
Ski-in/Ski-out holiday rentals in Florida Keys
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Top-rated ski-in/out rentals in Florida Keys
Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida Keys ski-in/out rentals
Ski-in/out house rentals

Spacious Luxury Water Front, Pool & Jacuzzi, 5br
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.

Wonderful Miami Home
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 entrance, private room, private bathroom
Very nice place to stay if you’re ever in the area, privacy and nice quiet area.

Near Beach, Quiet, Central ,Queen bed #1, Naples
Beautiful place to stay at. Would definitely come back again. Super nice hosts.

House near HARD ROCK and Hollywood Beach
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!

Casa Mochi
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

Enjoy Naples private study
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.

Coral Way Miami Private Room
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/out home rentals

BEACHFRONT CONDO-HOTEL Two rooms with free parking
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!

Welcome to Beachwalk Condo Resort! 3/3
Terrific place to stay, outstanding staff at this location! Extremely friendly and knowledgeable about the area!

Tropical Heated Pool Home,Welcome to Palm Terrace!
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!

VERY CLOSE, Airport, port, Downtown,Beach Wynwood
BrizZy is a great host . House is convenient to airport and downtown . Rooms are clean and tidy as shown in pictures. Enjoyed our stay !!

OCEANVIEW Condo King size bed with free parking
Excellent location and view
Ski-in/out apartment rentals

Apt 2/2 Deluxe 1/2 Blockonthe Beach LuxurySTR02363
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.

Clean accommodation
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.

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

BEACHFRONT CONDO-HOTEL 2 STORY , 2 bath & parking
everything was as we expected, great

estancia, playa 2
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.

Spectacular brand new 2+2 condo in Miami/Doral
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

Ocean Front unit 502 at Light House Cove

Experience resort style living
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Trump National Doral Miami
- Crandon Beach
- Phillip and Patricia Frost Museum of Science
- Key Biscayne Beach
- Coral Castle
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- Fairchild Tropical Botanic Garden
- Conch Key
- Biltmore Golf Course Miami
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- Venetian Pool
- Miami Seaquarium
- EAA Air Museum
- Cocoa Plum Beach
- Matheson Hammock Park
- Monkey Jungle
- Sea Oats Beach
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