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

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

Guests agree: these ski-in/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.

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.

4.83 out of 5 average rating, 113 reviews

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

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.

4.9 out of 5 average rating, 29 reviews

Apartment in Downtown Miami

W Hotel & ICON | Water & City Views | 20th Floor |

Discover urban luxury in ICON Brickell, one of Miami's premier buildings! Marvel at expansive city views from our home's open layout. 🚶‍♂️ Steps away from Brickell City Center. 🚉 Easy access to Metrorail/Metromover; just a block from I-95. 🏠 Features include in-unit washer & dryer. 🏊‍♂️ Enjoy exclusive building amenities: a stunning heated swimming pool, open-air pool deck, club room, and a state-of-the-art fitness center. Perfect for exploring the heart of Miami!

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.

Apartment in Downtown Miami

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.

4.64 out of 5 average rating, 113 reviews

Superhost

Apartment in Key West

Beachside Resort - Beautiful for 8 people

Luxury Garden view Suite at the 5 stars Key West Beachside resort. • Pool pools with poolside dining • Onsite watersports, fitness center and nearby Key West attractions • Full kitchen, dining and seating and balcony • Exclusive white-sand private beach • Luxurious bath products • Accommodates up to 8 people ***** Guests must be 21 y/o or older, valet parking has a charge of U$24.99 per night and a resort fee of U$42 per night *****

Superhost

Apartment in Key West

Beachside Resort - 8 people

Superhost

Apartment in Key West

Beachside - Luxury for 8 people

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

Spacious 3BR Home Near Marlins Park & Airport

Experience Miami and have everything within easy reach! 🌴 From this strategic location, you'll be minutes from Downtown, Brickell, Little Havana, Wynwood, and the beaches of South Beach. Explore restaurants, art, entertainment and Miami's vibrant life, with Jackson Memorial Hospital just 6 minutes away and the airport nearby. 🏝️✨ Ideal for enjoying, working or discovering the city hassle-free.

4.27 out of 5 average rating, 15 reviews

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

Overlooking Miami Downtown,Room private & restroom

Enjoy the simplicity of this quiet and centrally located accommodation with a spectacular panoramic view of Downtown Miami, Brickell Financial District and Miami Beach 🏖, in the heart of Little Havana near the famous Calle 8 for dining and salsa dancing 💃🏻 and Latin rhythms.

5.0 out of 5 average rating, 5 reviews

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.

Flat 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

Coral Way Miami Private Room

Our house is very central well located just 5 minutes from Key byscaine, 15 minutes from the Airport. 15 minutes from South Beach and 1 min from La Coral Way where you can walk and enjoy a day of shopping or eating at the restaurants of this famous Ave.

4.5 out of 5 average rating, 6 reviews