Book a Grassy Key Resort

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Resorts in Grassy Key

Villas At Hawks Cay Resort
5 outdoor pools, cabanas (surcharge), pool umbrellas

Villas At Hawks Cay Resort

4.0 star property
8.6 out of 10, Excellent, (121)
"Great stay! Staff was friendly. "
Villas At Hawks Cay Resort
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
2 outdoor pools, pool umbrellas, sun loungers

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1289)
"Great stay "
The price is ￥22,407
￥31,007 total
includes taxes & fees
Sep 10 - Sep 11
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1091)
"This place was amazing for our 5 day stay. We will definitely be back in the future! "
Lime Tree Bay Resort
Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (73)
"Private beach "
The price is ￥18,071
￥20,330 total
includes taxes & fees
Sep 1 - Sep 2
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
2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
Outdoor dining

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
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!
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
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
The Hammocks- Marathon Paradise
Marina

The Hammocks- Marathon Paradise

The Hammocks- Marathon Paradise
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grassy Key Hotel Reviews

Find out more about Grassy Key

Find out more about Grassy Key

Grassy Key Resorts information

Number of reviews
1,487
Accommodation
28 Resorts
Lowest Price
￥18,071
Highest Price
￥22,407

Explore a world of travel with Expedia

Explore a world of travel with Expedia