
Ski-in/Ski-out vacation rentals in Osceola County
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Osceola County
Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

Luxurious Retreat near Disney: Pool & Game Room
Welcome to our exquisite 7-bedroom villa nestled in the prestigious Windsor at Westside Resort! Ideal for large families or groups, this luxurious home boasts a private pool, expansive living room, and a fully equipped kitchen. Revel in the fun of the in-house game room with a pool table, and stay comfortable with air conditioning. A maximum of four vehicles is permitted for this property. The nearby clubhouse offers a resort-style pool with a waterslide, a lazy river, a fitness center, volleyba

“Casa Del Sol”
"Casa Del Sol" is an exquisitely clean stay. We have all NEW furniture. And never forgetting our four legged friends,we have some toys and a comfortable and clean yard. "Casa Del Sol" has security cameras, although it is peacefully quiet to rest.PLUS there is what you like near you.Located minutes from the attractions.*Disney Springs -2.4 Miles *Magic Kingdom -7.4 *Animal Kingdom *Hollywood Studios -4.2 *Epcot -4.1 *Universal Studios and Universal CityWalk -9*SeaWorld Orlando-4.8 *Walmart 1 min

Luxury home with Heated Pool near Disney!
Nuestro espacio en Airbnb es único y especial por varias razones. En primer lugar, nuestra ubicación es excepcional. Estamos situados en un tranquilo vecindario, lejos del bullicio de la ciudad, pero lo suficientemente cerca como para acceder fácilmente a todas las atracciones principales. Además, ofrecemos vistas impresionantes de la naturaleza circundante, lo que brinda a nuestros huéspedes una sensación de paz y tranquilidad. En cuanto al diseño, hemos creado un espacio acogedor y elegante.

The Hub - Brand New 3 Bedrooms Close to Disney
3258 SW - 3 Bedrooms The Hub Paradise 🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 3-bedroom, 3-bathroom home, accommodating up to 8 guests. Your dream vacation starts here. 🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You’ll receive a personalized door code for convenient, stress-free access. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking 👤 Minimum booking age: 21 years old

MARBELLA beautiful residential complex
Diviértete con toda la familia en este alojamiento Have fun with the whole family in this accommodation with style and a lot of comfort for your vacations, located in the center of kissimme just 15 minutes from the most fun parks of Disney world, restaurants, shops, recreational parks and much more in one place, the community has a swimming pool, picnic area, Gin, lake, free parking, 24 hour security and much more you will not regret choosing this beautiful quiet and crowded place

Near Disney, comfortable house,10 min to the parks
Stay just 10 minutes from Disney, Epcot, and Hollywood Studios at our "Near Disney Wonderful House Spa Pool Resort." Relax in your private spa and pool, and enjoy 3 cozy bedrooms (1 king, 1 queen, and 2 twins), each with a TV, plus 2.5 bathrooms. The fully equipped kitchen and in-home laundry make your stay hassle-free. Close to SeaWorld, outlets, and restaurants, our home is the perfect retreat for family fun and relaxation. Book now and create magical memories!

Spacious Pool Home w/ 2 Masters, Games Room
Mickey’s Holiday Home has everything you could want in a vacation rental home. You'll love the feeling of spaciousness in this home, the two master suites, the pool and spa, the privacy, the quiet neighborhood, and the wonderful view from the pool deck. It's also close to Disney and other Orlando attractions, restaurants and shops. As you enter the home, you find yourself in the spacious living room which features comfortable seating and a large flat screen TV.

8848 BC - 8Bds Windsor At Westside
🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 8-bedroom, 6-bathroom home, accommodating up to 18 guests. Your dream vacation starts here. 🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You'll receive a personalized door code for convenient, stress-free access. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking 👤 Minimum booking age: 21 years old

8848 BC - 8Bds Windsor At Westside
🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 8-bedroom, 6-bathroom home, accommodating up to 18 guests. Your dream vacation starts here. 🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You'll receive a personalized door code for convenient, stress-free access. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking 👤 Minimum booking age: 21 years old

8507 Retreat 3 Bedroom Condo near Disney
Relax into the nature with this amazing unit backed by trees and serene view. Located only 15 minutes to Disney and 5 minutes to any other place you would ever imagine or need. Enjoy the club house amenities, pool, jacuzzi, game room, courts and tiki bar and grab your favorite drink. Here you have easy and convenient access to shopping and restaurants. Closet all major Kissimmee attractions. You can't miss out on this condo a 3/2 to impress.

Luxurious house near Disney
Our space on Airbnb is unique and special for several reasons. First of all, our location is exceptional. We are located in a quiet neighborhood, away from the hustle and bustle of the city, but close enough to easily access all the main attractions. In addition, we offer stunning views of the surrounding nature, which gives our guests a feeling of peace and tranquility. As for the design, we have created a cozy and elegant space

Great Value 3BR Villa w/ Private Pool & Game Room
Elegant 3BR Villa with Private Pool & Game Room in Emerald Island Resort Welcome to your dream vacation home! This luxurious 3-bedroom, 2-bathroom villa is located in the prestigious Emerald Island Resort in Kissimmee. Perfect for families and large groups, this spacious home offers top-notch amenities and a prime location just minutes from Disney World and other top attractions.
Popular amenities for Osceola County ski-in/ski-out rentals
Ski-in/ski-out house rentals

Modern 4BR Villa with Private Pool & Spa

Storey Lake Home:Pool, Gym, Lazy River&near Disney

510 BS - 5BD Cozy Family Haven with Pool

The Best Vacation Home & Orlando Near Disney!

Encantada Resort:Pool,Gym,Clubhouse,10mi to Disney

Windsor Hills Home w/Arcade Game Room|Near Disney

Luxury Storey Lake 10 Bedroom HM

Cozy 3BR Condo in Gated Resort with Pool
Family-friendly, ski-in/ski-out home rentals

Solterra Lazy river 8004-Pool &Spa by Disney

Stunning Townhome with Private Pool

Sunny Storey Lake Oasis w/ Pool & near disney

9 Bed, Pool, Movies: Story Lake Stay!

Disney Dreams: 5BR Luxury Retreat, Poolside Paradi

Brand New 3 Bedrooms Close to Disney

Bowling Alley Home with 14 themed bedrooms

1589Pool House 4bd Villa with game room
Ski-in/ski-out condo rentals

8102 Vacation getaway at Windsor

8102 Vacation getaway at Windsor

Club Wyndham Cypress Palms Resort (Deluxe)

Tuscana Resort,Disney a 17 minutos
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- Ski-in/ski-out rentals Florida
- Ski-in/ski-out rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Sebastian Inlet
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Playalinda Beach
- Aquatica
- Walt Disney World Resort Golf
- Titusville Beach
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- ChampionsGate Golf Club