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Ski-in/Ski-out vacation 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
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, 129 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 favorite
Farm stay in Costa Rica
4.96 out of 5 average rating, 110 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
A modern living space featuring a white sectional sofa and a round dining table with four gold chairs. Large windows allow natural light, revealing a stylish decor with framed artworks. A patterned rug lies under the table, complementing the light tile flooring.
Condo in Miami
4.76 out of 5 average rating, 102 reviews

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.

Superhost
Home in Fort Lauderdale
4.9 out of 5 average rating, 82 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 favorite
Cabin in Santa Verónica
4.82 out of 5 average rating, 103 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.

Guest favorite
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, 142 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 favorite
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, 157 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 favorite
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 Monteverde
4.86 out of 5 average rating, 212 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.

Top guest favorite
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, 227 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.

Top guest favorite
Shipping container in La Fortuna
4.95 out of 5 average rating, 410 reviews

Rainforest Container Experience 5

💚Immerse in a beautiful rainforest Oasis close to downtown La Fortuna and popular tourist attractions. Great for couples, confortable, well decore and with all the amenities you need for a unique container experience! We are located very centrally near the hot springs near the center of town and near the La Fortuna waterfall 😃

Top guest favorite
A spacious deck features a large sofa adorned with decorative pillows, a few wooden tables, and a hammock draped along the side. Sheer curtains filter the natural light, while lush greenery surrounds the area, creating a serene and private outdoor space.
Apartment in Santa Teresa Beach
4.93 out of 5 average rating, 139 reviews

Top location near beach and quiet 200mb wifi

This superb villa was design ideally for couples that want 100% privacy and maximum confort, while enjoying the majestic view of the garden and pool. This villa includes king size bed, fully equipped kitchen, Ac, private bathroom, and a large deck with a big sofa ideal to relax after a good surf.

Top guest favorite
A modern kitchen features sleek white cabinetry and a contrasting dark countertop. Stainless steel appliances are integrated into the design, while a small dining area includes four blue glasses atop a decorative table. Light reflects off the polished tile floor, enhancing the airy feel of the space.
Guesthouse in West Palm Beach
4.92 out of 5 average rating, 257 reviews

Blue Tower

Blue Tower is a 800 sq. ft, one bedroom apartment, meticulously designed with private entry and parking. It is located in Palm Springs, West Palm Beach. Only 15 minutes from the airport and downtown area. Only 10 minutes from the beach.

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