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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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Ov3861 - Champions Gate Resort - 8 Bed 5 Baths Townhome

Osceola
Ov3861 - Champions Gate Resort - 8 Bed 5 Baths Townhome 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 family-friendly vacation home is 12.7 mi (20.5 km) from Old Town and 13.3 mi (21.4 km) from Walt Disney World® Resort.

Ov3861 - Champions Gate Resort - 8 Bed 5 Baths Townhome Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools. Additional features at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Ov3861 - Champions Gate Resort - 8 Bed 5 Baths Townhome Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private plunge pool and a private hot tub. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a microwave. A flat-screen television is provided for your entertainment.

Restaurant and Cafe
Enjoy a meal at the restaurant or snacks in the vacation home's coffee shop/cafe. Relax with your favorite drink at the bar/lounge or the poolside bar.

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Beautiful 4BR Home w/ Modern Design

Osceola
Beautiful 4BR Home w/ Modern Design Location
With a stay at this villa in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 8.3 mi (13.3 km) from Disney Springs™ and 9.2 mi (14.9 km) from Walt Disney World® Resort.

Beautiful 4BR Home w/ Modern Design Facility and Service
Take advantage of recreation opportunities such as a 24-hour fitness center, or other amenities including complimentary wireless internet access and gas grills.

Beautiful 4BR Home w/ Modern Design Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with an oven and a microwave. Conveniences include a dryer and an iron/ironing board.

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4.0/5
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Paradise Palms- 4 Bed Townhome W/splashpool-3057pp 4 Bedroom Townhouse by RedAwning

Osceola
Paradise Palms- 4 Bed Townhome W/splashpool-3057pp 4 Bedroom Townhouse by RedAwning 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 8.4 mi (13.5 km) from Disney's Animal Kingdom® Theme Park and 9.3 mi (14.9 km) from ESPN Wide World of Sports Complex.

Paradise Palms- 4 Bed Townhome W/splashpool-3057pp 4 Bedroom Townhouse by RedAwning Facility and Service
Take advantage of recreation opportunities such as an outdoor tennis court, or other amenities including complimentary wireless internet access and barbecue grills.

Paradise Palms- 4 Bed Townhome W/splashpool-3057pp 4 Bedroom Townhouse by RedAwning Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with a refrigerator and a dishwasher. There's a private furnished lanai. A flat-screen television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a coffee/tea maker and a washer/dryer.

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Sport & Beauty

Holiday Inn Resort KISSIMMEE BY THE PARKS by IHG

Osceola
A Family-Friendly Stay in Kissimmee at Holiday Inn Resort - Orlando.Easily access the best of Kissimmee and Orlando while enjoying a relaxing stay at Holiday Inn Resort - Orlando. Our contemporary, non-smoking hotel is minutes from Walt Disney World® Resort theme parks, Universal Studios Florida™, and SeaWorld® Orlando—all reachable via a free scheduled shuttle service. Get energized with a workout in the fitness center and check in with the office using free high-speed WiFi and a business center. After a fun-filled day, you can relax with a swim in our two heated outdoor pool or grab a delicious dinner at our on-site restaurant. Watch the nightly Disney® fireworks show from the comfort of our hotel before retiring to a well-appointed guest room or suite for a restful sleep.Plan your important business conference, magical wedding, or special celebration in our flexible event space. We'll accommodate up to 1,300 guests in various styles to customize the perfect event. Our experienced team will provide outstanding service and guide you through the process to help make sure everything is top-notch for you and your guests.
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3.7/5(400 Reviews)
Starts from
IDR 1,214,676
/room/night
Others

1520mc-non-renting -the Retreat at Championsgate

Osceola
1520mc-non-renting -the Retreat at Championsgate Location
With a stay at this vacation home in Four Corners (Champions Gate), you'll be within a 15-minute drive of Old Town and ChampionsGate Golf Club. This golf vacation home is 11.8 mi (19 km) from ESPN Wide World of Sports Complex and 11.9 mi (19.2 km) from Walt Disney World® Resort.

1520mc-non-renting -the Retreat at Championsgate Facility and Service
Don't miss out on the many recreational opportunities, including an outdoor pool, a lazy river, and a fitness center.

1520mc-non-renting -the Retreat at Championsgate Rooms
Make yourself comfortable in your vacation home.

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Sugar Palm Place 6 Bedroom Home

Osceola
Sugar Palm Place 6 Bedroom Home Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club. This vacation home is 6.7 mi (10.8 km) from Walt Disney World® Resort and 8.3 mi (13.3 km) from Old Town.

Sugar Palm Place 6 Bedroom Home Rooms
Make yourself comfortable in your vacation home. Complimentary wireless internet access is available to keep you connected.

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Exterior & Views

Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS

Osceola
At Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS, exceptional service and top-notch amenities create a memorable experience for guests.Complimentary internet access is available in the private villa to ensure you stay connected during your visit. Amenities at car hire offered by Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS simplify the organization of your excursions, tourist activities, and other adventures in Orlando (FL).For guests with their own vehicle, parking facilities are provided. Continuously receive the support you require through front desk amenities such as concierge service, luggage storage and safety deposit boxes.Due to health concerns, smoking is strictly prohibited within the entire premises of private villa. For the health and well-being of all guests and staff, smoking is restricted exclusively to assigned zones.Accommodations come equipped with all the conveniences required for a restful night's slumber. A selection of rooms at Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS come furnished with linen service to cater to your needs and comfort. A few accommodations at Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS also include unique design elements like a balcony or terrace.A number of rooms feature television for guest amusement and enjoyment. In certain rooms, the private villa offers visitors access to a refrigerator and a coffee or tea maker.At Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS, select bathrooms are equipped with a hair dryer to enhance your comfort during your stay. An evening spent at private villa's bar can offer as much enjoyment as venturing out with your fellow travelers. At Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS, experience the ease of having groceries brought straight to your accommodation through their efficient service.At Colorful Villa near Disney with Margaritaville Resort Island H20 Waterpark Access - 3197CS, guests can take pleasure in the delightful recreational amenities provided for their entertainment. At the private villa fitness center, you have the option to engage in your daily exercise routine or simply alleviate your jet lag by breaking a sweat.
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Sport & Beauty

Paradise Cay #2 - 3 Bed 3 Baths Townhome

Osceola
Paradise Cay #2 - 3 Bed 3 Baths Townhome Location
With a stay at this apartment in Kissimmee, you'll be a 2-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This family-friendly apartment is 5.3 mi (8.5 km) from Disney Springs™ and 5.5 mi (8.9 km) from Walt Disney World® Resort.

Paradise Cay #2 - 3 Bed 3 Baths Townhome Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as an outdoor pool. Additional features at this apartment include complimentary wireless internet access and a television in a common area.

Paradise Cay #2 - 3 Bed 3 Baths Townhome Rooms
Make yourself comfortable in this individually decorated apartment, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. A flat-screen television with cable programming is available for your entertainment, and a video-game console is also provided. Conveniences include a microwave and a coffee/tea maker.

Restaurant and Cafe
You can enjoy a meal at the restaurant serving the guests of this apartment, or stop in at the grocery/convenience store.

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Room

Luxury Decor 6BR at Storey Lake Sleeps 16

Osceola
Luxury Decor 6BR at Storey Lake Sleeps 16 Location
With a stay at this cottage in Kissimmee, you'll be a 5-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This cottage is 5.2 mi (8.4 km) from Disney Springs™ and 6.2 mi (10 km) from Walt Disney World® Resort.

Luxury Decor 6BR at Storey Lake Sleeps 16 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. This cottage also features complimentary wireless internet access and gas grills.

Luxury Decor 6BR at Storey Lake Sleeps 16 Rooms
Make yourself comfortable in this air-conditioned 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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Exterior & Views

Disney Bliss Themed Rooms, Game Room, Private Pool

Osceola
Disney Bliss Themed Rooms, Game Room, Private Pool 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 cottage is 6.2 mi (9.9 km) from Disney Springs™ and 7.2 mi (11.6 km) from Walt Disney World® Resort.

Disney Bliss Themed Rooms, Game Room, Private Pool Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub.

Disney Bliss Themed Rooms, Game Room, Private Pool 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 an iron/ironing board, and you can also request a crib/infant bed (complimentary).

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Grhrfd1411 - Champions Gate Resort - 9 Bed 5 Baths House

Osceola
Grhrfd1411 - Champions Gate Resort - 9 Bed 5 Baths House 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 family-friendly vacation home is 12.6 mi (20.3 km) from Old Town and 13.2 mi (21.3 km) from Walt Disney World® Resort.

Grhrfd1411 - Champions Gate Resort - 9 Bed 5 Baths House Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools or 2 hot tubs. Additional amenities at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Grhrfd1411 - Champions Gate Resort - 9 Bed 5 Baths House Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private plunge pool and a private hot tub. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a microwave. A flat-screen television is provided for your entertainment.

Restaurant and Cafe
Enjoy a meal at the restaurant or snacks in the vacation home's coffee shop/cafe. Relax with your favorite drink at the bar/lounge or the poolside bar.

See details
Fully Booked
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Luxury 5BR Home, Private Pool, Prime Location

Osceola
Luxury 5BR Home, Private Pool, Prime Location 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 cottage is 6.1 mi (9.8 km) from Disney Springs™ and 7 mi (11.2 km) from Walt Disney World® Resort.

Luxury 5BR Home, Private Pool, Prime Location Facility and Service
Dip into one of the 2 outdoor pools or enjoy other recreational amenities, which include a 24-hour fitness center. Additional amenities at this cottage include complimentary wireless internet access and gas grills.

Luxury 5BR Home, Private Pool, Prime Location Rooms
Treat yourself to a stay in this individually decorated cottage, which features a private pool and a Smart TV. There's a private balcony or patio. A kitchen is outfitted with an oven and a microwave. Cable television is provided for your entertainment.

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Exterior & Views

Ovm798 - Emerald Island - 4 Bed 3 Baths Townhome

Osceola
Ovm798 - Emerald Island - 4 Bed 3 Baths Townhome Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club. This family-friendly vacation home is 6.9 mi (11 km) from Old Town and 6.9 mi (11.1 km) from ESPN Wide World of Sports Complex.

Ovm798 - Emerald Island - 4 Bed 3 Baths Townhome Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools or 2 hot tubs. Additional amenities at this vacation home include complimentary wireless internet access, concierge services, and an arcade/game room.

Ovm798 - Emerald Island - 4 Bed 3 Baths Townhome Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private plunge pool and a private hot tub. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a microwave. A flat-screen television is provided for your entertainment.

Restaurant and Cafe
Relax with your favorite drink at the bar/lounge or the poolside bar.

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Exterior & Views

Windsor at Westside 8937 IHR 1879

Osceola
Windsor at Westside 8937 IHR 1879 Location
When you stay at Windsor at Westside 8937 IHR 1879 in Kissimmee, you'll be next to a golf course, within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center. This golf vacation home is 10.3 mi (16.6 km) from Disney's Animal Kingdom® Theme Park and 11.5 mi (18.5 km) from Old Town.

Windsor at Westside 8937 IHR 1879 Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a fitness center. This vacation home also features an arcade/game room and barbecue grills.

Windsor at Westside 8937 IHR 1879 Rooms
Make yourself at home in one of the 10 guestrooms. 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 from the grocery/convenience store serving guests of Windsor at Westside 8937 IHR 1879.

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Exterior & Views

Fairfield Inn and Suites Orlando Kissimmee Celebration

Osceola
Fairfield Inn and Suites Orlando Kissimmee Celebration Location
A stay at Fairfield Inn and Suites Orlando Kissimmee Celebration places you in the heart of Kissimmee, within a 5-minute drive of Old Town and Celebration Golf Club. This hotel is 4.1 mi (6.7 km) from ESPN Wide World of Sports Complex and 4.3 mi (7 km) from Disney's Hollywood Studios®.

Fairfield Inn and Suites Orlando Kissimmee Celebration Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a fitness center. Additional amenities at this hotel include complimentary wireless internet access, a television in a common area, and tour/ticket assistance. Spending a day of fun is easy with the complimentary theme park shuttle.

Fairfield Inn and Suites Orlando Kissimmee Celebration Rooms
Make yourself at home in one of the 150 guestrooms featuring refrigerators and microwaves. Wired and wireless internet access is complimentary, while 32-inch Smart televisions with cable programming provide entertainment. Bathrooms have showers and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of Fairfield Inn and Suites Orlando Kissimmee Celebration. A complimentary buffet breakfast is served daily from 6 AM to 10 AM.

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4.3/5(400 Reviews)
“Worth it”
Starts from
IDR 1,971,701
/room/night
Others

1417 Rolling Fairway Drive

Osceola
1417 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 12.7 mi (20.4 km) from Old Town and 13.2 mi (21.3 km) from Walt Disney World® Resort.

1417 Rolling Fairway Drive Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a waterslide. Additional features at this cottage include complimentary wireless internet access, an arcade/game room, and barbecue grills.

1417 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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Grhdog9029 - Champions Gate Resort - 4 Bed 3 Baths Townhouse

Osceola
Grhdog9029 - Champions Gate Resort - 4 Bed 3 Baths Townhouse 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 family-friendly vacation home is 11.4 mi (18.3 km) from Old Town and 12.2 mi (19.6 km) from ESPN Wide World of Sports Complex.

Grhdog9029 - Champions Gate Resort - 4 Bed 3 Baths Townhouse Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools. Additional amenities at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Grhdog9029 - Champions Gate Resort - 4 Bed 3 Baths Townhouse Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private plunge pool and a flat-screen TV. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Cable television is provided for your entertainment.

Restaurant and Cafe
Enjoy a meal at the restaurant or snacks in the vacation home's coffee shop/cafe. Relax with your favorite drink at the bar/lounge or the poolside bar.

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Sport & Beauty

4568target

Osceola
4568target Location
With a stay at this vacation home in Kissimmee, you'll be a 5-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets. This spa vacation home is 5.9 mi (9.5 km) from Disney Springs™ and 6.7 mi (10.8 km) from ESPN Wide World of Sports Complex.

4568target 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.

4568target Rooms
Make yourself comfortable in this air-conditioned vacation home, 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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Reception

Inviting 5BR Villa in Reunion Resort

Osceola
Inviting 5BR Villa in Reunion Resort Location
With a stay at this villa in Kissimmee (Reunion), you'll be a 4-minute drive from Reunion Resort Golf Course and 6 minutes from ChampionsGate Golf Club. This villa is 7.5 mi (12 km) from Walt Disney World® Resort and 10.1 mi (16.3 km) from Old Town.

Inviting 5BR Villa in Reunion Resort Facility and Service
Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden.

Inviting 5BR Villa in Reunion Resort Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected. Conveniences include an electric kettle and a washer/dryer.

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5.0/5
Fully Booked
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Sport & Beauty

Water Kingdom @ Storey Lake By Shine Villas! #525 9 Bedroom Home

Osceola
Water Kingdom @ Storey Lake By Shine Villas! #525 9 Bedroom Home Location
When you stay at this villa 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 villa is 7.4 mi (11.9 km) from Disney Springs™ and 8.4 mi (13.6 km) from Walt Disney World® Resort.

Water Kingdom @ Storey Lake By Shine Villas! #525 9 Bedroom Home Facility and Service
Pamper yourself with onsite massages or enjoy recreation amenities such as a fitness center.

Water Kingdom @ Storey Lake By Shine Villas! #525 9 Bedroom Home Rooms
Make yourself comfortable in your villa, featuring a refrigerator and a Smart TV. Complimentary wireless internet access is available to keep you connected. Conveniences include a coffee/tea maker and a washing machine.

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Hotels in Osceola

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