Ski-in/Ski-out holiday rentals in Orlando

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

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Popular amenities for Orlando ski-in/out rentals

Ski-in/out house rentals

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

Spacious Pool Home w/ 2 Masters, Games Room

MichaelRating, 5 stars2 months ago
The place was ideal for the four of us. Local attractions were 20-25 min away (add 15 min for morning traffic). Plenty of places to eat nearby. Neighborhood was quiet. Got to see rocket launch from backyard.
Guest favourite
Home in Davenport
4.92 out of 5 average rating, 13 reviews

Pet-Friendly Home w/Pool near Disney&ChampionsGate

VictoriaRating, 5 stars2 weeks ago
Stayed for 5 nights with one other person and a dog and the house was clean and spacious. Great location for a calm relaxing getaway. The pool and pool area was great for the most part but the first night we arrived, we noticed a decent amount of debris in the pool. We communicated the issue with Alex and Luis; They were responsive and quickly rectified the issue by having the pool guy stop by the next day at 8am. We didn’t experience any other issues during our stay after that. The neighborhood was also great. It was quiet for most of our stay and the house is located in a convienant area. Would definitely stay here again!
Superhost
Home in Kissimmee
4.75 out of 5 average rating, 4 reviews

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

ShaunRating, 5 stars1 month ago
Great place to stay at . Alex is a wonderful host. This location was conveniently near shopping centers and all amazing food spots.
Superhost
Home in Kissimmee
4.67 out of 5 average rating, 3 reviews

Windsor Hills Home w/Arcade Game Room|Near Disney

SuzanneRating, 5 stars3 months ago
Very reasonable price for a four bedroom home with a very cool game room. The Harry Potter themed room was over the top fun. The neighborhood pool was enjoyed by all and the food we got at the pool was well done for a small café.
Superhost
Home in Clermont
4.88 out of 5 average rating, 8 reviews

Family Home w/ Pool & Resort Perks Near Disney

GiselaRating, 5 stars2 days ago
Love the place was more easy than all those instructions . Only recommend to have a mop having a pool. But love it was really nice. It’s a place to relax don’t have to go anywhere else. Thank you
Home in Davenport
4 out of 5 average rating, 5 reviews

Resort home, Lakeview, private pool (4417AC)

FatariRating, 5 stars12 months ago
My family enjoyed every minute of our vacation. Home was absolutely beautiful and everything we could have wanted and needed. Will definitely be back.
Superhost
Home in Orlando
4.89 out of 5 average rating, 9 reviews

Entire home w/ Private Pool,Gated Near Disney

MartynRating, 5 stars1 month ago
Great place everything you need, it's in a safe neighbourhood. the area is clean and tidy. The hosts were very good with communication. One note: the pool heating isn't included that's an additional fee. There are separate documents to fill out on a app, so this property sits in between the lines of Airbnb and a management company. Albeit still a good experience and would visit again
Home in Kissimmee
4 out of 5 average rating, 5 reviews

Storey Lake Home W/ Game Room,Pool and near Disney

JerlynRating, 5 stars5 months ago
Such a beautiful place to stay in, it was so clean, spacious, and the rooms were incredible! Luis was very responsive and attentive. I would definitely recommend this place to anyone who is looking to do a family vacation it’s totally worth it.

Ski-in/out apartment rentals

Superhost
Private room in Orlando
4.85 out of 5 average rating, 61 reviews

Penthouse Level! Disney! Ensuite king-bed/bathroom

KarthikRating, 5 stars4 months ago
Ruth is an Amazing and Friendly Host.She is very responsive.Our stay at Ruth's home is a beautiful memory.The place can make you see a beautiful sunrise.The amenities there are really stress-free and the view makes you feel peaceful.Happy to stay again in this home. Thank you Ruth for a happy Stay 😀
Apartment in Orlando

Lake Buena Vista Condo facing Disney Fireworks

WaleskaRating, 5 stars1 month ago
Great location and the apartment was updated, clean and spacious. Will book again.
Apartment in Kissimmee
4.75 out of 5 average rating, 4 reviews

8507 Retreat 3 Bedroom Condo near Disney

NicoleRating, 5 stars3 months ago
I would 100% recommend Omar’s townhome. The furniture is very comfortable, and the place is clean and spacious. The checking in was a bit confusing but we managed to get it done. Neighborhood is beautiful, quiet and peaceful. Very responsive host. My family loved the place as well.
Apartment in Florida Center
4.56 out of 5 average rating, 18 reviews

1802 Cozy Condo 3 min Universal

DonnaRating, 5 stars3 months ago
I booked this Airbnb on behalf of two colleagues, and the location was perfect for visiting Universal Studios. They really enjoyed their stay and found the location very convenient. The only minor issue was that they couldn’t find a broom at the property, but it wasn’t a big deal. Overall, they had a great experience!” Thank you .
Apartment in Florida Center
4 out of 5 average rating, 3 reviews

2701 Enclave Condo near Univesal-Lakeview

JaredRating, 5 stars1 month ago
Great stay!
Superhost
Apartment in Davenport
4.8 out of 5 average rating, 20 reviews

Tuscana Resort,Disney a 17 minutos

AngieRating, 5 stars2 weeks ago
This is the first time where I actually am overly satisfied, not only was this home beautiful but it felt like a home away from home. My family and I watched movies and played board games. This home was not only in a super local area we also drove maybe 30 minutes to the nearest outlet mall and had a great time. We also enjoyed the universal themes parks as well !! Great stay would definitely recommend 10/10
Apartment in Kissimmee

Club Wyndham Cypress Palms Resort (Deluxe)

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹3,462 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore