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.

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Superhost

Home in Kissimmee

4.82 out of 5 average rating, 11 reviews

4/3, heated Pool, house Near Disney

Welcome to our beautiful home! This spacious and bright 4/3 house w/heater pool is perfect for families looking for a relaxing getaway near Disney. Our resort has a wide range of amenities, such as mini golf, gym, huge swimming pools, bar, pool table and other entertainment for all ages Our house is located just 15 mins from Disney, which makes it the ideal place to stay during your vacation. We look forward to welcoming you soon and giving you an unforgettable experience in our neighborhood!

Guest favorite

Home in Kissimmee

4.97 out of 5 average rating, 63 reviews

"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

Condo in Kissimmee

4.73 out of 5 average rating, 22 reviews

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

Superhost

Townhouse in Kissimmee

4.8 out of 5 average rating, 15 reviews

Luxury home at windsor Resort | 15 min to Disney

This is a brand new LUXURY home at Windsor at westside resort, 5bedroom/ 4.5bathroom, Private and resort pool. * Community: Windsor At Westside * 5 Bedrooms/ 4.5 Bathrooms * Disney (8 min) Sea World (21 min) Universal (30 min) • Convention Center (18 min) Legoland (40 min) • Location: Dubai Street, Kissimmee FL 34747 * Kissimmee FL 34747 Don't wait! Book with us now and give you and your family/friends the vacation you all deserve. We can't wait to welcome you!!

Home in Davenport

4.5 out of 5 average rating, 14 reviews

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.

Superhost

Home in Kissimmee

New place to stay

Lakeview Home in Terra Verde:Pool&Resort Perks

Adventure, comfort, and memories start here at this beautifully appointed property offers lake and garden views, a fully equipped kitchen, private outdoor seating with a grill, and entertainment options like TV and Wi-Fi. The resort features a heated pool, hot tub, mini-golf, fitness center, playground, and more. Located just 15-30 minutes from Disney and Orlando's top attractions, it’s the perfect spot for families or groups. Book now for a memorable stay!

Home in Kissimmee

Sunny Storey Lake Oasis w/ Pool & near disney

Explore our stunning 2-bedroom villa in Storey Lake Resort. Perfect for families and groups, this property offers comfort and convenience near Disney and top Orlando attractions. Enjoy a spacious living room, a fully equipped kitchen, and modern amenities. Storey Lake Resort features a clubhouse, gym, heated pool, lazy river, waterslides, spa, Tiki Bar, and more. With secure, gated access, it's an ideal retreat. Book now and start your adventure!

Superhost

Home in Kissimmee

Cozy 3 Bedroom Townhouse Near Disney w/ Patio

Nestled in the prestigious Eagle Trace at Reunion Resort, this luxurious and cozy townhome is a stone’s throw away from iconic parks, offering a perfect blend of comfort and convenience. The property radiates warmth and sophistication, allowing guests to relax in style. The fully-equipped kitchen and modern amenities ensure a stay filled with ease. With multiple pools to choose from, guests can unwind amidst exquisite settings.

Home in Davenport

4.64 out of 5 average rating, 11 reviews

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 breathtaking views of the surrounding nature, which gives our guests a sense of peace and quiet. As for the design, we created a cozy and stylish space.

Rental unit in Davenport

5 out of 5 average rating, 3 reviews

Disney Dream Retreat

Bienvenidos a Disney Dream Retreat ,en el exclusive tuscana resort a las puertas de champion gate,Moderno apartamento que ofrece lujo y comfort,disfruta de una refrescante piscina relajate en El jacuzzi mantente en forma en El gimnacio saborea cocteles y Rica comida en bar y restaurante ,tiendas y atracciones a Pocos Pasos ademas de acceso a Campos de golf estas en el lugar Perfecto para tus vacasiones !!

Home in Kissimmee

4.83 out of 5 average rating, 6 reviews

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.

Home in Kissimmee

4.95 out of 5 average rating, 19 reviews

Ultimate Townhome Oasis with Pool: Sleeps 13!

Ultimate Villa Oasis with Pool & Spa: Sleeps 13! Discover the epitome of luxury at our 4-bedroom, 3-bathroom villa, where you can unwind and create unforgettable memories for up to 13 guests. Your Private Haven - Entire Villa Awaits You - 4 Spacious Bedrooms & 3 Bathrooms Hassle-Free Self-Check-In Experience the convenience of keyless check-in with a unique door code.