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Vacation Rentals in Shark Key, Florida

about Shark Key

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Shark Key, Florida vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Shark Key are added and updated every week!

Compared to hotels, Shark Key vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Shark Key, Florida Vacation Rentals and Tourism

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Shark Key things to do


Stand Up Paddleboard Key West

This was the complete highlight of our visit. We went over a month ago and it's still stuck in my head! We utilized the complimentary shuttle and more


Blue Planet Kayak Eco-Tours

Excellence in every way. These guys are so hardcore, the guide will even chase down and catch a shark! Seriously, James spotted a nurse shark in the water, more


Dive Key West Inc

Very disappointed with their customer service and how they speak to customers. We will never be using them again. Worst experience on our whole more


Overseas Highway

The Overseas Highway is the portion of US 1 that goes through the Florida Keys. It is about 127 miles long. Probably the most popular part of the more


Lazy Dog

According to our hotel, there aren't many places on the island that let you rent kayaks without having to take a guided tour. We weren't interested in more


Bike Shop The

Highly recommended. Service was outstanding. I was in Key West for a month and got my bike shipped down. They helped my get set up with everything I needed, more


Cat Man

Go see the sunset at Mallory Square and see the Cat Man. Then just 'stay where you arrrrrrrre' and enjoy the show. He's great. (And no, he's more


Dominique's Circus Cats

Surely, you think I jest....But I don't. In fact I've been stalking Dominique for years now. Picture it:: It's a balmy, breezy evening. You've stopped more


Dream Catcher Charters

Had a great time with Capt. Hugh today at Dream Catchers. Excellent captains, very friendly and will get you the trip you're looking for. Top notch more


Higgs Beach

Higgs Beach in Key West is a sun-worshipers haven. When we went it didn't seem very swimmer-friendly. Maybe because it was during the week there more


Boca Chica Beach Area

Tricky to get to. Don't use Google or Apple maps for directions. Have to access via Boca Chica Rd. or else the Navy property keeps you from getting more


We Cycle

We Cycle is the best! We have rented in Key West on five different occasions and never before have I been so motivated to write a positive review. Chris more


Cowboy & Cowgirl Yacht Charters

The owners, Mark and Michelle, were extremely professional and so easy to do business with. They were nice enough to pick us up at the condo we more


Key West BiPlanes

My wife is a recreational pilot who had always wanted a ride in a biplane, so when we got married in Key West I knew this would be the perfect more


Smathers Beach

As a beach, Smathers is passable. I mean, it's a tropical beach so you can't really go wrong. But for Key West, It's main use is for spring breakers more

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"BAY HARBOR VIEW" - Waterfront Monthly Rental w/ Spectacular Views
Shark Key House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 18
  • baths 3
  • rates (USD) $6,500 - $10,446 /mth

1 reviews write a review

'Half Moon Too' - Luxury Open-Waterfront 2 Bedroom on Gulf
Shark Key Townhome Rental Picture
  • bedrooms 2
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $4,200 - $5,600 /mth

6 reviews write a review

Salida del Sol - Waterfront Key West Resort Style Home w/Pool & Beach
Shark Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $9,147 /mth

7 reviews write a review