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Ski-in/Ski-out holiday rentals in Orlando

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

Top-rated ski-in/ski-out rentals in Orlando

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

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Top Guest favourite
Home in Kissimmee
4.96 out of 5 average rating, 84 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

Superhost
Apartment in Orlando

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.

Home in Davenport
4.58 out of 5 average rating, 12 reviews

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.

Top Guest favourite
Home in Davenport
5 out of 5 average rating, 37 reviews

5-BR Luxury Villa with Pool - Disney Delight

3312 LW 5-BR Luxury Villa with Pool Disney Delight 🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 5-bedroom, 6-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: 16:00 ✅ Check-out: 10:00 🚫 No pets, parties, or smoking 👤 Minimum booking age: 21 years old

Superhost
Condo in Kissimmee
4.77 out of 5 average rating, 30 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

Townhouse in Kissimmee
5 out of 5 average rating, 3 reviews

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!

Home in Davenport
4.42 out of 5 average rating, 19 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.

Home in Kissimmee

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

Condo in Kissimmee
4.75 out of 5 average rating, 4 reviews

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.

Guest favourite
Home in Orlando
4.89 out of 5 average rating, 76 reviews

Casa Lago - 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)

Superhost
Home in Davenport
4.58 out of 5 average rating, 12 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 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

Home in Winter Park
4.52 out of 5 average rating, 25 reviews

Prvt 8 Guests /pool/Rollins/Disney/Universal

Escape to Your Winter Park Oasis! Enjoy this spacious 4-bed, 3-bath retreat with a private pool and patio. Perfect for relaxation and adventure, you're just minutes from Universal Studios, Disney Springs, and downtown Winter Park. Ideal for visiting Rollins College or UCF, this home offers modern amenities, stylish decor, and a lush backyard. Book now and unwind in comfort and convenience!

Popular amenities for Orlando ski-in/ski-out rentals

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore