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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
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Paradise 4Bd w Private Pool & Waterpark 2941

Osceola
Paradise 4Bd w Private Pool & Waterpark 2941 Location
With a stay at Paradise 4Bd w Private Pool & Waterpark 2941 in Kissimmee, you'll be within a 10-minute drive of Mystic Dunes Golf Club and Flamingo Crossings Town Center. This vacation home is 5.2 mi (8.4 km) from Walt Disney World® Resort and 7.9 mi (12.8 km) from Old Town.

Paradise 4Bd w Private Pool & Waterpark 2941 Rooms
Make yourself at home in one of the guestrooms, featuring kitchens with ovens and stovetops.

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Sport & Beauty

Westgate Vacation Villas Resort

Osceola
Westgate Vacation Villas Resort Location
When you stay at Westgate Vacation Villas Resort in Kissimmee, you'll be in the entertainment district, within a 10-minute drive of Walt Disney World® Resort and Old Town. This family-friendly resort is 4.9 mi (7.8 km) from ESPN Wide World of Sports Complex and 5.4 mi (8.6 km) from Disney's Hollywood Studios®.

Westgate Vacation Villas Resort Facility and Service
Dip into one of the 14 outdoor pools or 14 hot tubs and enjoy other recreational amenities, which include a water park (surcharge). This resort also features concierge services, an arcade/game room, and gift shops/newsstands.

Westgate Vacation Villas Resort Rooms
Make yourself at home in one of the 1184 guestrooms featuring microwaves and DVD players. Flat-screen televisions are provided for your entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include phones, as well as coffee/tea makers and ceiling fans.

Restaurant and Cafe
Grab a bite to eat at one of the resort'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 2 bars/lounges. To-go breakfasts are available daily from 8:00 AM to 10:30 AM for a fee.

Important Information
The following facilities are closed seasonally each year. They will be closed from January 12 to February 7:
  • Water park


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4.1/5(100 Reviews)
“Worth it”
Starts from
IDR 1,536,388
/room/night
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Windsor Palms Resort 4 Bedroom with Game Room 4 Home

Osceola
Windsor Palms Resort 4 Bedroom with Game Room 4 Home Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 7.3 mi (11.7 km) from ESPN Wide World of Sports Complex and 7.8 mi (12.5 km) from Disney's Hollywood Studios®.

Windsor Palms Resort 4 Bedroom with Game Room 4 Home Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and an oven. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.

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Bedroom

Blue Lagoon by Orlando Short Term

Osceola
Blue Lagoon by Orlando Short Term Location
With a stay at this vacation home in Kissimmee (Eagle Pointe South), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 9.5 mi (15.3 km) from Disney Springs™ and 9.7 mi (15.5 km) from ESPN Wide World of Sports Complex.

Blue Lagoon by Orlando Short Term Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a fitness center.

Blue Lagoon by Orlando Short Term Rooms
Make yourself comfortable in this vacation home, which features a private pool. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include a phone, as well as a coffee/tea maker and an iron/ironing board.

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Exterior & Views

9056sh-the Retreat At Championsgate 8 Bedroom Home by RedAwning

Osceola
9056sh-the Retreat At Championsgate 8 Bedroom Home by RedAwning Location
With a stay at this vacation home in Four Corners, you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 11.9 mi (19.1 km) from Old Town and 12.7 mi (20.4 km) from ESPN Wide World of Sports Complex.

9056sh-the Retreat At Championsgate 8 Bedroom Home by RedAwning Rooms
Make yourself comfortable in your vacation home, which features a refrigerator. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower.Conveniences include a coffee/tea maker and a washing machine.

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9 Mi to Disney: Resort Getaway w/ Private Patio!

Osceola
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2BR Condo With Mickey Room, Sleeps 6

Osceola
2BR Condo With Mickey Room, Sleeps 6 Location
With a stay at this apartment in Four Corners, you'll be within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This apartment is 12.1 mi (19.5 km) from Old Town and 12.9 mi (20.7 km) from ESPN Wide World of Sports Complex.

2BR Condo With Mickey Room, Sleeps 6 Facility and Service
This smoke-free apartment offers complimentary parking nearby.

2BR Condo With Mickey Room, Sleeps 6 Rooms
Make yourself comfortable in this air-conditioned apartment, featuring a kitchen with an oven and a stovetop. Conveniences include a microwave and a dryer.

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Perfect for Children! With Epic Themed Bedrooms

Osceola
Perfect for Children! With Epic Themed Bedrooms Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This vacation home is 8.5 mi (13.6 km) from Walt Disney World® Resort and 10.1 mi (16.3 km) from Disney's Animal Kingdom® Theme Park.

Perfect for Children! With Epic Themed Bedrooms Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.

Perfect for Children! With Epic Themed Bedrooms Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Upgraded 11 Bed Casino Mansion

Osceola
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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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Others

Special Deal! Championsgate Pool Villa Near Disney

Osceola
Special Deal! Championsgate Pool Villa Near Disney Location
Located in Four Corners, this vacation home is within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 12.2 mi (19.7 km) from Old Town and 13 mi (20.9 km) from ESPN Wide World of Sports Complex.

Special Deal! Championsgate Pool Villa Near Disney Facility and Service
Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and an arcade/game room.

Special Deal! Championsgate Pool Villa Near Disney Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower and designer toiletries. Conveniences include a coffee/tea maker and a washing machine.

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Room

Lovely Townhome 5mindisneyworld Resort Style - 156

Osceola
Lovely Townhome 5mindisneyworld Resort Style - 156 Location
When you stay at this vacation home in Kissimmee, you'll be next to a golf course, within a 10-minute drive of Walt Disney World® Resort and Old Town. This golf vacation home is 5.1 mi (8.2 km) from ESPN Wide World of Sports Complex and 5.6 mi (9 km) from Disney's Hollywood Studios®.

Lovely Townhome 5mindisneyworld Resort Style - 156 Facility and Service
Take advantage of recreation opportunities such as a fitness center, or other amenities including complimentary wireless internet access and an arcade/game room.

Lovely Townhome 5mindisneyworld Resort Style - 156 Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Sport & Beauty

Windsor at Westside Resort Home w/ Pool & Hot Tub

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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Magic Moments Getaway

Osceola
Magic Moments Getaway Location
With a stay at this vacation home in Kissimmee (Reunion), you'll be within a 15-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club. This vacation home is 7.4 mi (11.9 km) from Walt Disney World® Resort and 9.6 mi (15.5 km) from ESPN Wide World of Sports Complex.

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

Magic Moments Getaway Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Others

3085 TS - Opulent 5 BR Townhome Private Pool

Osceola
3085 TS - Opulent 5 BR Townhome Private Pool Location
When you stay at this condo in Kissimmee, you'll be next to a golf course, within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets. This golf condo is 5.5 mi (8.8 km) from Disney Springs™ and 6.5 mi (10.5 km) from Walt Disney World® Resort.

3085 TS - Opulent 5 BR Townhome Private Pool Facility and Service
Take advantage of recreation opportunities including an outdoor tennis court and a fitness center.

3085 TS - Opulent 5 BR Townhome Private Pool Rooms
Make yourself comfortable in your condo.

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Others

6BR Near Disney, Pool, Games and Themed Rooms

Osceola
6BR Near Disney, Pool, Games and Themed Rooms Location
With a stay at this cottage in Kissimmee (Windsor Hills), you'll be a 4-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort. This cottage is 6 mi (9.6 km) from ESPN Wide World of Sports Complex and 6.3 mi (10.1 km) from Old Town.

6BR Near Disney, Pool, Games and Themed Rooms Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. Additional features at this cottage include complimentary wireless internet access and barbecue grills.

6BR Near Disney, Pool, Games and Themed Rooms Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool. A kitchen is outfitted with an oven, a stovetop, and a microwave. Cable television is provided for your entertainment. Conveniences include a dryer and a ceiling fan.

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Others

2940 PS - BR 5 - Relax Cozy Place Near Disney

Osceola
2940 PS - BR 5 - Relax Cozy Place Near Disney Location
When you stay at this vacation home in Kissimmee, you'll be next to a golf course, within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This golf vacation home is 7.5 mi (12 km) from Disney Springs™ and 8.6 mi (13.8 km) from Walt Disney World® Resort.

2940 PS - BR 5 - Relax Cozy Place Near Disney Facility and Service
Take advantage of recreation opportunities including an outdoor tennis court and a fitness center.

2940 PS - BR 5 - Relax Cozy Place Near Disney Rooms
Make yourself comfortable in your vacation home.

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Beautiful Sun-inspired Home in Champions Gate Community With Resort Amenities

Osceola
Beautiful Sun-inspired Home in Champions Gate Community With Resort Amenities Location
When you stay at this vacation home in Four Corners, you'll be near the beach, within a 15-minute drive of ChampionsGate Golf Club and Reunion Resort Golf Course. This vacation home is 12.1 mi (19.5 km) from Old Town and 12.9 mi (20.7 km) from ESPN Wide World of Sports Complex.

Beautiful Sun-inspired Home in Champions Gate Community With Resort Amenities Facility and Service
Don't miss out on recreational opportunities including an outdoor tennis court and a fitness center. Additional amenities at this vacation home include complimentary wireless internet access and an arcade/game room.

Beautiful Sun-inspired Home in Champions Gate Community With Resort Amenities Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Exterior & Views

Brilliant Cottage near Disney with Private Pool Margaritaville Resort Access - 3080PH

Osceola
Experience an abundance of unparalleled facilities and features at Brilliant Cottage near Disney with Private Pool Margaritaville Resort Access - 3080PH. 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 Brilliant Cottage near Disney with Private Pool Margaritaville Resort Access - 3080PH 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 Brilliant Cottage near Disney with Private Pool Margaritaville Resort Access - 3080PH, 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, Brilliant Cottage near Disney with Private Pool Margaritaville Resort Access - 3080PH offers the convenience of doorstep grocery delivery, allowing you to prepare and enjoy food in your room.Indulge in the numerous pursuits available at Brilliant Cottage near Disney with Private Pool Margaritaville Resort Access - 3080PH.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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Villa Victória - Encantada Resort

Osceola
Villa Victória - Encantada Resort Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Walt Disney World® Resort and Old Town. This vacation home is 7.2 mi (11.6 km) from Disney's Animal Kingdom® Theme Park and 7.4 mi (11.8 km) from ESPN Wide World of Sports Complex.

Villa Victória - Encantada Resort Facility and Service
Enjoy the recreation opportunities such as a fitness center or make use of other amenities including complimentary wireless internet access.

Villa Victória - Encantada Resort Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with an oven and a stovetop. Complimentary wireless internet access is available to keep you connected. Conveniences include a dryer and an iron/ironing board, and housekeeping is provided once per stay.

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