A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

Ski Hotels & Resorts in Kissimmee from AU$265

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kissimmee Ski Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Kissimmee ski hotels

A modern kitchen with a built-in refrigerator, a dining area with a white table and black chairs, a living room with a purple sofa, and a TV mounted on the wall.
A residential area with multiple houses, each with a swimming pool and a basketball court.
A room with a large animated movie mural on the wall, a wooden chair, and a white door.
A covered outdoor pool area with a white table and chairs, a small patio, and palm trees in the background.

1. 7491 Bright & Modern Vacation Home -Private Pool

7491 Bright & Modern Vacation Home -Private Pool
Kissimmee
AU$823
includes taxes & fees
13 Oct - 14 Oct
7491 Bright & Modern Vacation Home -Private Pool
A wooden boardwalk leading to a high-rise building with multiple balconies.
A dining area with a glass table, six chairs, a vase with flowers, and a kitchen in the background.
A kitchen with granite countertops, wooden cabinets, a black dishwasher, a stove, and a dining area with a view.
A nighttime swimming pool with a tiled deck and a sign indicating depth.

2. AVAILABLE TODAY OCT 1-12,17-20,25-30 2.5 BDR 2BTH DISNEY & LAKEVIEW HOT TUB POOL

AVAILABLE TODAY OCT 1-12,17-20,25-30 2.5 BDR 2BTH DISNEY & LAKEVIEW HOT TUB POOL
Orlando
  • Glide into winter magic with ski-in/ski-out access at this lake-view condo where powder runs meet Disney fireworks views.
AU$412
includes taxes & fees
19 Oct - 20 Oct
AVAILABLE TODAY OCT 1-12,17-20,25-30 2.5 BDR 2BTH DISNEY & LAKEVIEW HOT TUB POOL
A high-rise hotel with multiple balconies, a swimming pool, and lush landscaping.
An indoor swimming pool with clear blue water, surrounded by wooden lounge chairs and a tiled floor.
A hotel room with a dining area, a sofa, and a TV mounted on the wall.
Bar (on property)

3. 2301 Upgraded 2BR/2Ba Enclave | Resort View

2301 Upgraded 2BR/2Ba Enclave | Resort View
International Drive District
AU$467
includes taxes & fees
11 Oct - 12 Oct
2301 Upgraded 2BR/2Ba Enclave | Resort View
A compact hotel room with a bed, a sofa, a desk, a kitchenette, and a TV.
A white door with a window, a small sign above it, and a metal ladder leaning against the wall.
A living room with a flat-screen TV mounted on the wall, a ceiling fan, a door with a sliding closet, and a patterned rug.
A compact kitchen with a dining table and chairs, a refrigerator, a microwave, and a small cabinet with a bowl.

4. Private King Suite with W/D near LEGOLAND & Winter Haven Hospital

Private King Suite with W/D near LEGOLAND & Winter Haven Hospital
Winter Haven
AU$265
includes taxes & fees
4 Oct - 5 Oct
Private King Suite with W/D near LEGOLAND & Winter Haven Hospital
An aerial view of a resort with a swimming pool, palm trees, and a parking lot.
A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.
A modern apartment with a kitchen, dining area, and living room.
An aerial view of a resort with a swimming pool, golf course, and parking area.

5. 654 LD - Tranquil Oasis: 3BR Luxury Villa at Festival Resort

654 LD - Tranquil Oasis: 3BR Luxury Villa at Festival Resort
Festival
AU$610
includes taxes & fees
4 Oct - 5 Oct
654 LD - Tranquil Oasis: 3BR Luxury Villa at Festival Resort
A high-rise hotel with multiple balconies, a swimming pool, and lush landscaping.
A dining table set with white bowls, plates, and wine glasses, accompanied by a vase with pink orchids.
An indoor swimming pool with clear blue water, surrounded by wooden lounge chairs and a tiled floor.
A hotel room with a bed, bedside tables, a desk, and a dining area.

6. 3315-Magic Studio/Condo near Universal

3315-Magic Studio/Condo near Universal
International Drive District
AU$372
includes taxes & fees
13 Oct - 14 Oct
3315-Magic Studio/Condo near Universal
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.
A single-story house with a front porch, a garage, and a small lawn.
A bathroom with a white vanity, a round mirror, a toilet, and a glass shower enclosure.
A bedroom with a bed, a ceiling fan, a nightstand, a dresser, and a window with blinds.

7. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
AU$300
includes taxes & fees
4 Oct - 5 Oct
Family-Friendly 2BR Near LEGOLAND with Parking
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A patio with a brick floor, a wooden table and chairs, a glass greenhouse, and bamboo plants.
A rustic bar with wooden shelves stocked with bottles, a coffee machine, and bar stools.
A stone staircase leading to a pond surrounded by lush greenery and stone railings.

8. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
AU$531
includes taxes & fees
4 Oct - 5 Oct
Mills Cottage by the Little Lake
A view of a hotel with a pool, surrounded by greenery and a lake.
Room
Bar (on property)
A modern living room with a grey sofa, a round wooden side table, a patterned ottoman, and a large window with curtains.

9. 3704 Fully remodeled & modern Enclave at Unviersal

3704 Fully remodeled & modern Enclave at Unviersal
International Drive District
AU$453
includes taxes & fees
6 Oct - 7 Oct
3704 Fully remodeled & modern Enclave at Unviersal
A swimming pool with a covered area and a view of the sunset.
A dining area with a wooden table set for six, surrounded by black chairs. A chandelier hangs above the table, and a vase with pink flowers is placed on the table.
A round wicker sofa with a canopy, a green patterned sofa, and a glass door leading to a patio.
A bedroom with a bed, two bedside tables with lamps, a ceiling fan, and decorative wall art.

10. Unforgettable 8BR Oasis in ChampionsGate – Game Room, Home Theater, Near Disney!

Unforgettable 8BR Oasis in ChampionsGate – Game Room, Home Theater, Near Disney!
Champions Gate
AU$1,021
includes taxes & fees
21 Oct - 22 Oct
Unforgettable 8BR Oasis in ChampionsGate – Game Room, Home Theater, Near Disney!
View all properties

Choose what matters most at ski hotels in Kissimmee

Resort
4 stars
5 stars
Spa
Family-friendly

Top Kissimmee Hotel Reviews

Explore a world of travel with Expedia