Ski-in/Ski-out holiday rentals in Orlando

4.96 out of 5 average rating, 79 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

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.

Apartment in Kissimmee

4.86 out of 5 average rating, 14 reviews

8102 Vacation getaway at Windsor

Introducing your dream Disney vacation rental at Winsdor Palms Resort, fully furnished and beautifully remodeled for your ultimate comfort and enjoyment. Step inside to discover a newly renovated kitchen featuring sleek cabinets, modern appliances, and stunning quartz countertops, perfect for preparing delicious meals and snacks with family. The bathrooms have undergone a complete transformation with stylish vanities and quartz countertops, offering a touch of luxury and elegance. No Carpets.

4.89 out of 5 average rating, 404 reviews

Tiny home in Orlando

The View 6 Month Lakefront Tiny House Rental

The View is a one of a kind tiny home- modern style mixed with comfortable textures and an unforgettable view of the lake. You won’t want to get out of bed with a view like this! This house features large picture windows, a comfortable living room, and a large private deck to make your stay a memorable one. Your tiny house stay won’t be a tiny experience...relax and unwind, enjoy sunrise yoga by the lake, and use our amenities to fish, kayak, and explore the natural beauty of Orlando!

Apartment in Kissimmee

4.74 out of 5 average rating, 27 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

Flat in Orlando

5 out of 5 average rating, 4 reviews

2BR Near Disney: King Bed, Jacuzzi & Water Park

Escape to our spacious 1,200 sq. ft. Two-Bedroom Villa in Orlando, perfect for families or groups of up to 8. Relax in the master suite with a king bed and jacuzzi, or the second bedroom with two double beds. The queen sleeper sofa offers extra space. Enjoy a fully equipped kitchen, washer/dryer, and private balcony or patio. With a world-class water park, onsite dining, and premium activities, all minutes from top attractions, this is your perfect Orlando getaway. Book now!

Townhouse in Kissimmee

4.74 out of 5 average rating, 27 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!!

4.86 out of 5 average rating, 58 reviews

Home in Orlando

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)

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

4.5 out of 5 average rating, 16 reviews

Home in Winter Park

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!

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.

4.71 out of 5 average rating, 14 reviews

Flat in Davenport

17 minutes to Disney

Welcome to Disney Dream Retreat ,at the exclusive tuscana resort at the gates of champion gate,Modern apartment that offers luxury and comfort,enjoy a refreshing relaxing pool in The Jacuzzi keep fit in El gimnacio savor cocktails and food in bar and restaurant ,shops and attractions in Pocos Pasos as well as access to Golf camps this in the place Perfect for your vacations !!

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Orlando ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

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

4.93 out of 5 average rating, 14 reviews

Pet-Friendly Home w/Pool near Disney&ChampionsGate

GregoryRating, 5 stars6 days ago

Our main concern was our dog being comfortable while also providing space fornthe family. This location accomplished the task for a great price. The dog area out back was perfect. The pool was clean and used by the kids everyday. Definitely a five star stay. I would only point out to make sure to bring seasoning if your going to cook and the main bedroom runs a lot warmer than the rest of the house. We had to leave the door open and we bought a fan because the celing fan wasnt cutting it. Close enough to all the parks for convenience.

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.

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.

4.88 out of 5 average rating, 8 reviews

Home in Clermont

Family Home w/ Pool & Resort Perks Near Disney

GiselaRating, 5 stars6 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

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.

Top guest favourite

5 out of 5 average rating, 11 reviews

Lake Berkley Home: Pool, Lakefront & near Disney

ElexisRating, 5 stars3 weeks ago

Thank you, Alex for a great stay! The house was spotless and your thoughtful touches made us feel right at home. Thank you for always replying in a timely manner. I can’t wait to book with you again. ❤️

Sunny Storey Lake Oasis w/ Pool & near disney

Show all

Ski-in/out apartment rentals

4.85 out of 5 average rating, 61 reviews

Private room in Orlando

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 stars2 months 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

4.25 out of 5 average rating, 4 reviews

2701 Enclave Condo near Univesal-Lakeview

LeysetRating, 5 stars2 weeks ago

I really liked the place and it's very central