Ski-in/Ski-out holiday rentals in Florida Keys

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

Top-rated ski-in/out rentals in Florida Keys

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

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Guest favourite

A panoramic ocean view captures the vibrant blue-green waters of the Atlantic, with gentle waves rolling onto a sandy beach. Palm trees are positioned along the shore, and sunbathers can be seen enjoying the beach. The scene is framed by a balcony railing.

Flat in Sunny Isles Beach

4.85 out of 5 average rating, 80 reviews

Modern Furnish OCEAN FRONT STUDIO!!!

Located between Fort Lauderdale and trendy South Beach. Relax and enjoy the sunny South Florida lifestyle, work out in the state-of-the-art ocean view fitness center then take advantage of nearby world class shopping at Bal Harbour shops and Aventura Mall. Enjoy a breathtaking view of the beautiful Atlantic Ocean on your private balconie and soak up the South Florida sun at the Poolside Lounge, don't forget the Frozen tropical drinks and mixed cocktails, served at the Poolside Bar & Grill.

Guest favourite

A modern home is set in a lush landscape, featuring a light-colored exterior and a distinctive turquoise front door. The well-maintained driveway leads to a spacious garage, surrounded by vibrant greenery and tropical plants that enhance the inviting curb appeal.

Home in Marco Island

4.93 out of 5 average rating, 28 reviews

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.

Top guest favourite

A serene outdoor space features a heated pool surrounded by lounge chairs. Lush tropical landscaping creates a private atmosphere, while twinkling lights accentuate the area. A brick patio leads to a dining table, providing an inviting spot for gatherings.

Home in Fort Lauderdale

4.96 out of 5 average rating, 49 reviews

Tropical Heated Pool Home,Welcome to Palm Terrace!

Discover the stunning Palm Terrace, a private home nestled in the vibrant Poinsettia Heights neighborhood of Fort Lauderdale. This spacious 4-bedroom, 3-bathroom retreat comfortably accommodates up to 8 guests, making it perfect for families. Enjoy the serene pool view from your private outdoor space, complete with a heated pool and BBQ area. With nearby attractions like beautiful beaches and exciting water sports, Palm Terrace is your ideal getaway. Book now for an unforgettable experience!

Guest favourite

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.

Flat in Miami

4.84 out of 5 average rating, 95 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.

Top 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 KEY COL BCH

4.94 out of 5 average rating, 18 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.

Guest favourite

A modern single-family house is displayed with a bright yellow exterior. A white pergola extends over the front porch, providing shade. Lush tropical plants add greenery to the landscape, while clear blue skies create a vibrant background.

Home in Marathon

5 out of 5 average rating, 9 reviews

Keys Escape - It's 5 o'clock

A modern 3 bedroom / 4 full bathroom single family house with a pool and dock and spectacular water views! Easily sleeps 8 people. First level of the property will contain the living room, dining and kitchen. This home boasts numerous at-home dining options, with a large indoor dining table for 8, cozy balcony seating; perfect for morning coffee or afternoon cocktails, and a Cabana for casual poolside dining. Pull your boat up to the dock and jump in the salt water pool to cool off.

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.

Apartment in Miami

4.78 out of 5 average rating, 96 reviews

CHIC Ocean View 2BR/1BA | ICON Brickell

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. Kitchen features Wolf and Sub-Zero appliances. Steps from Brickell’s top spots.

Superhost

Apartment in Miami Beach

Beautiful Studio/ The best location in South Beach

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

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.

Apartment in Miami Beach

4.84 out of 5 average rating, 124 reviews

Stunning Studio in Miami Beach: WiFi &pool

Guest favourite

A spacious studio apartment showcases a large bed dressed in neutral linens, complemented by a comfortable sofa. Floor-to-ceiling windows offer expansive views of the ocean, while soft natural light illuminates the space. The room features a sleek design with a minimalist decor.

Apartment in Miami Beach

4.94 out of 5 average rating, 48 reviews

Oceanview Condo King size bed with parking A17

OCEANVIEW from the 12th floor, Studio apartment, 400 sq ft. Beautifull apartment in an oceanfront building located in the heart of Miami Beach, 10 blocks north of famous Fontainebleau Hotel. Building has beach access, gym, tennis court, Restaurant and Tiki Bar. Close to the Downtown Miami and Port of Miami, 15 minutes from Miami airport and 35 from FLL airport. Free Valet parking included (It's a 65 dollars value). Free Miami Beach Trolley transportation on Collins ave.

Superhost

An outdoor oasis is presented with a circular cowboy pool illuminated by soft lighting. Lounge chairs rest beside the pool, while a covered seating area is visible. The space is surrounded by lush greenery and a wooden deck showcases ambient lights, creating a serene atmosphere.

Home in Fort Lauderdale

4.89 out of 5 average rating, 64 reviews

Fabulous Bungalow w/Outdoor Eden mins from Beach

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!

Top guest favourite

A well-furnished living area features a light-colored sectional sofa adorned with decorative pillows. A round coffee table sits centrally on a plush rug, with fresh fruit displayed in a bowl. Large windows let in ample natural light, highlighting the modern decor.

Flat in Miami

4.96 out of 5 average rating, 24 reviews

Vibrant Midtown Miami Escape

Enjoy a chic stay in Midtown Miami! This luxury 1BR, 1BA condo for 4 offers elegant décor, a fully equipped kitchen, and modern appliances. Whether for business or leisure, you’ll be steps from top dining, shopping, and attractions. Stay connected with high-speed WiFi and enjoy 24/7 hassle-free check-in. Experience comfort, style, and prime location in Miami’s trendiest neighborhood. Book now for an unforgettable stay!