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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Grassy Key

Tropical Cottages
Guests can enjoy a peaceful retreat in this charming building surrounded by lush greenery.

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (839)
"Super cute little cottage with a great location, would definitely stay again!"
The price is AU$174
includes taxes & fees
5 Aug - 6 Aug
Tropical Cottages
Carpe' Diem Heart of the Fl. Keys Specials
Surrounded by lush tropical plants, this single-story residence offers a serene retreat.

Carpe' Diem Heart of the Fl. Keys Specials

8.8 out of 10, Excellent, (141)
"Nice little cottage on a canal! Perfect for boaters!!"
Carpe' Diem Heart of the Fl. Keys Specials
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Simple, single-story building with a front door and a small window, surrounded by potted plants and decorative items.

Keys Waterfront Half-Duplex, Ocean side 37' Dock,

10.0 out of 10, Exceptional, (104)
"Perfect location. Would stay there again, had everything we needed for our relaxation vacation. "
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
Relax by the pool surrounded by lush greenery and palm trees.

Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

9.2 out of 10, Wonderful, (5)
"Central to all keys making it easy to see it all. Comfortable little home with everything you need in the kitchen."
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
Relax by the serene pool surrounded by lush greenery and a brick wall, with comfortable lounge chairs and a small table.

Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes

10.0 out of 10, Exceptional, (3)
"The property was clean and well kept. The amenities were great, pool, dock, hot tub, fishing from the dock. We had 5 adult couples in our group And the accommodations were fabulous. The house is beautiful!Thank youJessi and Debbie"
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
Waterfront Key Colony Beach Home w/ Golf Cart!
Relax in a serene outdoor space with a patio, palm trees, and a garden, perfect for unwinding.

Waterfront Key Colony Beach Home w/ Golf Cart!

3.0 star property
Waterfront Key Colony Beach Home w/ Golf Cart!
Beachy getaway with pool, water views, furnished patio, & dock access
Relax on the patio surrounded by lush greenery and a tranquil body of water.

Beachy getaway with pool, water views, furnished patio, & dock access

9.4 out of 10, Exceptional, (33)
"Great time! "
Beachy getaway with pool, water views, furnished patio, & dock access
Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well
Enjoy stunning ocean views from the spacious balcony area, featuring a wooden dock and access to the pool.

Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay in this beautiful home. From the moment we put the key in the door we were blown away with the wonderful view. For over forty years we have visited Florida and this is the first house we have stayed in where I could say that I honestly couldn’t think of a thing to improve it, all of us immediately felt at home as it was all the little details that made it. We were visited by manatee and iguana and to see different fish in their natural environment was a bonus. We want...
Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well
Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!
Enjoy a peaceful retreat in this charming home with a porch and garden area.

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!
Instant open water access! Private beach, dock. Rates start at 1995 inquire
Guests can enjoy a balcony with a view of the serene surroundings, including a tranquil body of water and lush greenery.

Instant open water access! Private beach, dock. Rates start at 1995 inquire

Instant open water access! Private beach, dock. Rates start at 1995 inquire
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!
Guests can enjoy a casual outdoor seating area with Adirondack chairs and access to the building.

BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!

10.0 out of 10, Exceptional, (2)
"We had an awesome time! The house was perfect for us and the host is fantastic! Loved the community and amenities! We would definitely stay again "
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!
Soothing Duck Key Vacation Rental!
Relax on the covered patio surrounded by lush landscaping and a palm tree.

Soothing Duck Key Vacation Rental!

3.0 star property
Soothing Duck Key Vacation Rental!
Close to Beach: Canal-front Home in Islamorada
Relax on the balcony with a wicker sofa and enjoy the view of the surrounding neighborhood.

Close to Beach: Canal-front Home in Islamorada

3.0 star property
Close to Beach: Canal-front Home in Islamorada
Marathon Vacation Rental With Pool Access!
Stroll through the beautifully landscaped gardens, lined with palm trees and vibrant flowers, to the hotel's main building.

Marathon Vacation Rental With Pool Access!

3.0 star property
Marathon Vacation Rental With Pool Access!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much do cottages in Grassy Key cost?
Rates for cottages in Grassy Key range between AU$174 and AU$174 per night. Whatever your budget, you're sure to find the perfect place to get reacquainted with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Grassy Key near my cottage?
There are loads of wonderful things to sink your teeth into in Grassy Key. Make tracks to top attractions like Curry Hammock State Park, Coco Plum Beach and Florida Keys Aquarium Encounters. Crane Point Museum and Nature Centre, Captain Hooks Marina and Dive Centre and San Pablo Catholic Church also appeal to many visitors.