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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.

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Superhost
A private outdoor area showcases a tranquil swimming pool surrounded by elegant lounge chairs. The area is adorned with tropical plants and sheltering overhead beams, creating a serene environment for relaxation and enjoyment.
Home in Rincón
4.71 out of 5 average rating, 218 reviews

Walking Distance to the Beach,Private Pool,Rincón.

Casa Chela is located near the most beautiful beaches of Rincon, the best restaurants, near the village, supermarket and more. We have 3 bedrooms, 1.5 bathrooms and can accommodate up to 12 people, A/C throughout the house and wifi and a new pool. Casa Chela is located near the most beautiful beaches in Rincón, great restaurants, town, supermarket and a lot of places. We have 3 rooms, 1.5 bathrooms and plenty of space for 12 people. The whole house has A/C, WiFi & Pool. 2 Minutes to Steps Beach, Domes

Superhost
The image captures a vibrant pool area surrounded by lounge chairs and tropical plants, with a view of the water and city skyline in the background. Clear blue skies reflect over the pool, creating a serene relaxation space. Palm trees stand prominently along the waterfront.
Apartment in South Beach
4.83 out of 5 average rating, 134 reviews

Stunning Studio in Miami Beach: WiFi &pool

Luxury spot with stunning sunsets that can be appreciated from the pool area. Spa and restaurants and bar are among the great amenities at this beautiful location. Daily resort fees (paid upon arrival ) include: Welcome cocktail , Poolside amenities (2 chaise lounge chairs and towels)/kayaks & paddle-boards/Gym/2 hours beach cruisers/ fresh brewed coffee. EARLY CHECKING or LATE CHECKOUT MAY BE requested up on availability at $75 per request. BTR008203-11-2019 License #CND2332048

Guest favourite
A modern seating area features a comfortable sofa and chairs, offering unobstructed ocean views through large windows. Ceiling fans and greenery enhance the fresh atmosphere. A dining table completes the space, inviting relaxation and enjoyment of the coastal scenery.
Flat in Juan Dolio
5.0 out of 5 average rating, 28 reviews

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.

Top guest favourite
Farm stay in Costa Rica
4.95 out of 5 average rating, 120 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

Superhost
Home in Fort Lauderdale
4.91 out of 5 average rating, 95 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!

Superhost
Home in San Fernando de Monte Cristi
4.89 out of 5 average rating, 108 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

Guest favourite
A modern kitchen area is highlighted, featuring sleek cabinetry and stainless steel appliances. A bar with high stools offers a cozy dining space. Decorative lighting fixtures add warmth, while a small indoor plant contributes a touch of greenery to the overall design.
Flat in Santiago De Los Caballeros
4.92 out of 5 average rating, 162 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!

Top guest favourite
Shipping container in La Fortuna
4.95 out of 5 average rating, 446 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 😃.

Guest favourite
A private jacuzzi spa is situated on a wooden deck, surrounded by lush greenery. A table set for two is seen alongside comfortable chairs, with decorative lighting adding a warm ambiance. Tropical plants and vibrant flowers enhance the serene outdoor space.
Home in La Fortuna
4.95 out of 5 average rating, 236 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.

Guest favourite
A spacious terrace is featured, showcasing a private pool with views of the sea. Two sun loungers invite relaxation beside a dining table. The light-colored tiles enhance the bright atmosphere while lush greenery adds a natural touch in the background.
Apartment in Punta Cana
4.89 out of 5 average rating, 194 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.

Superhost
Flat in Carolina
4.75 out of 5 average rating, 272 reviews

No fumar en Carolina by AirPort #0

You'll have a great time at this comfortable place to stay. You may hear the noise of the planes. Visitors are not allowed. The place is for a maximum of 2 people. No smoking inside. Only one vehicle is allowed per accommodation

Top guest favourite
Flat in Mata Redonda
4.95 out of 5 average rating, 118 reviews

Secrt Sabana | SJ | 22nd floor | AC |

Enjoy this amazing apartment on the 22nd floor of SECRT Sabana, one of the most innovative buildings, with all the essential amenities you could need, the best location and view, easy to get around in San José.

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