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Hotels in Osceola

Osceola
Wed, 11 Nov 2026 - Thu, 12 Nov 2026 (1 night)
1 Room, 1 Adult, 0 Children
Showing 5.000+ hotels in Osceola
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Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D

Osceola
Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D Location
With a stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of ChampionsGate Golf Club and Highland Reserve Golf Club. This vacation home is 12.2 mi (19.7 km) from Walt Disney World® Resort and 12.4 mi (20 km) from Old Town.

Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D Facility and Service
Don't miss out on the many recreational opportunities, including an outdoor pool, an outdoor tennis court, and a fitness center. Additional amenities at this vacation home include complimentary wireless internet access and an arcade/game room.

Inviting Home Near Theme Parks With Private Heated Pool, Lanai, Patio & W/D Rooms
Make yourself comfortable in your air-conditioned vacation home, which features a flat-screen TV. Digital television is provided for your entertainment. The bathroom has a bathtub or shower.

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5.0/5
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Villa Bueno - Windsor Palms

Osceola
Villa Bueno - Windsor Palms 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 7.2 mi (11.6 km) from ESPN Wide World of Sports Complex and 7.7 mi (12.4 km) from Disney's Hollywood Studios®.

Villa Bueno - Windsor Palms Rooms
Make yourself comfortable in this vacation home, featuring a kitchen with an oven and a stovetop. Complimentary wireless internet access is available to keep you connected. Conveniences include a microwave and a sofa bed, and housekeeping is provided once per stay.

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3180-305MN STOREY LAKE, CONDO 2/2 POOL VIEW

Osceola
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Incredible Pool Spa & Game Room Private Home! 6 Bedroom Villa

Osceola
Incredible Pool Spa & Game Room Private Home! 6 Bedroom Villa 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 villa is 11.6 mi (18.7 km) from Old Town and 12.4 mi (20 km) from ESPN Wide World of Sports Complex.

Incredible Pool Spa & Game Room Private Home! 6 Bedroom Villa Rooms
Make yourself comfortable in your villa. Complimentary wireless internet access is available to keep you connected.

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Bedroom

Sunrise in Kissimmee Near Disney World!

Osceola
Sunrise in Kissimmee Near Disney World! 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 mi (8.1 km) from ESPN Wide World of Sports Complex and 5.5 mi (8.9 km) from Disney's Hollywood Studios®.

Sunrise in Kissimmee Near Disney World! Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and complimentary use of a nearby fitness facility.

Sunrise in Kissimmee Near Disney World! Rooms
Make yourself comfortable in this individually decorated vacation home, featuring a kitchen with a refrigerator and an oven. There's a private furnished patio. A 42-inch flat-screen television is provided, with digital programming available. Conveniences include a separate sitting area and a microwave.

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Ov3173 - Emerald Island - 4 Bed 3 Baths Townhome

Osceola
Ov3173 - 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.

Ov3173 - 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. This vacation home also features complimentary wireless internet access, concierge services, and a television in a common area.

Ov3173 - 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 flat-screen TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a microwave. Cable 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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Luxury Town Home With Splash Pool in Solara Resort townhouse

Osceola
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Exterior & Views

5BR Townhome Paradise Palms by SHV-8980

Osceola
5BR Townhome Paradise Palms by SHV-8980 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 8.3 mi (13.4 km) from Disney's Animal Kingdom® Theme Park and 9.9 mi (15.9 km) from Disney's Hollywood Studios®.

5BR Townhome Paradise Palms by SHV-8980 Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a 24-hour fitness center.

5BR Townhome Paradise Palms by SHV-8980 Rooms
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a flat-screen TV. There's a private furnished patio. A kitchen is outfitted with a full-sized refrigerator/freezer, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.

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Sport & Beauty

Ov2311 - Windsor Palms Resort - 3 Bed 2.5 Baths Townhome

Osceola
Ov2311 - Windsor Palms Resort - 3 Bed 2.5 Baths Townhome Location
With a stay at this vacation home in Kissimmee, you'll be a 3-minute drive from Mystic Dunes Golf Club and 10 minutes from Walt Disney World® Resort. This golf vacation home is 7 mi (11.3 km) from ESPN Wide World of Sports Complex and 7.3 mi (11.7 km) from Old Town.

Ov2311 - Windsor Palms Resort - 3 Bed 2.5 Baths Townhome Facility and Service
Practice your swing on the golf course and enjoy other recreational amenities, such as a complimentary water park and outdoor tennis courts. Additional features at this vacation home include complimentary wireless internet access, concierge services, and a television in a common area.

Ov2311 - Windsor Palms Resort - 3 Bed 2.5 Baths Townhome 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. 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. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar.

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Exterior & Views

1630mvd-the Retreat At Championsgate 5 Bedroom Home by RedAwning

Osceola
1630mvd-the Retreat At Championsgate 5 Bedroom Home by RedAwning 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 11.4 mi (18.4 km) from Old Town and 12.2 mi (19.6 km) from ESPN Wide World of Sports Complex.

1630mvd-the Retreat At Championsgate 5 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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Others

1567pd-the Retreat at Championsgate

Osceola
1567pd-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 ChampionsGate Golf Club and Reunion Resort Golf Course. This golf vacation home is 11.3 mi (18.2 km) from Old Town and 12.1 mi (19.5 km) from ESPN Wide World of Sports Complex.

1567pd-the Retreat at Championsgate Facility and Service
Enjoy recreational amenities such as an outdoor pool and a fitness center.

1567pd-the Retreat at Championsgate Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and a stovetop. A flat-screen television is provided for your entertainment. Conveniences include a microwave and an iron/ironing board.

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Fully Booked
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Exterior & Views

Luxury Disney Dreams Pool Spa Game Room 6 Bedroom Home by RedAwning

Osceola
Luxury Disney Dreams Pool Spa Game Room 6 Bedroom Home by RedAwning 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 vacation home is 7.6 mi (12.3 km) from ESPN Wide World of Sports Complex and 7.9 mi (12.8 km) from Disney's Hollywood Studios®.

Luxury Disney Dreams Pool Spa Game Room 6 Bedroom Home by RedAwning Facility and Service
Take advantage of recreation opportunities including an outdoor pool and a fitness center.

Luxury Disney Dreams Pool Spa Game Room 6 Bedroom Home by RedAwning Rooms
Make yourself comfortable in this vacation home, which features a private pool and a private hot tub. A kitchen is outfitted 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, and you can also request a crib/infant bed (surcharge).

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Others

Private Villa W/pool, Bbq,+free Water Park Access!

Osceola
Private Villa W/pool, Bbq,+free Water Park Access! Location
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. This family-friendly vacation home is 7.7 mi (12.5 km) from Walt Disney World® Resort and 9.4 mi (15.1 km) from Disney's Animal Kingdom® Theme Park.

Private Villa W/pool, Bbq,+free Water Park Access! Facility and Service
Don't miss out on the many recreational opportunities, including an outdoor pool, a lazy river, and a fitness center. Additional amenities at this vacation home include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Private Villa W/pool, Bbq,+free Water Park Access! Rooms
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

Restaurant and Cafe
At this vacation home, enjoy a satisfying meal at the restaurant.

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3.3/5
Fully Booked
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Room

Themed 5 Bedrooms at Storey Lake

Osceola
Themed 5 Bedrooms at Storey Lake 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 mi (9.6 km) from Disney Springs™ and 6.9 mi (11.1 km) from Walt Disney World® Resort.

Themed 5 Bedrooms at Storey Lake 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.

Themed 5 Bedrooms at Storey Lake 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 a ceiling fan.

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Contemporary Townhouse w BBQ & Pool Sleeps 12

Osceola
Contemporary Townhouse w BBQ & Pool Sleeps 12 Location
Located in Kissimmee, this villa is 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 (13.8 km) from Walt Disney World® Resort.

Contemporary Townhouse w BBQ & Pool Sleeps 12 Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a fitness center. This villa also features complimentary wireless internet access and barbecue grills.

Contemporary Townhouse w BBQ & Pool Sleeps 12 Rooms
Make yourself comfortable in this air-conditioned villa, featuring a kitchen with an oven and a stovetop. There's a private patio. Cable television is provided for your entertainment. Conveniences include a microwave and a dryer.

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Exterior & Views

Home Away from Home

Osceola
Home Away from Home Location
When you stay at Home Away from Home in Kissimmee, you'll be in the entertainment district, within a 10-minute drive of Mystic Dunes Golf Club and Flamingo Crossings Town Center. This family-friendly vacation home is 5.5 mi (8.8 km) from Walt Disney World® Resort and 8 mi (12.9 km) from Old Town.

Home Away from Home Facility and Service
Dip into one of the 2 hot tubs or enjoy other recreational amenities including outdoor tennis courts and a waterslide. Additional features at this Art Deco vacation home include complimentary wireless internet access, an arcade/game room, and a picnic area.

Home Away from Home Rooms
Treat yourself to a stay in one of the 4 individually decorated guestrooms, featuring private pools and Smart televisions. Kitchens are outfitted with full-sized refrigerators/freezers, ovens, and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include separate sitting areas and washers/dryers.

Restaurant and Cafe
Quench your thirst with your favorite drink at the poolside bar.

Important Information
This property is closed from December 9 2024 to December 8 2026 (dates subject to change).

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4.4/5
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Others

Cozy Cove Caribe Escape for 8!

Osceola
Cozy Cove Caribe Escape for 8! Location
With a stay at this condo in Kissimmee, you'll be within a 10-minute drive of Island H2O Live! and Flamingo Crossings Town Center. This condo is 6.3 mi (10.1 km) from Walt Disney World® Resort and 7.9 mi (12.8 km) from Disney's Animal Kingdom® Theme Park.

Cozy Cove Caribe Escape for 8! Facility and Service
Enjoy recreation amenities such as a fitness center or take in the view from a garden.

Cozy Cove Caribe Escape for 8! Rooms
Make yourself comfortable in this individually decorated condo, featuring a kitchen with a refrigerator and an oven. There's a private furnished patio. A 42-inch flat-screen television is provided, with digital programming available. A private bathroom has a deep soaking tub and a hair dryer.

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3.0/5
Fully Booked
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Bedroom

Luxury Home: Pool, Theater, Near Disney

Osceola
Luxury Home: Pool, Theater, Near Disney Location
Located in Kissimmee, this vacation home is within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets. This vacation home is 7.2 mi (11.7 km) from Disney Springs™ and 8.3 mi (13.3 km) from Walt Disney World® Resort.

Luxury Home: Pool, Theater, Near Disney Facility and Service
Make use of convenient amenities, which include complimentary wireless internet access and an arcade/game room.

Luxury Home: Pool, Theater, Near Disney Rooms
Make yourself comfortable in your individually decorated vacation home. There's a private patio. The bathroom has a bathtub or shower and designer toiletries. Conveniences include a coffee/tea maker and a washer/dryer.

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Exterior & Views

Palazzo Lakeside Hotel

Osceola
Palazzo Lakeside Hotel Location
With a stay at Palazzo Lakeside Hotel in Kissimmee, you'll be a 4-minute drive from Old Town and 7 minutes from Orlando Vineland Premium Outlets. This hotel is 5.3 mi (8.6 km) from Disney Springs™ and 6.2 mi (9.9 km) from ESPN Wide World of Sports Complex.

Palazzo Lakeside Hotel Facility and Service
Don't miss out on recreational opportunities including an outdoor pool and a fitness center. Additional amenities at this hotel include complimentary wireless internet access, an arcade/game room, and wedding services.

Palazzo Lakeside Hotel Rooms
Make yourself at home in one of the 222 air-conditioned rooms featuring refrigerators and flat-screen televisions. Rooms have private balconies. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers.

Restaurant and Cafe
At Palazzo Lakeside Hotel, enjoy a satisfying meal at the restaurant. A complimentary continental breakfast is served daily from 7:00 AM to 9:30 AM.

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4.6/5
Starts from
PHP 2,053
/room/night
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Charming House Close to Clubhouse in Encore

Osceola
Charming House Close to Clubhouse in Encore Location
When you stay at this vacation home in Kissimmee, you'll be near the beach, within a 10-minute drive of Mystic Dunes Golf Club and Reunion Resort Golf Course. 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.

Charming House Close to Clubhouse in Encore Facility and Service
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. Additional features at this vacation home include complimentary wireless internet access, an arcade/game room, and barbecue grills.

Charming House Close to Clubhouse in Encore 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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Hotels in Osceola

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