Ski-in/Ski-out holiday rentals in Monroe County

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

Top-rated ski-in/ski-out rentals in Monroe County

Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

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A modern living area is presented with large windows allowing natural light. A cozy sofa faces a wall-mounted TV, while a circular coffee table sits in front. A round dining table with chairs is located nearby, complemented by a decorative plant on the table.

Apartment in Downtown Miami

4.83 out of 5 average rating, 112 reviews

Comfy Condo-Hotel Downtown Miami

This is a stylish experience at this centrally-located place in the heart of Miami Downtown, Just two blocks from Bayfront Park and close to Arena. Miami Beach is a few minutes away, Brickell, Wynwood and design district. Very good location and enjoy the experience to be in a Condo Hotel, where you can have your own kitchen, washer/dryer, and you also have the luxury of a hotel with two restaurants, Bar, Gym, Pet care, 24 hour swimming pool, Massage Room, Valet Parking, WiFi and much more.

Guest favourite

A beachfront view showcases a modern two-story condo building with large glass doors, situated on a white sand beach. The gentle waves lap at the shore, and palm trees provide some shade, enhancing the serene coastal environment.

Home in Florida Keys

4.9 out of 5 average rating, 29 reviews

Beach Breeze

Be one of the first guest to stay at our new condo on the rare white sand private beach located in Key Colony Beach, FL. 2+2 ensuite, gourmet kitchen with designer touches. Patio table & chairs for outdoor dining and new Wicker upscale love seat & 2 chairs. Stackable washer & dryer in every unit. TV in living, primary & guest rooms. Paddle board, Kayak or swim right off of the beach or just sit and enjoy the beautiful view of the water. Pool is open. Minimum 7 days rental City Code.

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 Downtown Miami

4.63 out of 5 average rating, 111 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.

A covered outdoor seating area features modern furniture arranged on a tiled patio. A small table is situated at the center, surrounded by comfortable chairs. Decorative plants and soft lighting create a relaxed atmosphere, inviting guests to enjoy the space.

Home in Little Havana

4.27 out of 5 average rating, 15 reviews

VERY CLOSE, Airport, port, Downtown, Beach Wynwood

👋 Bienvenido a Miami! 🏡 Casa amplia y remodelada en el corazón de Miami, frente al estadio de los Marlins ⚾. 3 habitaciones, 2 baños, 6 camas, sofá, colchón inflable queen, colchón matrimonial y uno individual. Patio grande con barbacoa 🍖 ideal para grupos/familias . Acceso rápido a la autopista 🚗. A 5 min de Downtown, Brickell, aeropuerto ✈️, puerto 🛳️ y parque acuático 💦. A 15 min de South Beach 🏖️.

A cozy sleeping area features a spacious bed made with white bedding, accented by dark throw pillows. Nightstands with lamps on either side provide additional lighting. Soft wood flooring complements the simple decor, and a small plant adds a touch of greenery.

Private room in Little Havana

5.0 out of 5 average rating, 5 reviews

Overlooking Miami Downtown,Room private & restroom

Disfruta de la sencillez de este alojamiento tranquilo y céntrico con una vista Panorámica Espectacular del Downtown de Miami, Zona Financiera Brickell y Miami Beach 🏖 , en el corazón de Little Havana cerca de la Famosa Calle 8 para comer y Bailar Salsa 💃🏻 y Ritmos Latinos .

A comfortable living area features a plush sofa and a small white coffee table. Shelves filled with books stand against the wall, while natural light streams in through large glass doors. Soft lighting is provided by a lamp on the side table.

Apartment in Big Pine Key

Sir David Waterfront

Located off US1 on Big Pine Key Waterfront canal. Peaceful , trendy townhome. Perfect for couples looking for some R&R and in an upscale peaceful townhome. . 20 min to Key West. Take a swim in the canal or rent a boat or jet skis and enjoy some tranquility.

A cozy sleeping area features a sleek dark wood bed with light-patterned pillows. A soft throw is neatly placed at the foot of the bed. A bedside table with a lamp stands nearby, providing gentle illumination, while a window with blinds offers natural light.

Private room in Coral Way

4.5 out of 5 average rating, 6 reviews

Habitación Privada en Coral Way Miami

Nuestra casa está muy centrica bien ubicada a solo 5 minutos de Key byscaine, a 15min del Aeropuerto. A 15min de South Beach y a 1 Min de La Coral Way donde podras caminar y disfrutar un dia de shopping o comer en los restaurantes de esta famosa ave.