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Check prices for these dates

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8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
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Browse Select Grassy Key Cottages

Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (836)
"Super cute little cottage with a great location, would definitely stay again!"
The price is £84
includes taxes & fees
17 Aug - 18 Aug
Tropical Cottages
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,
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
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
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!
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
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
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!
Marathon Vacation Rental With Pool Access!
Outdoor dining

Marathon Vacation Rental With Pool Access!

3.0 star property
Marathon Vacation Rental With Pool Access!
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
Soothing Duck Key Vacation Rental!
Outdoor dining

Soothing Duck Key Vacation Rental!

3.0 star property
Soothing Duck Key Vacation Rental!
Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!
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!
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

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

10/10 Excellent
"Very nice well kept property with a feel for being in nature. The grounds/plantings are well kept and tropical feeling with a butterfly garden yard games, 2 pools and more. The only downside was no beach. But, if you are patient you can spot some very cool fish from the docks"
Sharon 3-night trip
Posted 2 days ago
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton