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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Resorts in Grassy Key and around

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
2 outdoor pools, pool umbrellas, pool loungers

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1295)
"Great stay "
The price is €180
includes taxes & fees
20 Aug - 21 Aug
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Villas At Hawks Cay Resort
5 outdoor pools, pool cabanas (surcharge), pool umbrellas

Villas At Hawks Cay Resort

4.0 star property
8.6 out of 10, Excellent, (109)
"I loved my stay!"
Villas At Hawks Cay Resort
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1091)
"Great place, beautiful apartment! "
Lime Tree Bay Resort
Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (66)
"Beautiful resort! All the amenities were great and it was centrally located."
The price is €134
includes taxes & fees
14 Aug - 15 Aug
Matecumbe Resort
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Beach

2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

9.0 out of 10, Wonderful, (2)
"We enjoyed our stay here, although units are older and do need some sprucing up.It was nice to have a beach onsite, as well as a heated pool, the use of (older) bikes and kayaks. We were only a few miles from the action of Islamorada, including restaurants, tourist attractions, shopping, breweries"
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Keys Villa
Property grounds

Keys Villa

10.0 out of 10, Exceptional, (7)
"Wonderful place to stay. It was quiet with a private beach. Just what we were looking for. "
Keys Villa
Property No Longer Available
Beach

Property No Longer Available

Property No Longer Available
Situated just off the historic Florida Keys Overseas Highway.
Outdoor pool

Situated just off the historic Florida Keys Overseas Highway.

Situated just off the historic Florida Keys Overseas Highway.
JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub
Beach nearby, sun-loungers, beach towels

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub
The Hammocks- Marathon Paradise
Marina

The Hammocks- Marathon Paradise

The Hammocks- Marathon Paradise
On the water in Islamorada elevated detached unit!!!
Aerial view

On the water in Islamorada elevated detached unit!!!

On the water in Islamorada elevated detached unit!!!
Beautiful oceanfront resort located at mile marker 73.8
Outdoor pool

Beautiful oceanfront resort located at mile marker 73.8

Beautiful oceanfront resort located at mile marker 73.8
Brand New Luxurious Oceanside Home - Free Dockage until Nov. 30!
Terrace/patio

Brand New Luxurious Oceanside Home - Free Dockage until Nov. 30!

Brand New Luxurious Oceanside Home - Free Dockage until Nov. 30!
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

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort

10/10 Excellent
"Avila wasn’t really equipped to either. There was no detergent to wash the dishes., half used, shampoo, conditioner, and body wash. We’ve been to Hawks came anytime and stated Vila, but this particular one was in Great."
Marines 2-night trip
Posted 16 hours ago
Villas At Hawks Cay Resort