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Hotels in Osceola

Osceola
Thu, 12 Nov 2026 - Fri, 13 Nov 2026 (1 night)
1 Room, 1 Adult, 0 Children
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Showing 5.000+ hotels in Osceola

Beautifully Decorated Townhome With Themed Rooms

Osceola
Beautifully Decorated Townhome With Themed Rooms Location
With a stay at Beautifully Decorated Townhome With Themed Rooms in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 7.5 mi (12.1 km) from Disney Springs™ and 8.6 mi (13.9 km) from Walt Disney World® Resort.

Beautifully Decorated Townhome With Themed Rooms Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.

Beautifully Decorated Townhome With Themed Rooms Rooms
Make yourself at home in one of the air-conditioned rooms featuring kitchens with stovetops and microwaves. Conveniences include dryers and irons/ironing boards.

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2554 Renshaw ST , Kissimmee, 3beds

Osceola
2554 Renshaw ST , Kissimmee, 3beds 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.

2554 Renshaw ST , Kissimmee, 3beds Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen.

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Cane Island Resort 2BR Condo

Osceola
Cane Island Resort 2BR Condo Location
With a stay at this condo in Kissimmee, you'll be a 3-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets. This condo is 5.6 mi (8.9 km) from Walt Disney World® Resort and 5.6 mi (9 km) from ESPN Wide World of Sports Complex.

Cane Island Resort 2BR Condo Rooms
Make yourself comfortable in your condo. Complimentary wireless internet access is available to keep you connected.

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Enchanted 11br at Encore, Near Disney Parks

Osceola
Enchanted 11br at Encore, Near Disney Parks Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and ChampionsGate Golf Club. This vacation home is 5.5 mi (8.9 km) from Walt Disney World® Resort and 7.8 mi (12.5 km) from ESPN Wide World of Sports Complex.

Enchanted 11br at Encore, Near Disney Parks 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.

Enchanted 11br at Encore, Near Disney Parks Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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View from room

Close 5min to Disney Fantastic Townhome BBQ 152

Osceola
Close 5min to Disney Fantastic Townhome BBQ 152 Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 4.8 mi (7.8 km) from ESPN Wide World of Sports Complex and 5.5 mi (8.9 km) from Disney's Hollywood Studios®.

Close 5min to Disney Fantastic Townhome BBQ 152 Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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4784 Kings Castle Circle

Osceola
4784 Kings Castle Circle Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 6.1 mi (9.9 km) from Disney Springs��� and 7 mi (11.3 km) from Walt Disney World® Resort.

4784 Kings Castle Circle Facility and Service
Take advantage of recreation opportunities such as an indoor pool, or other amenities including complimentary wireless internet access and an arcade/game room.

4784 Kings Castle Circle Rooms
Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a refrigerator and an oven. Conveniences include a microwave and a coffee/tea maker.

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Bv528 - 6BR House With Pool Near Disney

Osceola
Bv528 - 6BR House With Pool Near Disney Location
Located in Kissimmee, this cottage is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This cottage is 9.1 mi (14.6 km) from Disney Springs™ and 10 mi (16.2 km) from Walt Disney World® Resort.

Bv528 - 6BR House With Pool Near Disney Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.

Bv528 - 6BR House With Pool Near Disney Rooms
Make yourself comfortable in this individually decorated cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Conveniences include a microwave and a washer/dryer.

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9036 Hazard st

Osceola
9036 Hazard st Location
When you stay at this vacation home in Four Corners, you'll be near the beach, within a 15-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club. This vacation home is 11.3 mi (18.2 km) from Old Town and 12.3 mi (19.8 km) from Walt Disney World® Resort.

9036 Hazard st Facility and Service
Don't miss out on the many recreational opportunities, including an outdoor pool, an indoor pool, and a fitness center. Additional features at this vacation home include complimentary wireless internet access and an arcade/game room.

9036 Hazard st Rooms
Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Conveniences include a microwave and a coffee/tea maker.

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Tranquil Terrace - 10 Mins to Disney!

Osceola
Tranquil Terrace - 10 Mins to Disney! Location
Located in Kissimmee (Calabria), this villa is within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club. This villa is 7 mi (11.2 km) from Walt Disney World® Resort and 8.6 mi (13.9 km) from Disney's Animal Kingdom® Theme Park.

Tranquil Terrace - 10 Mins to Disney! Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional amenities at this villa include complimentary wireless internet access, an arcade/game room, and a picnic area.

Tranquil Terrace - 10 Mins to Disney! Rooms
Make yourself comfortable in this air-conditioned villa, which features a private pool and an outdoor private hot tub. A kitchen is outfitted with a dishwasher. Cable television is provided for your entertainment. Conveniences include a separate sitting area and a coffee/tea maker, and you can also request a crib/infant bed (complimentary).

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Room

Comfortable Home w 3 En-suites!

Osceola
Comfortable Home w 3 En-suites! Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, a 5-minute drive from Mystic Dunes Golf Club and 6 minutes from Walt Disney World® Resort. This vacation home is 5.1 mi (8.2 km) from ESPN Wide World of Sports Complex and 5.3 mi (8.6 km) from Old Town.

Comfortable Home w 3 En-suites! 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.

Comfortable Home w 3 En-suites! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Exterior & Views

Greenview 8BR Home Private Theater Pool/spa/games

Osceola
Greenview 8BR Home Private Theater Pool/spa/games 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 vacation home is 11.2 mi (18 km) from Old Town and 11.9 mi (19.2 km) from ESPN Wide World of Sports Complex.

Greenview 8BR Home Private Theater Pool/spa/games 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.

Greenview 8BR Home Private Theater Pool/spa/games Rooms
Make yourself comfortable in your individually decorated vacation home. There's a private patio. The bathroom has a bathtub or shower.

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Sport & Beauty

Summer Breeze

Osceola
Summer Breeze Location
With a stay at this vacation home in Kissimmee (Seasons), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This family-friendly vacation home is 8.3 mi (13.3 km) from Disney Springs™ and 8.5 mi (13.6 km) from ESPN Wide World of Sports Complex.

Summer Breeze Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace.

Summer Breeze Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Conveniences include a separate sitting area and a microwave, as well as a phone with free local calls.

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2663 Andros Lane, Kissimmee, 3 BED

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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Upstay Lakeside 10br Home w Pool, Cinema & Games

Osceola
Upstay Lakeside 10br Home w Pool, Cinema & Games 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 9.1 mi (14.6 km) from Disney Springs™ and 10.1 mi (16.2 km) from Walt Disney World® Resort.

Upstay Lakeside 10br Home w Pool, Cinema & Games 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 barbecue grills.

Upstay Lakeside 10br Home w Pool, Cinema & Games 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 desk and a microwave.

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4BR Townhome Private Pool 10 min to Disney

Osceola
4BR Townhome Private Pool 10 min to Disney Location
With a stay at 4BR Townhome Private Pool 10 min to Disney in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This villa is 5.3 mi (8.5 km) from Disney Springs™ and 6.3 mi (10.2 km) from Walt Disney World® Resort.

4BR Townhome Private Pool 10 min to Disney Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a hot tub. Additional features at this villa include complimentary wireless internet access and barbecue grills.

4BR Townhome Private Pool 10 min to Disney Rooms
Make yourself at home in one of the air-conditioned rooms featuring private pools and flat-screen televisions. Rooms have private furnished patios. Kitchens are outfitted with full-sized refrigerators/freezers, ovens, and stovetops. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.

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Dog-friendly Townhouse Near Disney With Outdoor Pool, Patio, Streaming, W/d, AC

Osceola
Dog-friendly Townhouse Near Disney With Outdoor Pool, Patio, Streaming, W/d, AC Location
With a stay at this vacation home 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 vacation home is 5.3 mi (8.5 km) from ESPN Wide World of Sports Complex and 5.5 mi (8.9 km) from Old Town.

Dog-friendly Townhouse Near Disney With Outdoor Pool, Patio, Streaming, W/d, AC Facility and Service
Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access.

Dog-friendly Townhouse Near Disney With Outdoor Pool, Patio, Streaming, W/d, AC Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Exterior & Views

5BR Pool Home in Storey Lake by SHV-4817

Osceola
5BR Pool Home in Storey Lake by SHV-4817 Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 6 mi (9.7 km) from Disney Springs��� and 6.8 mi (11 km) from ESPN Wide World of Sports Complex.

5BR Pool Home in Storey Lake by SHV-4817 Facility and Service
Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace.

5BR Pool Home in Storey Lake by SHV-4817 Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a private hot tub. There's a private furnished balcony. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. A flat-screen television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected.

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Exterior & Views

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

Osceola
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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Spacious 5bd Pool Th, Champions Gate-1610mvd 5 Bedroom Townhouse by RedAwning

Osceola
Spacious 5bd Pool Th, Champions Gate-1610mvd 5 Bedroom Townhouse by RedAwning Location
Located in Four Corners, this vacation home is within a 15-minute drive of ChampionsGate Golf Club and Mystic Dunes Golf Club. This vacation home is 11.5 mi (18.5 km) from Old Town and 12.3 mi (19.7 km) from ESPN Wide World of Sports Complex.

Spacious 5bd Pool Th, Champions Gate-1610mvd 5 Bedroom Townhouse by RedAwning Rooms
Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Bedroom 2.5 Bathroom Fiesta Key 4728HH

Osceola
Experience an abundance of unparalleled facilities and features at Bedroom 2.5 Bathroom Fiesta Key 4728HH. Share your photos and respond to emails at your convenience, thanks to the free Wi-Fi internet access offered by home. Visitors can take advantage of the accessible parking options directly at the home.Traveling with minimal luggage is achievable at Bedroom 2.5 Bathroom Fiesta Key 4728HH due to the home's laundromat ensuring your garments stay fresh. Each accommodation at Bedroom 2.5 Bathroom Fiesta Key 4728HH is thoughtfully created and adorned to provide visitors with a comfortable, home-like atmosphere. In select rooms, guests can enjoy a touch of amusement with the availability of television for their entertainment.Understanding the significance of bathroom amenities in enhancing guest contentment, the home offers a hair dryer within certain chosen rooms. Should you be particularly discerning in your dining choices, you will surely appreciate having access to the on-site BBQ facilities provided at this location.Indulge in the numerous pursuits available at Bedroom 2.5 Bathroom Fiesta Key 4728HH. 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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Hotels in Osceola

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