Rooms
Your cottage features a flat-screen TV. Complimentary wireless internet access is available to keep you connected.

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Disney! Themed Rooms, Private Pool, Resort Access!

Cottage

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Osceola
Disney! Themed Rooms, Private Pool, Resort Access! Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 7.4 mi (12 km) from Disney Springs™ and 8.5 mi (13.7 km) from Walt Disney World® Resort.

Disney! Themed Rooms, Private Pool, Resort Access! Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Disney! Themed Rooms, Private Pool, Resort Access! 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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2663 Andros Lane, Kissimmee, 3 BED

Cottage

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Osceola
2663 Andros Lane, Kissimmee, 3 BED 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 5.4 mi (8.7 km) from ESPN Wide World of Sports Complex and 5.6 mi (9.1 km) from Old Town.

2663 Andros Lane, Kissimmee, 3 BED Facility and Service
This smoke-free cottage offers games.

2663 Andros Lane, Kissimmee, 3 BED Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and an electric kettle.

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Comfort 6BR Getaway, Private Pool, Great Location

Cottage

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Osceola
Comfort 6BR Getaway, Private Pool, Great Location 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 7.5 mi (12.1 km) from ESPN Wide World of Sports Complex and 8 mi (12.9 km) from Disney's Hollywood Studios®.

Comfort 6BR Getaway, Private Pool, Great Location 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, a picnic area, and gas grills.

Comfort 6BR Getaway, Private Pool, Great Location Rooms
Make yourself comfortable in this air-conditioned cottage, which features a private pool. There's a private patio. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment.

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Games/themed Rooms/greenview/ 9BR @ Storeylake!

Cottage

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Osceola
Games/themed Rooms/greenview/ 9BR @ Storeylake! Location
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 6.9 mi (11 km) from Disney Springs™ and 7.9 mi (12.8 km) from Walt Disney World® Resort.

Games/themed Rooms/greenview/ 9BR @ Storeylake! Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Games/themed Rooms/greenview/ 9BR @ Storeylake! 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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Sleeps 25! In Solara Resort, Near the Theme Parks Coconut Breeze by Avantstay

Cottage

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Osceola
Sleeps 25! In Solara Resort, Near the Theme Parks Coconut Breeze 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 cottage is 10.1 mi (16.3 km) from ESPN Wide World of Sports Complex and 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park.

Sleeps 25! In Solara Resort, Near the Theme Parks Coconut Breeze by Avantstay Facility and Service
Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and gas grills.

Sleeps 25! In Solara Resort, Near the Theme Parks Coconut Breeze by Avantstay Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. There's a private patio. Conveniences include a coffee/tea maker and an iron/ironing board.

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Exterior & Views

6 Bdrm 5 BA Vacation Home

Cottage

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Osceola
6 Bdrm 5 BA Vacation Home 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 11.5 mi (18.6 km) from Old Town and 12.3 mi (19.8 km) from ESPN Wide World of Sports Complex.

6 Bdrm 5 BA Vacation Home Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

6 Bdrm 5 BA Vacation Home Rooms
Your cottage features a flat-screen TV.

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Exterior & Views

Tropical Paradise Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 2987LA

Cottage

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Tropical Paradise Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 2987LA provides flawless service and all the necessary facilities for visitors. 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 Tropical Paradise Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 2987LA 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. You'll be pleased to know that select guest bathrooms offer bathroom amenities such as a hair dryer, ensuring a comfortable stay. Upon your arrival, don't miss experiencing bar for enjoyable in-house evening entertainment. Visitors staying at Tropical Paradise Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 2987LA have the option to receive groceries in their room for meal preparation, courtesy of the unique service provided by the home.Tropical Paradise Cottage near Disney with Private Hot Tub Margaritaville Resort Access - 2987LA provides a superb assortment of leisure amenities for guests to enjoy.Guests who enjoy maintaining their fitness regimen while on holiday can visit the fitness center provided by home.
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Exterior & Views

Lovely Cottage Near Disney With Margaritaville Resort & Island H20 Access - 8145Su

Cottage

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Osceola
Experience an abundance of unparalleled facilities and features at Lovely Cottage near Disney with Margaritaville Resort Island H20 Access - 8145SU.Maintain seamless communication using the complimentary Wi-Fi at home. Car hire offerings at the home enhance the ease of discovering Orlando (FL). Guests can avail parking facilities at the home. During your stay at this fantastic home, the attentive front desk personnel can provide you with a range of amenities such as concierge service, luggage storage and safety deposit boxes. Craving relaxation? Make the most of your stay at the Lovely Cottage near Disney with Margaritaville Resort Island H20 Access - 8145SU with convenient amenities like 24-hour room service and room service at your disposal.Kindly note that smoking is prohibited in the home to ensure fresher air for all visitors. For visitors wishing to smoke, designated smoking zones can be found. At Lovely Cottage near Disney with Margaritaville Resort Island H20 Access - 8145SU, every guestroom is provided with convenient amenities and fittings to ensure a comfortable stay. Elevate your experience at home with the knowledge that certain rooms are equipped with linen service, ensuring a more pleasant stay for you.A few accommodations within Lovely Cottage near Disney with Margaritaville Resort Island H20 Access - 8145SU offer unique design elements such as a balcony or terrace. Certain rooms offer in-room amusement features such as the television for your enjoyment. In select rooms within the home, a refrigerator and a coffee or tea maker is available to cater to your requirements when desired.It is worth noting that certain guest bathrooms feature a hair dryer and toiletries for your convenience. Enjoy an entertaining evening with your fellow travelers at the home's bar. At Lovely Cottage near Disney with Margaritaville Resort Island H20 Access - 8145SU, visitors have the option to receive groceries directly in their accommodation, ensuring outstanding comfort and simplicity when it comes to meals.During your stay at home, an array of engaging activities and amenities guarantees a delightful experience. Discover the fitness amenities at home to maintain your health and strength during your getaway.
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Upstay Family Retreat w Pool, Theater & Games Room

Cottage

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Osceola
Upstay Family Retreat w Pool, Theater & Games Room 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 (16 km) from ESPN Wide World of Sports Complex and 10.1 mi (16.3 km) from Disney's Animal Kingdom® Theme Park.

Upstay Family Retreat w Pool, Theater & Games Room Facility and Service
Take advantage of recreational opportunities offered, including a complimentary water park, an outdoor pool, and a lazy river. Additional features at this cottage include complimentary wireless internet access and gas grills.

Upstay Family Retreat w Pool, Theater & Games Room Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. A 32-inch Smart television is provided, with digital programming available.

Restaurant and Cafe
At this cottage, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge.

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Interior

Cozy 5BR Townhome w/ Mickey Themed & Pool

Cottage

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Osceola
Cozy 5BR Townhome w/ Mickey Themed & Pool Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This cottage is 8.2 mi (13.1 km) from Walt Disney World® Resort and 9.8 mi (15.8 km) from Disney's Animal Kingdom® Theme Park.

Cozy 5BR Townhome w/ Mickey Themed & Pool Facility and Service
This smoke-free cottage offers complimentary parking nearby.

Cozy 5BR Townhome w/ Mickey Themed & 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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Windsor at Westside Joyous Reunion 2137mt

Cottage

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Osceola
Windsor at Westside Joyous Reunion 2137mt 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 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park and 11.4 mi (18.3 km) from ESPN Wide World of Sports Complex.

Windsor at Westside Joyous Reunion 2137mt Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen. Cable television is provided for your entertainment.

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Sport & Beauty

8916bengal

Cottage

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Osceola
8916bengal Location
Located in Kissimmee, this villa is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This family-friendly 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.

8916bengal 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.

8916bengal 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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Sophisticated Living at Storey Lake

Cottage

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Osceola
Sophisticated Living at Storey Lake 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 (11.8 km) from Disney Springs™ and 8.4 mi (13.5 km) from Walt Disney World® Resort.

Sophisticated Living at Storey Lake 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 an iron/ironing board.

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Exterior & Views

1607lima

Cottage

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Osceola
1607lima Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This spa vacation home is 10.3 mi (16.5 km) from Disney's Animal Kingdom® Theme Park and 11.2 mi (18 km) from ESPN Wide World of Sports Complex.

1607lima 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. This vacation home also features an arcade/game room and barbecue grills.

1607lima Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a private pool. There's a private patio. A kitchen is outfitted with a refrigerator and a microwave. Complimentary wired and wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Room

Spacious 6-bedroom Home With Private Pool & Spa in Solara Resort Just 7 Miles to Disney!

Cottage

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Osceola
Spacious 6-bedroom Home With Private Pool & Spa in Solara Resort Just 7 Miles to Disney! Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This cottage is 10.1 mi (16.2 km) from Disney's Animal Kingdom® Theme Park and 11.3 mi (18.1 km) from ESPN Wide World of Sports Complex.

Spacious 6-bedroom Home With Private Pool & Spa in Solara Resort Just 7 Miles to 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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Exterior & Views

5bed 5Ba Villa Game Room Pool Spa

Cottage

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Osceola
5bed 5Ba Villa Game Room Pool Spa Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This spa vacation home 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.

5bed 5Ba Villa Game Room Pool Spa Facility and Service
Take time to pamper yourself with a visit to the full-service spa.

5bed 5Ba Villa Game Room Pool Spa Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment. Conveniences include a microwave and a washing machine.

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Interior

1085 Leader ST, Davenport,5 BED

Cottage

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Osceola
1085 Leader ST, Davenport,5 BED 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 12.1 mi (19.5 km) from Old Town and 12.9 mi (20.7 km) from ESPN Wide World of Sports Complex.

1085 Leader ST, Davenport,5 BED 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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Family 5BR Retreat With Pool and Themed Bedrooms

Cottage

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Osceola
Family 5BR Retreat With Pool and Themed Bedrooms Location
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course. This cottage is 5.5 mi (8.8 km) from Walt Disney World® Resort and 7.7 mi (12.4 km) from ESPN Wide World of Sports Complex.

Family 5BR Retreat With Pool and Themed Bedrooms Facility and Service
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional features at this cottage include complimentary wireless internet access, a picnic area, and gas grills.

Family 5BR Retreat With Pool and Themed Bedrooms Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool and an outdoor private hot tub. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment. Conveniences include a dryer and an iron/ironing board.

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Cottages in Osceola

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