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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Featured Cottages in Grassy Key

Tropical Cottages
Relax in a serene outdoor space surrounded by lush greenery, featuring a thatched-roof structure and comfortable wicker seating.

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (843)
"Super cute little cottage with a great location, would definitely stay again!"
The price is P4,853
P5,460 total
includes taxes & fees
Aug 12 - Aug 13
Tropical Cottages
Waterfront Key Colony Beach Home w/ Golf Cart!
Relax by the pool surrounded by comfortable lounge chairs and shaded by umbrellas.

Waterfront Key Colony Beach Home w/ Golf Cart!

3.0 star property
Waterfront Key Colony Beach Home w/ Golf Cart!
Close to Beach: Canal-front Home in Islamorada
Enjoy a tranquil beach experience with a picturesque pier and calm waters.

Close to Beach: Canal-front Home in Islamorada

3.0 star property
Close to Beach: Canal-front Home in Islamorada
Soothing Duck Key Vacation Rental!
Relax in a shaded patio area with a thatched roof, surrounded by lush greenery and a nearby pool.

Soothing Duck Key Vacation Rental!

3.0 star property
Soothing Duck Key Vacation Rental!
Marathon Vacation Rental With Pool Access!
Relax on the shaded deck overlooking the pool, surrounded by natural ambiance and comfortable seating.

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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"The staff was exceptional. "
Penny 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Frequently asked questions

How much do cottages in Grassy Key cost?
Prices for cottages in Grassy Key range between P4,853 and P4,853 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!