
Ski-in/Ski-out holiday rentals in Caribbean
Find and book unique ski-in/out homes on Airbnb
Top-rated ski-in/out rentals in Caribbean
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

Luxury Beachfront Stay – Marbella Juan Dolio
Enjoy a luxurious beachfront experience in this stunning apartment located in Juan Dolió. Designed with a modern, warm, and elegant style, the space features a spacious terrace with a direct ocean view, perfect for enjoying breakfast with the sea breeze or unforgettable sunsets. The complex offers 24/7 on site security, ensuring a safe and peaceful stay at all times. Best of all, you’re just an elevator ride away from the beach step out, and you’re already walking on the sand.
4.87 out of 5 average rating, 31 reviews
Santuario Cabin
Our cabin is located in the middle of nature, just 7 minutes from the center of La Fortuna. This tranquil sanctuary offers a getaway like no other, you will live an authentic and unforgettable experience. We have trails that will take you to a beautiful river where you can swim and see many animals (monkeys, sloths, iguanas, hummingbirds...) Reservations of more than 2 nights will have breakfast included (free) ONLY the first day Come visit us to have this wonderful experience
4.95 out of 5 average rating, 121 reviews
Luxury waterfront villa with dock and heated pool
Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!
5.0 out of 5 average rating, 174 reviews
Bungalow Reborn: Pool, Sonos, Fire Pit Oasis!
This truly unique and large bungalow was rescued from years of abandonment. The restoration was completed a few years ago. It's a contemporary space, with a very complete kitchen, two generously sized bedrooms, and the coolest family/dining room with polished concrete floors. It has one king size bed in the master, and a queen-size bed in the second bedroom. It also has a spectacular outdoor oasis with dining, living, fire pit and very cool cowboy pool!
4.9 out of 5 average rating, 101 reviews
🎖Beautiful Apt Playa Bello Horizonte • WiFi •
Entire apartment located on the exclusive Pozos Colorados beach. This space is ideal for couples or small families who come to rest and get to know the beautiful city of Santa Marta. During your stay you can enjoy a quiet atmosphere and a great view that will allow you to watch the sunset. The building has 24-hour surveillance, private exit to the sea, children's park, game room and swimming pool. We offer additional entertainment and tourism services.
4.85 out of 5 average rating, 105 reviews
Cozy, Elegant and modern apartment.
Luxury apartment located in the heart of the city, designed to provide you with comfort, tranquility and security. It has a balcony, spacious living room, dining room, fully equipped kitchen, three comfortable bedrooms with air conditioning, two bathrooms, laundry area, Wi-Fi, inverter and private parking. The residential complex offers 24-hour security. A modern, safe and welcoming space, ideal for enjoying a pleasant stay.
4.92 out of 5 average rating, 106 reviews
Elegant Modern Villa Jayden
Villa Jayden offers an exceptional experience. With four comfortable bedrooms, air conditioning throughout the house, and a high-quality kitchen, it offers comfort and style. This safe haven has a swimming pool, jacuzzi, terrace, and a large backyard, creating the perfect atmosphere for an unforgettable stay. Just 7 minutes from the iconic hill and beautiful Montecristi beach. Welcome to Modern Elegance, Villa Jayde
4.86 out of 5 average rating, 117 reviews
Cozy apartment outside the city
Welcome to our cozy apartment! Perfect for a getaway or to go to the airport. It is only 10 minutes from the airport and downtown, in a quiet area. Supermarkets, health care centers, and restaurants are 5 minutes away. We offer decoration for romantic evenings, home cooking, cleaning, and transportation to the airport for an additional cost, make your reservation and enjoy the comfort everyone is looking for!
4.92 out of 5 average rating, 167 reviews
Omar and Maritza Hostel. Ocean view.
The room is located in Guardalavaca beach, we have ocean view, with separate entrance, it has a small living room and bathroom for the exclusive use of the guest, it has a TV, refrigerator, air conditioning, hot and cold water, safe. It has a terrace overlooking the ocean, breakfast service. It is a very quiet place ideal for a nice vacation. We are just a two-minute walk to Guárlavaca beach.
4.96 out of 5 average rating, 73 reviews
Rainforest Container Experience 5
💚 A lovely spot set amidst tropical forest, close to downtown La Fortuna and the most popular tourist attractions. It is an ideal place for couples: comfortable, stylishly decorated, and equipped with everything needed for a unique experience in container-style accommodation. We enjoy a very central location, close to the hot springs, the town center, and the La Fortuna Waterfall 😃.
4.95 out of 5 average rating, 459 reviews
Arenal area farm,birds, river Bukala Village Lodge
Escape to a hidden gem in La Fortuna—where adventure meets heart. Surrounded by lush nature, this cozy, family-friendly haven offers a private hot tub, a charming farm with animals, and the heartfelt care of Magdalena and Max. Start your day with fresh farm eggs, explore volcano trails, then unwind to birdsong and stars. A place where memories are made and peace finds you.
4.95 out of 5 average rating, 236 reviews
Stunnishing Ocean View Penthouse with private pool
Luxury three-bedroom ocean-view penthouse with a private pool on the terrace, a new concept in Punta Cana apartments that will provide you with comfort, privacy, and security for your vacation Spacious rooms, fully equipped kitchen, designer furniture, high-speed WiFi, spectacular for Influencer photos.
4.91 out of 5 average rating, 198 reviewsPopular amenities for Caribbean ski-in/out rentals
Ski-in/out house rentals

Natural Wonders House: Where nature awaits you!
4.86 out of 5 average rating, 215 reviews
Casita Tio Juan Airport Int. 15 minutes away
4.93 out of 5 average rating, 384 reviews
ALL IN ONE
4.82 out of 5 average rating, 105 reviews
Macho Airbnb
4.89 out of 5 average rating, 19 reviews
Entire house 5 min from the airport, 3 bedrooms.
4.88 out of 5 average rating, 48 reviews
Sexy Blue!!
5.0 out of 5 average rating, 49 reviews
Walking Distance to the Beach,Private Pool,Rincón.
4.7 out of 5 average rating, 220 reviews
THE STAR HILL INC
4.92 out of 5 average rating, 93 reviewsFamily-friendly, ski-in/out home rentals

SOLAR PANEL KIT Split 2 Bedrooms 8 Guests.
4.79 out of 5 average rating, 345 reviews
Villa Balcony to the Mountains Papo & Mileidys
4.94 out of 5 average rating, 376 reviews
Seaside Villa, Beachfront Paradise !
4.9 out of 5 average rating, 42 reviews
Best Vacation Suite Room Ocean Front
4.94 out of 5 average rating, 33 reviews
Cozy suite with ocean view and private pool
5.0 out of 5 average rating, 12 reviews
Luxury Beachfront Apartment in Aruba friendly
4.83 out of 5 average rating, 58 reviews
Blue sunset Bimini home optional Polaris rent
4.92 out of 5 average rating, 12 reviews
ᗯIᒪᒪY'S ᐯIᒪᒪᗩ
4.93 out of 5 average rating, 42 reviewsSki-in/out cabin rentals

Mandalay cabins with pool
4.82 out of 5 average rating, 105 reviews
the spring house
4.94 out of 5 average rating, 16 reviews
Ríos-lodge Yetti cabin, with pool, in der Natur
4.93 out of 5 average rating, 15 reviews
Cabaña Que Tuanis
4.91 out of 5 average rating, 33 reviews
Beautiful Beach House: An Oceanfront
5.0 out of 5 average rating, 6 reviews
Habana Cabana
4.73 out of 5 average rating, 328 reviews
Waterfront Cottage @ Lubbers #1

Villa oti cabin
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