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Ski-in/Ski-out vacation rentals in Caribbean

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

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

Ski-in/ski-out house rentals

Guest favorite
Home in Cape Coral
4.97 out of 5 average rating, 162 reviews

“Cape Paradise”Waterfront.GulfAcc.Jcuzi.Heat Pool.

CindyRating, 5 stars1 month ago
Had a fabulous stay!! Home was perfect, pool was incredible! Visited with husband, son and daughter-in-law and 3 and 11/2 year old grandsons. Room for everyone. All extras were included...beach toys, pool floats, etc. Dock for fishing was awesome! Even caught a fish! Very spacious interior. We are very particular, and this is one of the best AirBNB's we have stayed in.
Guest favorite
Home in Rincón
5 out of 5 average rating, 9 reviews

Bright cheerful Studio minutes to the beach!

SteveRating, 5 stars2 months ago
As advertised or even better. This little place offers a very authentic Puerto Rico experience. If you're seeking an ice cold room with a big screen tv, look elsewhere. If you crave simplicity and proximity to the natural beauty, this is your place. The view on the patio is amazing. I could never tire of breakfast with that sunrise view. Alex, the host, is very responsive and very kind.
Guest favorite
Home in Marco Island
4.94 out of 5 average rating, 17 reviews

5 Beds 3 BDR 2 Bath Heated Pool, Grill, Patio

SuanlyRating, 5 stars2 months ago
Our stay at this beautiful house in Marco Island was simply perfect. The house is spacious, cozy, and tastefully decorated. Everything was spotlessly clean and equipped with everything we needed to feel at home. The highlight of the place was definitely the private pool — we spent hours enjoying the sun and the peaceful atmosphere. The location was also excellent, close to the beach and great places to eat. The host was very kind and always attentive. We left wishing we could’ve stayed longer. We’ll definitely be back without a doubt!
Top guest favorite
Home in Monte Cristi
4.98 out of 5 average rating, 53 reviews

Elegante Moderna Villa Jayden

AnyeliRating, 5 stars2 days ago
I loved Yuberky’s place. Will be coming back soon. I felt welcomed and like at home. My family and I had a blast
Guest favorite
Home in Alajuela
4.93 out of 5 average rating, 348 reviews

Casita Tio Juan Airport Int. a 15 minutos

JacquesRating, 5 stars1 month ago
Perfect, super-equipped and comfortable accommodation and very good communication with Rodney.
Top guest favorite
Home in Anna Maria
5 out of 5 average rating, 25 reviews

Anna Maria Beach House

JacquelineRating, 5 stars5 days ago
A Perfect Stay on Anna Maria Island Our experience at this house was simply spectacular. From the moment we arrived, we were impressed by the spotless cleanliness throughout the property every room, bathroom, and common area was in perfect condition, making us feel right at home. The house is spacious and bright, ideal for relaxing with family or friends without feeling cramped. The location is unbeatable just steps from the beach, which allowed us to enjoy the ocean every day without worrying about transportation. Plus, there are excellent restaurants nearby, perfect for enjoying the local cuisine without needing to drive. I would definitely recommend this home to anyone looking for comfort, cleanliness, and a prime location on Anna Maria Island. We hope to come back soon!
Guest favorite
Home in KEY COL BCH
4.93 out of 5 average rating, 15 reviews

Beach Breeze

GretaRating, 5 stars3 weeks ago
This wonderful place was exactly as described. My husband and I loved the place at Key Colony Beach Great place and location. The only negative was the beach wasn't big/long enough for good walks. Everything else was perfect. We would rent again.
Guest favorite
Home in El Tanque
4.93 out of 5 average rating, 42 reviews

Chocolate Volcano House

JudeRating, 5 stars1 month ago
A really friendly and easy place to stay. You're left in peace, but very welcome, you feel like part of the furniture. My brothers were staying locally with their families and this place was perfect location for me to relax once we had all finished hanging out for the day. Activities are often from La fortuna so it's adds a few more minutes drive, but nice to be out of the hub. Bed was comfy. Kitchen good and very clean. Lots of towels. Use of washer/drier was useful to get things washed quickly. Host always there to advise via text and popped round a few times to say hi. I added another day no problem. The tour goes on through out the day, it's really interesting and fun. Lots of samples and facts to remember. The first tour is at 8am and you can hear chatting for a few minutes as the vanilla orchids are near the house and they stop to explain about them. I was always awake so not a problem. It's always an early start in this area with so much to do! Recommended !!

Family-friendly, ski-in/ski-out home rentals

Guest favorite
Apartment in CARTAGENA
4.82 out of 5 average rating, 157 reviews

Luxury Brand New Apartment Morros City Bocagrande

TonyRating, 5 stars3 weeks ago
Our stay was amazing, we had a great time, we had privileged views and the area is very rich in restaurants and places to visit. We'll definitely be back! 🙌✨
Superhost
Guest suite in Havana
4.94 out of 5 average rating, 31 reviews

Cojimar Le Garage, Habana, Cuba.

Brenda And OrlandoRating, 5 stars13 months ago
Too bad we only stayed one night. Felipe and Roxana were very flexible to authorize us 11 am the check-in time that is usually at 3:00 pm. When both Felipe and Roxana arrived, they gave us the key and made us feel right at home. We loved the place. It is very cozy, spacious and extremely clean in all areas. The photos are as posted and the place is very private separate from the hosts house, but next door. They were immediately available to us to have any need. We will truly come back to stay immediately we return to Cuba!
Superhost
Cottage in Hatillo
4.59 out of 5 average rating, 110 reviews

Holiday Villa in Bahia de Ocoa

ElerisRating, 5 stars3 months ago
Excellent place …super nice for the price !!
Superhost
Apartment in Aguadilla
4.66 out of 5 average rating, 32 reviews

Caribe Apt

HildaRating, 5 stars2 weeks ago
Just stayed the night but host was great at communicating.
Superhost
Condo in Oranjestad-West
4.89 out of 5 average rating, 87 reviews

Luxury Patio in Oceania with View to Eagle Beach

JudiRating, 5 stars4 months ago
we loved the location.. away from touristy big Hotel section.. calm quiet beach.. we really appreciated that that Jaimie give us a late checkout time..
Top guest favorite
Home in Fort Lauderdale
4.96 out of 5 average rating, 49 reviews

Tropical Heated Pool Home,Welcome to Palm Terrace!

JessicaRating, 5 stars3 weeks ago
We had an amazing time during our stay here. The house was so clean and beautiful. The backyard is like a little oasis. It’s centrally located so we didn’t have to uber more than 10 minutes for anything! David was EXTREMELY responsive and easy to work with. I highly recommend this property and would stay here again!
Guest favorite
Casa particular in Vinales
4.77 out of 5 average rating, 118 reviews

Complete 3 Bedroom House Gilbe & Maicela.Wifi Free

ElizabethRating, 5 stars2 months ago
I stayed at Don Gilberto's house for the second time. I went back to try the seasoning of his wife Maricela. The very clean facility, the surroundings and exteriors always leave you fascinated with that beautiful view of the countryside that makes you contemplate a delicious Cuban coffee. I recommend that you stop by and meet these humble, transparent and exceptional people. 100% recommended
Guest favorite
Villa in Havana
4.74 out of 5 average rating, 85 reviews

Luxury Ocean Front Home and Big swimming Pool VIP

RolandoRating, 5 stars2 weeks ago
Great experience at Cesar’s House. the staff are really nice people. The house is very clean and comfortable… Totally recommend

Ski-in/ski-out cabin rentals

Top guest favorite
Cabin in Juan de Acosta
5 out of 5 average rating, 8 reviews

Cabaña el Atardecer (Juan de Acosta)

KerenRating, 5 stars1 week ago
Excellent host, very attentive, she was concerned at all times that everything was perfect, I would definitely highly recommend her
Cabin in Coveñas
4.68 out of 5 average rating, 19 reviews

Cabaña Mar de Plata (Coveñas) we've renovated for you

GloriaRating, 5 stars41 months ago
Recommended accommodation, the house is beautiful and spacious, very close to a very nice and quiet beach. There were 10 of us and we had a great time!!
Guest favorite
Cabin in Bijagua de Upala
4.86 out of 5 average rating, 70 reviews

Cedros Cabin

KeylaRating, 5 stars4 days ago
The cabin is beautiful, the place is very private and quiet. Olger is an excellent host, attentive and the cabin had everything you need for cooking! Maybe the only thing I didn't notice is that there is no TV but, in the description it wasn't worse, maybe the detail is important for other people.
Guest favorite
Cabin in La Fortuna
4.78 out of 5 average rating, 225 reviews

Habana Cabana

JacquelineRating, 5 stars3 weeks ago
We had a great time here. More amenities than most Airbnb's. Saw complaints about the rooster waking people up, but we did not have that experience; it was fine. We could have used some instructions on how to use the washer, but the dryer was easy and worked well. We also wish there were a seating area (like a living room) rather than the dining room, but that was not a big deal because the seating out front with the view of Arenal Volcano was excellent.
Cabin in Puerto Carrillo
4.76 out of 5 average rating, 105 reviews

Villa Esplendor

FernandaRating, 5 stars1 month ago
Very quiet and peaceful, quite clean and very well-equipped house, quite close to the beach, the fans are just a little old so it can get a little hot and the vegetation helps to cool the house, the vehicle must be left outside but it is only 50 meters from the house but it is very quiet so it is safe, Johannes is an excellent host, always attentive to everything, I would definitely stay in this house again.
Superhost
Cabin in Ciénaga

Villa oti cabin

JulianRating, 5 stars9 months ago
The host is very helpful and attentive. The beach is right outside with restaurants and bars.
Guest favorite
Cabin in Sierra
5 out of 5 average rating, 6 reviews

cabin costa del yugo

MommoRating, 5 stars1 month ago
We booked this little house before going to Monteverde NP and it was very much worth it. The location is on a hill so a decent car is advised, the views are amazing, Mari was there to welcome us and show us the lock for the gate, the views are amazing, there is a bit of street noise but it didn't bother us too much, and also: the views are amazing! Really!
Top guest favorite
Cabin in Buena Vista
5 out of 5 average rating, 7 reviews

In Jarabacoa Villa Candita

YokastaRating, 5 stars1 month ago
Excellent accommodation, I felt right at home, I would definitely come back. The hostess, Mrs. Candita, excellent human service. A 100 of 10.

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