A dolphin swimming near a wooden dock and a tree branch in the water.

Find all hotels by Benchmark in Grassy Key, FL

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
Save an average of 15% on thousands of hotels when you're signed in

Top Grassy Key Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"We thoroughly enjoyed our stay at Hawks Cay Resort. The staff were very friendly and always available. When we had to cut our stay short by a day to alter our route home due to Hurricane Isiais, it was not an issue at all. We visited The Cafe on several occasions for coffee, breakfast, and sandwiches. Everything was delicious. But our favorite meal on property was at Angler & Ale. Our meals were phenomenal and the staff was fabulous. Our room overlooked the adult pool and gave us a great view of the sunrise. I would highly recommend staying at Hawks Cay if you are looking for a centrally located resort in the Keys!"
James 5-night trip
Posted 18 hours ago
Hawks Cay Resort
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"All around great hotel. Private pools for adults to enjoy peacefully, a big family pool, a nice beach, excellent Cuban breakfast across the street, and the staff were uniformly helpful and friendly."
Brett 4-night trip
Posted 1 day ago
Tranquility Bay Beachfront Hotel and Resort
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent
"Great place to stay. Right on the water, very clean, and a nice location. Check in/check out process was easy. Would highly recommend and will be coming back."
Kaeli 4-night trip
Posted 2 days ago
Captain Pips Marina & Hideaway
Yacht Haven Marina

Yacht Haven Marina

10/10 Excellent
"A quiet, amazing little gem! Clean, no bugs, Close to Publix- everything you need !"
Samantha 3-night trip
Posted 3 days ago
Yacht Haven Marina
Gulf View Waterfront Resort

Gulf View Waterfront Resort

10/10 Excellent
"This was a really cute place to stay. Only complaint I have is our bathroom was incredibly small and slightly dirty still and the beds had others peoples hair in them which is pretty off-putting. I’m not super grossed out bc i just assume the mop left things behind or the hair just got tangled up in the linens bc of the washing machine, but I can see other people having a big issue with this. Overall though, we enjoyed our stay. The pool was great, the decks were so cool to fish off and see all the jelly fish. A great property with a lot of potential."
Jamie 2-night trip
Posted 3 days ago
Gulf View Waterfront Resort
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent
"As soon as we"
Stephen 4-night trip
Posted 5 days ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys

10/10 Excellent
"Nice place to staying.Clean.Good price including breakfast.Highly recommend this to anyone who will be there for Bussiness trips or family vacation time.Everything you need are in your room or you can request extra things with the front desk. Definitely We will be back. 👍❤️"
Binh 3-night trip
Posted 5 days ago
Hampton Inn Marathon - Florida Keys

Explore a world of travel with Expedia