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Hotels in Osceola

Osceola
Fri, 13 Nov 2026 - Sat, 14 Nov 2026 (1 night)
1 Room, 1 Adult, 0 Children
Showing 5.000+ hotels in Osceola

Family Vacation Home, Water Park+Endless Amenities

Osceola
Family Vacation Home, Water Park+Endless Amenities Location
With a stay at this villa in Kissimmee, you'll be a 4-minute drive from Old Town and 8 minutes from Orlando Vineland Premium Outlets. This luxury villa is 5.5 mi (8.9 km) from Disney Springs™ and 6.2 mi (10 km) from Walt Disney World® Resort.

Family Vacation Home, Water Park+Endless Amenities Facility and Service
Enjoy a range of recreational amenities, including a complimentary water park, an outdoor pool, and a 24-hour fitness center. This villa also features a picnic area and barbecue grills.

Family Vacation Home, Water Park+Endless Amenities Rooms
Make yourself comfortable in this individually decorated villa, featuring a kitchen with a full-sized refrigerator/freezer and an oven. There's a private patio. A 21-inch flat-screen television with digital programming provides entertainment, while complimentary wireless internet access keeps you connected. Conveniences include a desk and a separate sitting area.

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3.6/5
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Je62566 - Reunion Resort - 5 Bed 5 Baths Villa

Osceola
Je62566 - Reunion Resort - 5 Bed 5 Baths Villa Location
With a stay at this villa in Kissimmee (Reunion), you'll be within a 15-minute drive of Reunion Resort Golf Course and ChampionsGate Golf Club. This family-friendly villa is 8 mi (12.8 km) from Walt Disney World® Resort and 10.7 mi (17.2 km) from Disney's Hollywood Studios®.

Je62566 - Reunion Resort - 5 Bed 5 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 8 outdoor pools or 2 hot tubs. This villa also features complimentary wireless internet access, concierge services, and a television in a common area.

Je62566 - Reunion Resort - 5 Bed 5 Baths Villa Rooms
Make yourself comfortable in this air-conditioned villa, 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 villa's coffee shop/cafe. Wrap up your day with a drink at the bar/lounge.

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Others

5BR Encore Villa Movie-themed Game Room

Osceola
5BR Encore Villa Movie-themed Game Room 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 Mystic Dunes Golf Club. This vacation home is 7.4 mi (11.9 km) from ESPN Wide World of Sports Complex and 7.9 mi (12.7 km) from Disney's Hollywood Studios®.

5BR Encore Villa Movie-themed Game Room Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub.

5BR Encore Villa Movie-themed Game Room Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Encore Villa Near Disney: Pool, Theater, Spa

Osceola
Encore Villa Near Disney: Pool, Theater, Spa Location
When you stay at this villa in Kissimmee, you'll be near the beach, within a 10-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course. This villa is 5.6 mi (9 km) from Walt Disney World® Resort and 7.8 mi (12.6 km) from ESPN Wide World of Sports Complex.

Encore Villa Near Disney: Pool, Theater, Spa Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a hot tub. Additional features at this villa include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Encore Villa Near Disney: Pool, Theater, Spa Rooms
Make yourself comfortable in your individually decorated villa. The bathroom has a bathtub or shower.

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Fully Booked
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Bedroom

Vacation Home Near Disney

Osceola
Vacation Home Near Disney 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 Flamingo Crossings Town Center. This spa vacation home is 7.2 mi (11.6 km) from Disney's Animal Kingdom® Theme Park and 8.4 mi (13.5 km) from Old Town.

Vacation Home Near Disney 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. Additional features at this vacation home include complimentary wireless internet access, a picnic area, and barbecue grills.

Vacation Home Near Disney Rooms
Your vacation home features a flat-screen TV. Complimentary wireless internet access is available to keep you connected. The bathroom has a shower/tub combination.

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4.6/5
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Others

6 Bedroom Villa With GR and Pool

Osceola
6 Bedroom Villa With GR and Pool Location
With a stay at this villa 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 villa is 11.6 mi (18.6 km) from Old Town and 12.3 mi (19.9 km) from ESPN Wide World of Sports Complex.

6 Bedroom Villa With GR and Pool 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. Additional amenities at this villa include wireless internet access (surcharge) and an arcade/game room.

6 Bedroom Villa With GR and Pool Rooms
Make yourself comfortable in this air-conditioned villa, which has a kitchen. There's a private lanai. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.

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Others

7BR Near Disney Private Pool, Spa, Game Room

Osceola
7BR Near Disney Private Pool, Spa, Game Room Location
Located in Kissimmee, this villa is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This villa is 9.6 mi (15.5 km) from Disney Springs™ and 10.7 mi (17.2 km) from Walt Disney World® Resort.

7BR Near Disney Private Pool, Spa, Game Room 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.

7BR Near Disney Private Pool, Spa, Game Room Rooms
Your villa features a Smart TV. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. The bathroom has a bathtub or shower and complimentary toiletries. Conveniences include a washer/dryer, and a crib/infant bed (complimentary) can be requested.

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Others

1570 Carey Palm Circle

Osceola
1570 Carey Palm Circle Location
With a stay at this vacation home in Kissimmee, you'll be within a 15-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This family-friendly vacation home is 8.6 mi (13.8 km) from Walt Disney World® Resort and 10.3 mi (16.5 km) from Disney's Animal Kingdom® Theme Park.

1570 Carey Palm Circle Facility and Service
Enjoy recreational amenities such as an outdoor pool and a fitness center. Additional amenities at this vacation home include complimentary wireless internet access, an arcade/game room, and barbecue grills.

1570 Carey Palm Circle Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a flat-screen TV. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment.

Restaurant and Cafe
Take advantage of the vacation home's late night room service.

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4.0/5
Fully Booked
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Bedroom

Aco63670 - Lucaya Village - 3 Bed 2 Baths Townhouse

Osceola
Aco63670 - Lucaya Village - 3 Bed 2 Baths Townhouse Location
With a stay at this vacation home in Kissimmee (Historic Downtown Kissimmee), you'll be within a 5-minute walk of Kissimmee Lakefront Park and Lake Tohopekaliga. This golf vacation home is 9.7 mi (15.6 km) from Old Town and 11.6 mi (18.7 km) from Orlando Vineland Premium Outlets.

Aco63670 - Lucaya Village - 3 Bed 2 Baths Townhouse Facility and Service
While the golfer in the family is out on the course, try one of the other recreational amenities offered, such as an outdoor pool or a hot tub. Additional amenities at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Aco63670 - Lucaya Village - 3 Bed 2 Baths Townhouse Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony. A flat-screen television is provided for your entertainment. Conveniences include a microwave and a washer/dryer.

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Fully Booked
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8BR Encore Villa Retro Game Room & Pool

Osceola
8BR Encore Villa Retro Game Room & Pool 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 Mystic Dunes Golf Club. This vacation home is 7.2 mi (11.6 km) from ESPN Wide World of Sports Complex and 7.7 mi (12.4 km) from Disney's Hollywood Studios®.

8BR Encore Villa Retro Game Room & Pool Facility and Service
Take advantage of recreation opportunities such as a hot tub, or other amenities including complimentary wireless internet access and an arcade/game room.

8BR Encore Villa Retro Game Room & Pool Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Fully Booked
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Exterior & Views

9 Bdrm5 Bathchampions Gate

Osceola
9 Bdrm5 Bathchampions Gate Location
With a stay at this vacation home in Four Corners, you'll be within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This spa vacation home is 12 mi (19.3 km) from Old Town and 12.7 mi (20.4 km) from Walt Disney World® Resort.

9 Bdrm5 Bathchampions Gate Facility and Service
Take time to pamper yourself with a visit to the full-service spa. Additional amenities at this vacation home include wireless internet access (surcharge), an arcade/game room, and barbecue grills.

9 Bdrm5 Bathchampions Gate Rooms
Make yourself comfortable in this vacation home, which has a kitchen. A flat-screen television is provided for your entertainment.

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Fully Booked
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Room

Spacious 9br, 9BA Resort Home w/ Private Pool

Osceola
Spacious 9br, 9BA Resort Home w/ Private Pool 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 9.6 mi (15.4 km) from Disney Springs™ and 10.6 mi (17.1 km) from Walt Disney World® Resort.

Spacious 9br, 9BA Resort Home w/ Private Pool Facility and Service
Enjoy a range of recreational amenities, including an outdoor pool, a hot tub, and a fitness center. Additional amenities at this vacation home include complimentary wireless internet access and barbecue grills.

Spacious 9br, 9BA Resort Home w/ Private Pool Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Fully Booked
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Bedroom

Bernard's Windsor Hills Resort Vacation Home

Osceola
Bernard's Windsor Hills Resort Vacation Home Location
Located in Kissimmee (Windsor Hills), this cottage is within a 10-minute drive of Walt Disney World® Resort and Old Town. This cottage is 5.3 mi (8.5 km) from ESPN Wide World of Sports Complex and 6 mi (9.7 km) from Disney's Hollywood Studios®.

Bernard's Windsor Hills Resort Vacation Home Rooms
Make yourself comfortable in this air-conditioned cottage, which has a kitchen.

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Fully Booked
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Exterior & Views

Villa Helena - Windsor Palms

Osceola
Villa Helena - Windsor Palms offers top-notch services and amenities, ensuring guests experience utmost comfort. 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 complimentary parking directly at the home. Traveling with minimal baggage is achievable at Villa Helena - Windsor Palms, as the home's laundromat and laundry service ensures your garments stay fresh. The home maintains a completely smoke-free zone, providing a breathable atmosphere.Each accommodation at Villa Helena - Windsor Palms 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.In select rooms, guests at the home can enjoy top-notch in-room entertainment with television and cable TV available for their convenience.Rest assured, in a few chosen rooms, you will find the convenience of a refrigerator and a coffee or tea maker at your disposal. Understanding the significance of bathroom facilities in enhancing visitor contentment, home offers a hair dryer, toiletries and towels within a few chosen chambers.Immerse yourself in the executive lounge, where exceptional amenities and lavish surroundings await you. Throughout the day, engage in the entertaining activities available at Villa Helena - Windsor Palms.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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8579 La Isla Drive

Osceola
8579 La Isla Drive Location
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and Old Town. This family-friendly cottage is 7.5 mi (12 km) from ESPN Wide World of Sports Complex and 8 mi (12.8 km) from Disney's Hollywood Studios®.

8579 La Isla Drive 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.

8579 La Isla Drive 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 a dryer.

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Fully Booked
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Others

9037hs 6 Bedroom 5 Bathroom Champions Gate Villa

Osceola
9037hs 6 Bedroom 5 Bathroom Champions Gate Villa 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 11.4 mi (18.4 km) from Old Town and 12.2 mi (19.6 km) from ESPN Wide World of Sports Complex.

9037hs 6 Bedroom 5 Bathroom Champions Gate Villa 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.

9037hs 6 Bedroom 5 Bathroom Champions Gate Villa Rooms
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with a refrigerator and a microwave. An LCD television and a DVD player are provided for your entertainment, while complimentary wireless internet access keeps you connected.

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Fully Booked
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Bathroom

Bella Vida Resort Luxury Pool Home Game Room View!

Osceola
Bella Vida Resort Luxury Pool Home Game Room View! Location
With a stay at this vacation home in Kissimmee (Bellavida), you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This golf vacation home is 8.7 mi (14 km) from Disney Springs™ and 8.9 mi (14.3 km) from ESPN Wide World of Sports Complex.

Bella Vida Resort Luxury Pool Home Game Room View! 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 complimentary wireless internet access, an arcade/game room, and a picnic area.

Bella Vida Resort Luxury Pool Home Game Room View! Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a private hot tub. There's a private patio. A kitchen is outfitted with a refrigerator, a stovetop, and a microwave. Wired and wireless internet access is complimentary, while a flat-screen television and a DVD player provide entertainment.

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Magical Mickey Home 8min->disney!

Osceola
Magical Mickey Home 8min->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 7.3 mi (11.7 km) from Disney Springs™ and 8.3 mi (13.4 km) from Walt Disney World® Resort.

Magical Mickey Home 8min->disney! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and an arcade/game room.

Magical Mickey Home 8min->disney! Rooms
Make yourself comfortable in your individually decorated vacation home. The bathroom has a bathtub or shower.

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Fully Booked
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Windsor At Westside #9 - 7 Bed 6 Baths Villa

Osceola
Windsor At Westside #9 - 7 Bed 6 Baths Villa Location
With a stay at this villa in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. This family-friendly villa is 10.2 mi (16.4 km) from Disney's Animal Kingdom® Theme Park and 11.1 mi (17.8 km) from ESPN Wide World of Sports Complex.

Windsor At Westside #9 - 7 Bed 6 Baths Villa Facility and Service
Practice your swing on the golf course or dip into one of the 2 outdoor pools. Additional amenities at this villa include complimentary wireless internet access, concierge services, and an arcade/game room.

Windsor At Westside #9 - 7 Bed 6 Baths Villa Rooms
Make yourself comfortable in this individually decorated villa, 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 washer/dryer.

Restaurant and Cafe
Grab a bite from the grocery/convenience store serving guests of this villa. Relax with your favorite drink at the bar/lounge or the poolside bar.

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Others

Resort Home w Private Pool

Osceola
Resort Home w Private Pool 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 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.

Resort Home w Private Pool 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.

Resort Home w Private Pool Rooms
Make yourself comfortable in your individually decorated vacation home. There's a private balcony or patio. The bathroom has a bathtub or shower and designer toiletries.

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5.0/5
Fully Booked
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Hotels in Osceola

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