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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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Guest favourite
An aerial view showcases a coastal property facing a vibrant turquoise sea. The coastline is visible alongside the property, which features palm trees and outdoor lounge areas. The calming water extends into the horizon, reflecting the clear blue sky above.
Home in Nassau
4.72 out of 5 average rating, 132 reviews

Oceanfront Home on seaside by Atlantis, PI, Pool!

Beautiful, Fabulous, Amazing, Breathtaking views of Ocean! Snorkel and swim beautiful, colorful Coral Reefs or Dive/fish for Snappers and Lobsters in the ocean 35 steps away! The outdoor area has a beautiful private pool, and adirondack chairs to enjoy. There are 3 bedrooms and two bathrooms. 1st room has a King Size Bed with Ocean Views. The 2nd, Queen Size bed and Ocean Views, 3rd room, two full beds. Bedrooms have 55 inch TV's, high speed Internet. Relax & unwind as you feel the ocean breeze!

Guest favourite
A serene beach scene captures two individuals enjoying shallow waters near the shore. Clear blue skies enhance the peaceful atmosphere, while gentle waves lapping at a soft sandy beach emphasize the tranquility of the surroundings. Lush greenery and palm trees frame the scene in the background.
Apartment in Luquillo
4.94 out of 5 average rating, 136 reviews

Luquillo Beachfront Vacation!

This place is a SANTUARY Just what we all need at this moment .Been able to breath fresh air from a clean beach ocean .Taking Sun every day walking to swim looking at amazing Sunset. Connecting with nature . The Apartment is in Punta Banderas the Best Spot in All Luquillo .because its been always like a Private Beach and at this moment is what we really need ! Its a front Beach PH apartment with a roof top for dining and relaxing after a sunny day!! I personally take care of the cleaning crew

Guest favourite
A pool area is shown with lounge chairs arranged around a clear blue pool. The deck is paved with light-colored bricks and surrounded by greenery. In the background, a covered seating area with multiple chairs can be seen, alongside colorful buildings under a sunny sky.
Condo in Grand Harbour
4.92 out of 5 average rating, 275 reviews

Waterfront Sanctuary Serene | 2BR | Pool & Porch

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

Guest favourite
A scenic view showcases a landscaped garden leading to the ocean, with a pool nestled among palm trees. The vibrant sky reflects shades of pink and blue, creating a serene atmosphere. A person is seen walking along the sandy beach, which is framed by lush greenery.
Condo in Cabarete
4.76 out of 5 average rating, 75 reviews

KiteBeach Oceanfront Ground Floor studio

The best location! Ground floor ocean view condo on the world famos Kite Beach with bathroom, air conditioning, fridge, high speed wifi, tv, bath towels, beach towels. Just a few steps from the on-site pool, restaurants, bars, kite schools. Gated, 24h security, 5 minutes from town with taxi just in front of the hotel, social atmosphere garanteed. Free parking in the hotel's own guarded area, free cleaning ones a week. On site beach restaurant/bar open every day. On site sunbeds/lounge area.

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 Miami Beach
4.84 out of 5 average rating, 125 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

Top Guest favourite
Farm stay in Costa Rica
4.96 out of 5 average rating, 83 reviews

Sanctuary 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

Guest favourite
An aerial view of the resort showcases a winding swimming pool surrounded by tropical palm trees. White buildings with modern architecture are visible, along with decks and lounge areas. The ocean glistens in the background under a partly cloudy sky.
Apartment in Punta Cana
5 out of 5 average rating, 17 reviews

Best Vacation Suite Room Ocean Front

Welcome to our oceanfront apartment. The terrace offers panoramic views of the pool. Just steps from the beach, with Wi-Fi and Netflix, enjoy hot water, central air conditioning, and a fully equipped kitchen. We can comfortably accommodate five guests in comfortable beds, with extra towels and pillows for a restful sleep. There are two bathrooms and easy access to a large outdoor area for sunbathing in the private jacuzzi.

Guest favourite
A modern villa is presented with a two-story design, featuring a covered entrance and large windows. Tropical palm trees frame the property, with vibrant greenery surrounding the yard. A driveway is visible, along with a welcoming outdoor seating arrangement on the porch.
Villa in Punta Cana
4.89 out of 5 average rating, 18 reviews

Villa Los Corales, Punta Cana, with a private pool

Welcome to our villa in Punta Cana, where luxury and comfort meet Caribbean charm. Enjoy 3 air-conditioned bedrooms with 4 beds (1 king, 2 queen, 1 twin), 3 modern bathrooms, a fully equipped kitchen, and a living room with TV and Netflix. Relax in your private pool and create unforgettable memories in a safe, peaceful setting—perfect for families and groups seeking privacy and a unique experience near the best beaches.

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
4.94 out of 5 average rating, 119 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 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 out of 5 average rating, 141 reviews

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

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
4.95 out of 5 average rating, 65 reviews

Hostel Omar and Maritza. With ocean views.

The room is located in Playa Guardalavaca, we have sea view, with independent entrance, has a small room and bathroom for the exclusive use of the guest, it has a TV , refrigerator, air conditioning, cold and hot water, safe deposit box. It has a terrace overlooking the sea, breakfast service. It is a very quiet place ideal for nice kisses. We are just a two-minute walk to the Playa Guárlavaca.

Top Guest favourite
A private jacuzzi is surrounded by lush greenery, with a vibrant red umbrella providing shade. A decorative vase filled with tropical flowers is placed nearby. Comfortable seating is arranged on a wooden deck, promoting relaxation in a tranquil outdoor setting.
Home in La Fortuna
4.95 out of 5 average rating, 212 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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