
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.

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!

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

5 Beds 3 BDR 2 Bath Heated Pool, Grill, Patio
Welcome to your perfect getaway in beautiful Marco Island! This spacious and stylish home offers everything you need for an unforgettable vacation. Nestled in a serene cul-de-sac, just a 5-minute drive from the pristine beaches, including the famous Tigertail Beach, this home promises comfort, convenience, and a touch of luxury. Whether you're here to relax by the heated pool, explore the local beaches, or enjoy the stunning lake views, our home is the perfect base for your tropical escape.

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

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

CHIC Ocean View 2BR/1BA | ICON Brickell #2509
*The balconies will be closed due to the HOA façade renovation project* Stylish high-floor unit with beautiful views, as shown in the photos. This is not a full 2 bed/2 bath—it’s 1 bedroom + den and 1 bath. The den has a door for privacy but no window and shares the bathroom with the master. Only 2 guests can access amenities (non-transferable); minors not counted. Located in Icon Brickell, shared with the W Hotel, enjoy resort-style amenities like a large pool and dining.

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!

Villa Merys las Velas, Piscina climatizada privada
Un alojamiento enclavado el la montaña, con un diseño moderno. En un proyecto exclusivo cuenta con gran picuzzi privado y un patio privado que invita a pasar momentos espectaculares. Bienvenido(a) Merys Las Velas, un espacio creado para unir y celebrar los momentos más importantes de la vida. Aquí, la naturaleza y la arquitectura se combinan armoniosamente para ofrecerte una experiencia única, relajante y memorable.

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!

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!

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.

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.
Popular amenities for Caribbean ski-in/out rentals
Ski-in/out house rentals

Villa Lovely with Private Pool

Crab view

Nuestro Sueño Farm

“Cape Paradise”Waterfront.GulfAcc.Jcuzi.Heat Pool.

Arenal Balu House

Elegant Modern Villa Jayden

Villa El Esfuerzo Las Terrenas 10 minutes from the beach

Casita Tio Juan Airport Int. 15 minutes away
Family-friendly, ski-in/out home rentals

2 beds, a swimming pool, and a beach

Ángeles suites

Hatuey Cacique 2

Paradise in Aquatika Pool Front Apartment

luxury and comfort

Villa Balcony to the Mountains Papo & Mileidys

Cozy 1B Villa w. Pool & Near Top Beaches Unit 2

Secrt Sabana | SJ | 22nd floor | AC |
Ski-in/out cabin rentals

Cabaña el Atardecer (Juan de Acosta)

El Bello Amanecer Cabin

Tourist Villa R. Column

Habana Cabana

Villa oti cabin

Villa Paraíso

Waterfront Cottage @ Lubbers #1

Cabaña Doña Lela 2
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