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Ski-in/Ski-out holiday rentals in Caribbean

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

Top-rated ski-in/ski-out rentals in Caribbean

Guests agree: These ski-in/ski-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.
Condo 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.
Apartment 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
4.9 out of 5 average rating, 94 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!

Guest favourite
A modern two-story cabaña is depicted, featuring large glass windows that allow natural light to fill the interior. The spacious pool is seen in the foreground, reflecting the blue sky. The green garden surrounds the property, enhancing the outdoor appeal.
Cabin in Santa Veronica
4.82 out of 5 average rating, 105 reviews

Cabin with a pool on Santa Veronica beach

Mandalay Cabin: We designed this house with peace and comfort in mind. With its cozy living room and terrace with panoramic views, it's perfect for a morning coffee or a cocktail at sunset. Here, every day is an opportunity to create unforgettable memories, whether with a walk to the beach, a dinner under the stars or simply reading a good book in your indoor garden. Upon arrival, you are invited to relax in your pool, and enjoy its green spaces.

Top Guest favourite
A modern kitchen and dining area is presented, featuring wooden cabinetry and a sleek countertop. Four bar stools are arranged at the kitchen island, and a spacious dining table with upholstered chairs is positioned nearby. Natural light illuminates the space through a large window.
Condo in Santiago De Los Caballeros
4.93 out of 5 average rating, 101 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.

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.
Apartment in Santiago De Los Caballeros
4.92 out of 5 average rating, 160 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!

Guest favourite
Shipping container in La Fortuna
4.95 out of 5 average rating, 444 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 vibrant blue house is set against a cloudy sky, surrounded by lush greenery and colorful plants. A pathway with stones leads to the entrance. An observation tower can be seen in the background, enhancing the natural ambiance of the area.
Home in Monte Verde
4.86 out of 5 average rating, 215 reviews

Natural Wonders House: Where nature awaits you!

The house is walking distance of Santa Elena but secluded enough to give you the contact with nature and the privacy that is looked for when you come to Monteverde. Internet, cable tv, washer, dryer and a fully equipped kitchen and a bathtub provide all you will need to make your stay an enjoyable one. It has two rooms, where one of them has a private bath tub and bathroom.

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, 235 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.

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