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

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

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

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

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Top guest favorite

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!

JessicaRating, 5 stars3 weeks ago

We had an amazing time during our stay here. The house was so clean and beautiful. The backyard is like a little oasis. It’s centrally located so we didn’t have to uber more than 10 minutes for anything! David was EXTREMELY responsive and easy to work with. I highly recommend this property and would stay here again!

Guest favorite

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 Miami

4.83 out of 5 average rating, 81 reviews

Comfy Condo-Hotel Downtown Miami

YotelPad 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 favorite

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.

Apartment in Sunny Isles Beach

4.85 out of 5 average rating, 79 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 favorite

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

4.94 out of 5 average rating, 17 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.

Guest favorite

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

4.93 out of 5 average rating, 15 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.

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, 89 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.

Guest favorite

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

4.85 out of 5 average rating, 117 reviews

Cozy large Studio in hotel overlooking Miami 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

A view of the resort's heated pool, bordered by lounge chairs and palm trees. Beyond the pool, Pompano Beach is visible, featuring umbrellas and lounge areas along the shoreline. The ocean and a clear blue sky complete the tranquil scene.

Condo in Pompano Beach

4.88 out of 5 average rating, 8 reviews

Condo Direct Ocean/Pool view Unit 314

Condo Pool and Ocean Front view the resort is located on Pompano Beach! There is a Tiki Bar, a restaurant, water sports rentals, and a beautiful heated pool & hot tub. The views from the unit are spectacular with a balcony. Take the elevator or walk the stairs down to the first floor and you are at/on the beach. This large studio with queen bed, pull-out sleep sofa, full bath, and a great-sized kitchen with a table and island. Volleyball, ping pong cornhole ect.

Guest favorite

The bedroom is furnished with a spacious bed dressed in soft linens and decorative pillows. A cozy ottoman and a bedside table are present, alongside a window with a view of greenery. Black curtains frame the window, enhancing the calming atmosphere.

Villa in Miami

4.91 out of 5 average rating, 11 reviews

Serene Cottage Retreat | Ideal for Couples & Solo

Gorgeous and cozy 1 bedroom cottage behind a luxe home in a safe and centrally located neighborhood. An absolute gem! The home has been exquisitely decorated with furnishings and is ready for your arrival! Enjoy an inviting outdoor area which is shared with the front house with a grass area perfect for a picnics. 10-minute drive to the beach, Miami Design District, or Wynwood. 15 minutes to Brickell and Downtown. Close to shopping, grocery stores, and dining!

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

4.88 out of 5 average rating, 52 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!

Superhost

A comfortable living area features a beige sofa paired with two patterned armchairs. Large windows offer unobstructed views of the ocean, while a coffee table holds a bowl of oranges. Natural light illuminates the room, highlighting neutral tones and inviting furnishings.

Condo in Fort Lauderdale

MARRIOT BEACH PLACE TOWER-1 BEDROOM- FT. LAUDRDALE

From it's prime oceanfront location, Marriott's BeachPlace Towers commands spectacular views of the Atlantic and the Intracoastal Waterway. Here, you can relax how you want - unwind at the outdoor pool or whirlpool hot tubs and take in the beautiful views of the Atlantic Ocean, great fitness center and kids will adore the dedicated children's activity program. Coffee, snacks and other vacation essentials are available at The Marketplace Express!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Florida Keys ski-in/ski-out rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

A serene outdoor space features a heated pool with a built-in spa and is surrounded by tropical landscaping. Comfortable lounge chairs are arranged nearby under a thatched roof structure, providing a perfect spot for relaxation by the water.

Home in Pompano Beach

4.85 out of 5 average rating, 39 reviews

Spacious Luxury Water Front, Pool & Jacuzzi, 5br

WRating, 5 stars3 weeks ago

Definitely a 5 star experience. The home was nicely appointed with very comfortable furnishings inside and out. Beautiful yard with long direct view of the water. There is a plush outdoor furniture set, a cool teak hut with bar and a huge comfortable dining table. The hot tube was awesome and the guest is able to turn it on and off. No time limits like some other places. Mo was very responsive and an excellent host.

The entrance features a simple staircase leading to a front door framed by decorative metal railings. A small wall-mounted light fixture and a potted plant add subtle touches to the welcoming façade. The exterior presents a clean, modern aesthetic.

Home in Miami

Wonderful Miami Home

NidiaRating, 5 stars22 months ago

I and my colleague stayed at Felix's home and the place had everything we needed. Felix is a very friendly, service oriented host and whenever we needed anything he was always quick to respond. His home is in a good neighborhood, residential and quiet. There was parking and everything that we needed. I would recommend this place to others and look forward to staying here again.

A well-organized sleeping area features a spacious bed adorned with patterned bedding. A large tiger artwork hangs above the bed, complementing the light gray walls. A ceiling fan provides airflow, while natural light enters through a window. Two closets and a TV stand are visible.

Private room in Fort Lauderdale

4.67 out of 5 average rating, 133 reviews

private entrance, private room, private bathroom

JosephRating, 5 stars2 weeks ago

Very nice place to stay if you’re ever in the area, privacy and nice quiet area.

Guest favorite

A cozy bedroom features a Queen-size bed adorned with a floral-patterned blanket and accented by decorative pillows. Two bedside lamps provide soft lighting, and artwork is displayed above the bed. A small potted plant is positioned near a tall decorative tree.

Private room in Naples

4.95 out of 5 average rating, 59 reviews

Near Beach, Quiet, Central ,Queen bed #1, Naples

VeljkoRating, 5 stars1 month ago

Beautiful place to stay at. Would definitely come back again. Super nice hosts.

A serene outdoor space is showcased, featuring a clear blue pool bordered by a concrete deck. Two lounge chairs are positioned under an umbrella, surrounded by lush greenery and palm trees. The fenced area adds privacy to this inviting setting.

Home in Hollywood

3.75 out of 5 average rating, 4 reviews

House near HARD ROCK and Hollywood Beach

JohnaRating, 5 stars12 months ago

Alejandra’s home is a complete gem! Beautifully decorated and well maintained. Check in was quick and easy and she communicated all requirements. I’m grateful to have found this home and she was so willing to accommodate me and my family on such short notice. I look forward to staying her time and time again!

A spacious room features a large bed with a navy blue comforter, complemented by patterned pillows. Two windows are dressed with dark curtains, allowing soft light. A small table and two chairs are situated next to the bed, with a cozy seating area visible in the corner.

Home in Miami

4.67 out of 5 average rating, 6 reviews

Casa Mochi

PhilRating, 5 stars1 month ago

Kelly was responsive and helpful. she always replied in a short time and although we were there for less than 12 hours she made us feel at home

Superhost

A spacious bed with plush white bedding and several decorative pillows is positioned against a neutral wall. A textured wall hanging adds a touch of decor, while a comfortable chair is situated in the corner. Soft lighting enhances the calm atmosphere.

Private room in Collier County

4.78 out of 5 average rating, 97 reviews

Enjoy Naples private study

MichaelRating, 5 stars1 month ago

Claudita's place was very convenient to the US Open Pickleball tournament which was the reason I stayed there. Very clean with all the necessary amenities. I would recommend this place for anyone who is in the area and needs a simple place to stay.

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 Miami

4.5 out of 5 average rating, 6 reviews

Coral Way Miami Private Room

HughRating, 5 stars88 months ago

I really enjoyed my stay. Check in was easy. Henry greeted me and showed me around. Henry was very hospitable. The room was nice and very comfortable. Lots of shops and restaurants very close and convenient. I would definitely recommend his place.

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Family-friendly, ski-in/ski-out home rentals

Superhost

The living area showcases two blue sofas arranged around a sleek coffee table, complemented by a flat-screen TV on a media console. A dining table with four chairs is positioned nearby, and large windows allow natural light to fill the space, framed by light curtains.

Condo in Miami Beach

4.44 out of 5 average rating, 265 reviews

BEACHFRONT CONDO-HOTEL Two rooms with free parking

KarenRating, 5 stars3 weeks ago

Gabriel's place is a gem! 💎 Right on the beach, lots of resort -style amenities. Very clean, spacious unit. Well equipped. Best option for a family of 3 in the area. Gabriel was very responsive and gave clear instructions on how to make everything go smoothly. We'd be happy to stay here again!

An aerial view captures the Beachwalk Condo Resort, with its striking architecture and bold red rooftop. The surrounding city skyline and coastline are visible, showcasing the Intracoastal waterway. Lush greenery and a swimming pool are also seen in the foreground, enhancing the scenic landscape.

Condo in Hallandale Beach

4.7 out of 5 average rating, 110 reviews

Welcome to Beachwalk Condo Resort! 3/3

ReubenRating, 5 stars10 months ago

Terrific place to stay, outstanding staff at this location! Extremely friendly and knowledgeable about the area!

Top guest favorite

Home in Fort Lauderdale

4.96 out of 5 average rating, 49 reviews

Tropical Heated Pool Home,Welcome to Palm Terrace!

JessicaRating, 5 stars3 weeks ago

We had an amazing time during our stay here. The house was so clean and beautiful. The backyard is like a little oasis. It’s centrally located so we didn’t have to uber more than 10 minutes for anything! David was EXTREMELY responsive and easy to work with. I highly recommend this property and would stay here again!

A modern kitchen is featured, showcasing a white countertop with three sleek black bar stools. Stainless steel appliances and a spacious sink are visible, while cabinetry provides ample storage. A hallway leads into the background, adding depth to the open layout of the home.

Home in Miami

3.33 out of 5 average rating, 3 reviews

VERY CLOSE, Airport, port, Downtown,Beach Wynwood

PradeepRating, 5 stars41 months ago

BrizZy is a great host . House is convenient to airport and downtown . Rooms are clean and tidy as shown in pictures. Enjoyed our stay !!

Guest favorite

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.

Condo in Miami Beach

4.94 out of 5 average rating, 32 reviews

OCEANVIEW Condo King size bed with free parking

RodrigoRating, 5 stars2 weeks ago

Excellent location and view

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Ski-in/ski-out condo rentals

The building is seven stories tall, showcasing a modern architectural design with multiple balconies. Palm trees line the entrance, complemented by a landscaped area. Large windows reflect the sunlight, contributing to the overall airy feel of the exterior.

Condo in Sunny Isles Beach

4.95 out of 5 average rating, 19 reviews

Apt 2/2 Deluxe 1/2 Blockonthe Beach LuxurySTR02363

MariaRating, 5 stars5 months ago

Sandra was a very friendly and flexible person with our schedules. He always responded when we consulted him. The apartment is very well equipped. It has beach towels and towels for the apartment, things for the beach, equipped kitchen, everything very well. The building is a bit old, but within the apartment the environments are very spacious. And it's close to the beach.

Superhost

A simple room features light yellow walls and tiled flooring. A spacious bed is partially visible, with a white fitted sheet. A black chair is positioned near the closet, which has double doors. An open door leads to another space, enhancing the room's accessibility.

Private room in Oakland Park

3.75 out of 5 average rating, 8 reviews

Clean accommodation

PrestigeRating, 5 stars14 months ago

Great place, very quiet neighborhood. With a few bars and restaurants within walking distance. There is no wifi so be sure to bring a hotspot.

A balcony view showcases the expansive skyline of Miami, highlighting glass buildings and shimmering water below. Two black wicker chairs are positioned on the tiled floor, offering a space to relax and enjoy the vibrant outdoor scenery against a clear blue sky.

Condo in Miami

4.38 out of 5 average rating, 8 reviews

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

RafaelRating, 5 stars3 weeks ago

We had a great time in this apartment right on the center of Brickell. They were very accommodating of our arrival time to check us in and kept messaging to make sure we were well and comfortable. The apartment was very clean with an amazing view and the beds were very comfortable!

Superhost

An inviting bedroom features two queen-size beds, dressed in crisp white linens. Large windows provide natural light and views of the outdoors. Flanking each bed, dark wooden nightstands support modern lamps. Decorative art pieces adorn the walls, adding a subtle touch to the contemporary design.

Condo in Miami Beach

4.52 out of 5 average rating, 109 reviews

BEACHFRONT CONDO-HOTEL 2 STORY , 2 bath & parking

NadiaRating, 5 stars4 weeks ago

everything was as we expected, excellent

A bright living area features a beige sofa adorned with decorative cushions. A floor lamp stands beside the sofa, and a potted plant adds a touch of greenery. Natural light floods in through a nearby window, illuminating the tiled floor and the soft color palette.

Condo in Miami Beach

4.3 out of 5 average rating, 44 reviews

estancia, playa 2

AnnaRating, 5 stars1 month ago

Wonderful apartment in the center of Miami Beach. Fully corresponds to the description, convenient location, caring owner. The price corresponds to the quality. We stayed for several days, happy with the stay.