Ski-in/Ski-out holiday rentals in Orlando

Find and book unique ski-in/out homes on Airbnb

Quick stats about holiday rentals that are ski-in/out in Orlando

Total holiday rentals
Explore 10 holiday rentals in Orlando
Nightly prices starting at
Orlando holiday rentals start at ₹6,679 per night before taxes and fees
Verified guest reviews
Over 1,070 verified reviews to help you choose
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 of Orlando holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orlando rentals
4.8 Average rating
Orlando stays are highly rated by guests – averaging 4.8 out of 5!
Nearby attractions
Orlando’s top spots include Universal CityWalk, International Drive and Dr. Phillips Center for the Performing Arts

Top-rated ski-in/out rentals in Orlando

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Home in Kissimmee

Summer 35% Off 4BR Pool Villa/Game Room

Escape to the sunshine and make unforgettable memories at this beautifully maintained 4-bedroom, 2-bathroom vacation home in the desirable Oak Hill community of Kissimmee. Perfect for families, couples, and small groups, this inviting villa offers the ideal blend of comfort, entertainment, and an unbeatable location just minutes from Walt Disney World® and Orlando's world-famous attractions. Whether you're spending the day at the theme parks, shopping the premium outlets, or relaxing by your ow

CleanlinessHospitalityPool

Guest favourite

The exterior of the single-family home is illuminated at night, highlighting the garage and front entrance. Soft lighting accentuates the landscaped garden and driveway, creating a welcoming entrance. The home's design features a combination of stone and stucco, framed by a well-maintained lawn.

Home in Kissimmee

4.95 out of 5 average rating, 111 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

FamilyLocationAccess

Guest favourite

Flat in Orlando

5.0 out of 5 average rating, 7 reviews

UniqueStay w Lakeview/DisneyFireworks/WaterSports

Romantic lakefront escape with sunset views, nightly Disney fireworks, and a private oversized balcony. Unwind in the jacuzzi after a day at the parks, sip cocktails by the pool, or stroll hand in hand along the lakeside boardwalk. Starbucks and dining steps away, Disney Springs and theme parks minutes away. A serene retreat where magic meets the water—perfect for couples. Outlets shopping just few mins, restaurants groups surrounded give you perfect romantic dinners, unforgettable experiences.

LocationFamilyGetting around

A game room is showcased with vibrant green artificial turf flooring. A poker table with four black chairs occupies one side, while a foosball table and a basketball arcade game are present. The walls are adorned with sports-themed graphics, creating an engaging atmosphere for leisure activities.

Home in Kissimmee

4.73 out of 5 average rating, 48 reviews

510 BS - 5BD Cozy Family Haven with Pool

510 BS - 5BD Elegant Escape: Private Haven 🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 5-bedroom, 5-bathroom home, accommodating up to 14 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

ValueFamilyParks

Home in Clermont

New place to stay

Beautiful Dock House On The Lake•Downtown Clermont

Relax at this unique dock house with stunning open views of the water from sunrise to sunset. This historic dock house was built in 1962 on Lake Minnehaha. Enjoy the outdoor amenities like paddle boarding and kayaks. There is a sandy beachfront to enjoy as well as multiple outdoor furnishing to take in the scenic views. The interior is cozy with a huge couch, full kitchen and smart tvs in every room. This is a vacation like none other, where memories are made that will last a lifetime!

Superhost

A swimming pool and a spa are shown, surrounded by a paved area with lounge chairs. Lush greenery and colorful buildings are visible in the background, adding to the inviting atmosphere. The pool features clear blue water, with a gentle gradient from shallow to deep.

Apartment in Kissimmee

4.76 out of 5 average rating, 33 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

FamilyValueKitchen

Guest favourite

A cozy living area features a comfortable sofa with light cushions and a coffee table at its center. A ceiling fan is positioned above, while a television is mounted on the wall. Natural light enters through glass doors that lead to a balcony with greenery visible outside.

Apartment in Davenport

4.86 out of 5 average rating, 35 reviews

Tuscana Resort,Disney a 17 minutos

Welcome to Disney's Tuscana Resort at the exclusive Champion Gate Resort.Modern apartment offerings Luxury & Comfort enjoy a refreshing pool,Relax in the hot tub,stay fit in the gym,sip delicious cocktails and beverages at the Tiki bar,enjoy some delicious and flavorful dining at the restaurant open late! shops and attractions within walking distance! Attractions like Disney World are only 7 miles away! The perfect family getaway unforgettable memories and fun.

ValueFamilyComfort

A serene pool area is showcased, featuring a crystal-clear oval pool and a connected spa. Comfortable lounge chairs are positioned around the pool, all set under a protective screen enclosure. A grassy retention area is visible in the background, enhancing the tranquil atmosphere.

Home in Davenport

4.36 out of 5 average rating, 22 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.

FamilyLocationHospitality

Superhost

A screened patio features a clear view of the serene lake, with sunlight reflecting off the water. Lounge chairs are positioned around the pool, designed for relaxation. Soft greenery and a wooden deck enhance the backdrop, creating an inviting outdoor space.

Home in Orlando

4.81 out of 5 average rating, 114 reviews

Lake House - Downtown Orlando

Welcome to lakefront paradise! This charming residence in Downtown Orlando, offers an oasis of tranquility and comfort for the whole family. Located in a picturesque lakefront setting, this home is the perfect place to enjoy the serenity of the water and create unforgettable memories. With spacious indoor and outdoor areas, there's plenty of room to relax and entertain. - Pool Heather Available upon request(extra charge due to electricity)

LocationFamilyPets

Guest favourite

Guest suite in Belle Isle

4.83 out of 5 average rating, 54 reviews

Ideal for short or long stays

Enjoy the simplicity of this quiet and centrally located accommodation.📍 Excellent location: Just 5 minutes from Orlando International Airport (MCO) and with easy access to the main highways. Restaurants, shops, supermarkets, and attractions such as Lake Nona, the Florida Mall, and Disney and Universal theme parks are just a few minutes away. 🌟 Perfect for short stays, business trips, or a relaxing getaway before your flight

LocationValueCheckout

Guest favourite

Four inviting bedrooms are displayed, each featuring distinct color themes and decor. Comfortable beds with accent pillows are complemented by nightstands with lamps. Large windows provide natural light, enhancing the cozy ambiance in each space, perfect for restful stays.

Home in Kissimmee

4.95 out of 5 average rating, 42 reviews

Brand-new home with Reunion Village amenities

This home features 3 bedrooms and 2 bathrooms with an open-concept layout, including a fully equipped kitchen, dining area, and spacious living room perfect for family gatherings. Enjoy the ping pong table and kids' play area for added fun. The community offers a variety of amenities, including seven pools, a fitness center, playgrounds, gift shop and access to resort restaurants. Just a few minutes from Disney.

LocationFamilyLong stay

The exterior of the villa showcases a modern design with a welcoming entrance featuring a large door and decorative windows. Lush landscaping surrounds the home, including well-maintained shrubs and palm trees. A spacious driveway leads to the attached garage, providing ample parking.

Home in Kissimmee

4.57 out of 5 average rating, 7 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.

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