Ski-in/Ski-out holiday rentals in Kissimmee

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.

Townhouse in Kissimmee

3.4 out of 5 average rating, 5 reviews

A 12 minutos Magic Kingdom 2 parques agua gratis

Es una Propiedad con 2 parques de agua donde disfrutarás de unas deliciosas vacaciones sin moverte de tu club Storey lake. donde podrás disfrutar de toboganes, ríos, lentos, zona de bebés , niños y adultos, Lagos con kayak, mini golf, diferentes recreaciones para todas las edades y lo más importante A 12 minutos de Magic Kingdom y 18 minutos de todos los parques de universal y ni se diga para compras tendrías a Marshall, Walmart, Target a 5 minutos y los mejores outlets de la ciudad a 30 min.

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.

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

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!!

Guest favourite

Flat in Orlando

5 out of 5 average rating, 5 reviews

2BR-King Bed-Hot Tub-Spa-Pools-Water Park

Relax in our spacious Two-Bedroom Villa in Orlando, perfect for families or groups! This 1,200 sq. ft. villa sleeps up to 8 and features a king bed and jacuzzi in the master, two double beds in the second bedroom, and a queen sleeper sofa. Enjoy a fully equipped kitchen, washer/dryer, and private balcony or patio. The resort offers a world-class water park, onsite dining, and premium activities—all just minutes from top attractions. Book your perfect getaway today!

Townhouse in Kissimmee

House Near Disney - Parks and Outlets - King Bed

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!

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.

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

4.71 out of 5 average rating, 14 reviews

Flat in Davenport

17 minutos a Dysney

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 !!

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.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Flats

Convenient locations with everyday essentials

Popular amenities for Kissimmee ski-in/out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/out house rentals

4.33 out of 5 average rating, 3 reviews

Storey Lake Home:Pool, Gym, Lazy River&near Disney

AndreRating, 5 stars6 months ago

This day was great nice and comfortable. No complaints here …… if I’m ever in the area again I wouldn’t hesitate to book this Airbnb again

Guest favourite

4.93 out of 5 average rating, 14 reviews

Pet-Friendly Home w/Pool near Disney&ChampionsGate

GregoryRating, 5 stars1 week 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 stars1 week 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

PilarRating, 5 stars4 months ago

Sunny Oasis: Champions Gate Resort Pool/Spa

Estuvimos 4 semanas y pudimos aprovechar todas las comodidas del condominio: gimnasio, mini golf, pisicina con parque de agua, etc.

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.

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.

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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 stars4 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

Me gustó mucho el lugar y muy céntrico