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Vacation Rentals in Grassy Key, Florida

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about Grassy 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 Grassy 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 Grassy Key are added and updated every week!

Compared to hotels, Grassy 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.

Grassy Key, Florida Vacation Rentals and Tourism

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Grassy Key things to do

 

Marathon Lady

WE LOVE MARATHON LADY!!!! Went once before on a family vacation and again the other day on honeymoon. Both times were night fishing... That's the time to...read more

 

Captain Hooks Marina And Dive Center

Our family had a very nice snorkel trip with Captain Hooks. Equipment wasn't needed by our party, but all equipment on board was very nice. We all...read more

 

Sombrero Beach

I suppose if you're looking to compare this beach only to the others in the Keys, then it would merit a higher rating. There just isn't much in the way of...read more

 

Abyss Dive Center

My wife and I were in the keys for the week. We needed our ScubaPro BC, computer, and regulators serviced (although they had been serviced shortly after...read more

 

Curry Hammock State Park

We enjoyed our afternoon here. We did not camp, so I can't speak to those accommodations. Bathrooms were clean. We liked Sombrero Beach better, though.read more

 

White Sands Inn

I've stayed here before with 3 others and we had a nice time. The price was the best for a few nights stay.. It's pretty rustic, it's not a resort and...read more

 

Dockside Tropical Cafe'

At first somewhat disconcerting but then it got better. There was no conch on the menu, despite the owner's write up here on Yelp. Our waitress seemed to...read more

 

Long Key State Park

Pros: Really nice view for an ocean-side campground, picnic table and fire-pit with grill in each lot, somewhat private lots separated by some trees,...read more

 

The Fishin Buddy

You gotta love fishing with a guy that has dedicated his life to a passion of being on the water and providing an awesome fishing experience for visitors to...read more

 

Keys Cable

We rented the wake board park for an hour over the Thanksgiving break and had a blast! It was myself and my three sons ages 6, 9 and 12 and everyone said it...read more

 

Dolphin Connection

I don't know how you would do a better dolphin program than this. There was great up-front instruction from the trainers; followed by an orderly stroll out...read more

 

A Deep Blue Dive Center

Went on a snorkel trip with some friends and had a wonderful experience! We had been on a state park snorkel trip before and this crew was more friendly,...read more

 

Tilden's Scuba Center

My girlfriend and I decided that we wanted to try Snuba while we were visiting the Florida Keys. We looked on google and found Tilden's Scuba Center we...read more

 

Florida Keys Sailing Inc

Below is the email I sent the owner, which describes our trip and recommendations. His one line answer to the email below: "Thanks for the suggestions. I...read more

 

Sundance Watersports

The guides are totally disrespectful of the local residents. The Segway guides break the local laws and endanger their clients safety and the safety of the...read more

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Villa Pamela-3BR Paradise
Grassy Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $350 - $575 /nt
    $2,200 - $4,000 /wk
    $8,800 - $14,000 /mth
 
 
 
 
 

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Blue Isle Gem II
Grassy Key Cottage Rental Picture
  • bedrooms 2
  • community Marathon, Florida
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $3,200 - $6,300 /mth
 
 
 
 
 

1 reviews write a review

Blue Isle Gem III
Grassy Key House Rental Picture
  • bedrooms 2
  • community Marathon Florida
  • rental type House
  • sleeps 4
  • baths 2
  • rates (USD) $4,100 - $7,400 /mth
 
 
 
 
 

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Blue Isle Gem
Grassy Key House Rental Picture
  • bedrooms 3
  • community Marathon Florida
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,700 - $7,200 /mth
 
 
 
 
 

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Casa Agua, 3 Bedroom Gulf Front Pool Home On Grassy Key
Grassy Key House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $3,200 - $3,500 /wk
 
 
 
 
 

1 reviews write a review

Pool, gulffront, putting green, horsehoes, dockage and more
Grassy Key House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $3,000 - $4,200 /wk
    $9,600 - $15,000 /mth
 
 
 
 
 

4 reviews write a review

The Gulf-Front Refuge on Grassy Key
Grassy Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $2,600 - $3,400 /wk
 
 
 
 
 

4 reviews write a review

Sea Spell, a 4 Bedroom Home On The Gulf Of Mexico, Dock, Pool, fabulous views
Grassy Key House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $2,800 - $3,900 /wk
 
 
 
 
 

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The Gulf House, Fabulous Gulf Front Pool Home With Spa And Dock
Grassy Key House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths 3
  • rates (USD) $3,200 - $4,100 /wk
 
 
 
 
 

1 reviews write a review

Butterfly Beach - Contemporary Bali-style Design-120ft sandybeach
Grassy Key Estate Rental Picture
  • bedrooms 5
  • rental type Estate
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $650 - $929 /nt
    $4,900 - $6,500 /wk
 
 
 
 
 

28 reviews write a review