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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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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, 136 reviews

Entire Studio inside hotel 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 $125.00 per request. BTR008203-11-2019 License #CND2332048

Top guest favourite
Farm stay in Costa Rica
4.95 out of 5 average rating, 121 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

Top guest favourite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina
5.0 out of 5 average rating, 174 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!

Superhost
Flat in Santa Marta
4.85 out of 5 average rating, 105 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.

Superhost
Flat in Portmore
4.86 out of 5 average rating, 103 reviews

Gated, Central 1BR Apt Near the BEACH in Portmore

Enjoy your stay in this secure, comfortable, modern 1 bedroom apartment. This Tranquil hide away has all the amenities that you would need for a comfortable and relaxing vacation. This is a renovated unit in a gated community, centrally located in Bayside Portmore, minutes away from restaurants, movie theater, shopping centers, supermarkets and the beach. This is a no smoking listing. If you smoke please do not book this apartment.

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.
Apartment in Santiago De Los Caballeros
4.92 out of 5 average rating, 106 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
4.86 out of 5 average rating, 116 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, 167 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
A terrace is shown with elegant white furniture, including a round table and chairs, surrounded by lush greenery. The clear view of the ocean and distant coastline is visible, framed by trees under a clear sky.
Casa particular in Banes
4.96 out of 5 average rating, 73 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.

Top guest favourite
Shipping container in La Fortuna
4.95 out of 5 average rating, 458 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.

Superhost
Home in Santiago De Los Caballeros
4.82 out of 5 average rating, 105 reviews

ALL IN ONE

You have complete privacy here, there are no other guests or other persons. Our modern 3 bedroom house, climatized pool additional $30 us Heater BBQ electric fence We have rental cars available closed house residential 24/7 security 100mb wifi telecom parking for 3 vehicles purified water in the whole house We have rental cars available

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