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Check prices for these dates

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Aug 8 - Aug 10
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Aug 15 - Aug 17
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Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Cottages in Grassy Key

Tropical Cottages
Exterior

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 ￥14,740
￥16,583 total
includes taxes & fees
Aug 17 - Aug 18
Tropical Cottages
Carpe' Diem Heart of the Fl. Keys Specials
Sun loungers

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,
Marina

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
Property grounds

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
Pool

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!
House (2 Bedrooms) | Interior

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
Marina

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
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!
Outdoor pool

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
TV

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!
Marina

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!
Outdoor dining

Soothing Duck Key Vacation Rental!

3.0 star property
Soothing Duck Key Vacation Rental!
Close to Beach: Canal-front Home in Islamorada
House (4 Bedrooms) | Interior

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!
Outdoor dining

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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Top Grassy Key Hotel Reviews

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"It was a lovely property. Comfortable beds & clean."
Peter 2-night trip
Posted 1 day ago
Lime Tree Bay Resort

Frequently asked questions

How much do cottages in Grassy Key cost?
Prices for cottages in Grassy Key range between ￥14,740 and ￥14,740 per night. No matter your budget, you'll find an ideal place to touch base with nature. These prices were 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.
Are there any family-friendly cottages in Grassy Key?
Book in to Tropical Cottages and make your family trip to Grassy Key the best one yet. This family-friendly cottage has a 3-star rating and amenities such as housekeeping services and a picnic area. Once you've checked in and unpacked your suitcase, there's a host of family-friendly attractions to visit around Grassy Key. Coco Plum Beach and Crane Point Museum and Nature Center are two of our top picks.
Why book your cottage in Grassy Key with Expedia?
Reserving a cottage in Grassy Key is as easy as working out your travel dates and choosing your ideal place for a vacation in the outdoors. From upmarket retreats to inexpensive properties and cottages that feature perks like free WiFi, Expedia has something for all traveler tastes. As for the best deals around? We have them too!