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

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

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

Ski-in/ski-out house rentals

Top Guest favourite
Home in Marathon
5 out of 5 average rating, 8 reviews

Keys Escape - It's 5 o'clock

LaurenRating, 5 stars5 months ago
We were six adults and all enjoyed the week stay. The house is spacious and nicely decorated. The pool, decks and dock were very nice. We would definitely book again.
Home in Pompano Beach
4.85 out of 5 average rating, 39 reviews

Spacious Luxury Water Front, Pool & Jacuzzi, 5br

WRating, 5 stars1 month 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.
Home in Miami

Wonderful Miami Home

NidiaRating, 5 stars23 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.
Private room in Fort Lauderdale
4.66 out of 5 average rating, 134 reviews

private entrance, private room, private bathroom

JosephRating, 5 stars3 weeks ago
Very nice place to stay if you’re ever in the area, privacy and nice quiet area.
Guest favourite
Private room in Naples
4.95 out of 5 average rating, 60 reviews

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

DiegoRating, 5 stars1 day ago
Xiaohua y su marido Jan nos atendieron muy bien, respetaron en todo momento nuestra privacidad y permitieron que manejáramos nuestros propios horarios sin ningún tipo de problema. Nuestra pequeña Golden de cinco meses disfrutó mucho del fondo de la casa donde tienen un pequeño bosque propio con sendero que es genial para recorrer y disfrutar de la naturaleza ahí mismo.
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!
Guest favourite
Private room in Collier County
4.79 out of 5 average rating, 99 reviews

Enjoy Naples private study

AngelicaRating, 5 stars3 weeks ago
My stay was wonderful! The bed was amazing, it felt like my own bed! I slept like a baby, AC was good! Overall I had a great experience and the location was peaceful and very local and close to main areas in Naples!
Private room in Miami
4.5 out of 5 average rating, 6 reviews

Habitación Privada en Coral Way Miami

HughRating, 5 stars89 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.

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

Superhost
Condo in Miami Beach
4.44 out of 5 average rating, 266 reviews

BEACHFRONT CONDO-HOTEL Two rooms with free parking

LissetteRating, 5 stars4 weeks ago
I absolutely loved this condo. The building has a pool, tiki bar, and the beach right behind. There’s also a great restaurant in the building that stays open late, and the Russian bathhouse which is absolutely amazing. I would definitely stay here again, there is lots to do
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 favourite
Home in Fort Lauderdale
4.96 out of 5 average rating, 49 reviews

Tropical Heated Pool Home,Welcome to Palm Terrace!

JessicaRating, 5 stars4 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!
Home in Miami
3.33 out of 5 average rating, 3 reviews

VERY CLOSE, Airport, port, Downtown,Beach Wynwood

PradeepRating, 5 stars42 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 favourite
Condo in Miami Beach
4.94 out of 5 average rating, 33 reviews

OCEANVIEW Condo King size bed with free parking

CoreyRating, 5 stars3 weeks ago
Great location & easy to navigate

Ski-in/ski-out condo rentals

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 fue una persona muy amable y flexible con nuestros horarios. Siempre respondió cuando le consultamos. El departamento esta muy bien equipado. Tiene toallas de playa y toallas para el departamento, cosas para la playa, cocina equipada, todo muy bien. El edificio es un poco antiguo, pero dentro del departamento los ambientes son muy amplios. Y esta muy cerca de la playa.
Superhost
Private room in Oakland Park
3.75 out of 5 average rating, 8 reviews

Alojamiento limpio

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.
Condo in Miami
4.38 out of 5 average rating, 8 reviews

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

RafaelRating, 5 stars4 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!
Condo in Miami
4.47 out of 5 average rating, 78 reviews

Luxurious Condo in Brickell-PH 4103 - Free Parking

AlexandreRating, 5 stars1 month ago
En résumé : - logement très bien situé à Brickell - bon rapport qualité / prix - bon quartier - bon logement - coin piscine agréable - une place de parking à disposition, très pratique à Miami Merci pour le séjour
Superhost
Condo in Miami Beach
4.52 out of 5 average rating, 109 reviews

BEACHFRONT CONDO-HOTEL 2 STORY , 2 bath & parking

NadiaRating, 5 stars1 month ago
todo estuvo como lo esperamos, excelente
Condo in Doral
5 out of 5 average rating, 3 reviews

Spectacular brand new 2+2 condo in Miami/Doral

JaredRating, 5 stars79 months ago
Carlos’ condo is a great place to stay. All you need in a condo. Plenty of things to cook with and two great TVs. Beds are firm. Highly recommended
Superhost
Condo in Pompano Beach

Ocean Front unit 502 at Light House Cove

Private room in Sunny Isles Beach
New place to stay

Experience resort style living

Destinations to explore