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Our top choices for Grassy Key hotels

A wooden deck with a pool and chairs overlooking a beach with palm trees.

1. Grassy Flats Resort & Beach Club

Marathon

Tiffany

₩339,970 total

includes taxes & fees

Dec 1 - Dec 2

A wooden deck with two chairs and a table, overlooking a beach with palm trees and the ocean.

2. Rainbow Bend Resort

Marathon

mark

₩215,430 total

includes taxes & fees

Nov 4 - Nov 5

A tropical resort with a swimming pool, palm trees, and a view of the ocean.

3. Gulf View Waterfront Resort

Marathon

Ed

₩181,325 total

includes taxes & fees

Dec 1 - Dec 2

A bar area with a long counter, bar stools, and a view of the water.

4. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

Katelyn

₩231,112 total

includes taxes & fees

Nov 3 - Nov 4

Three colorful drinks on a table with a thatched roof and outdoor seating.

5. Hampton Inn Marathon - Florida Keys

Marathon

Marie

₩232,583 total

includes taxes & fees

Nov 29 - Nov 30

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

6. Hawks Cay Resort

Marathon

Holly

₩449,053 total

includes taxes & fees

Nov 15 - Nov 16

An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

7. Isla Bella Beach Resort & Spa

Marathon

Clinton

₩417,178 total

includes taxes & fees

Dec 2 - Dec 3

Two hammocks on a sandy beach with a clear blue sky and turquoise water.

8. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Marathon

amy

₩273,599 total

includes taxes & fees

Nov 17 - Nov 18

A pool area with lounge chairs and umbrellas, a thatched-roof structure, and a view of the ocean.

9. Glunz Ocean Beach Hotel & Resort

Key Colony Beach

Brian

₩356,006 total

includes taxes & fees

Nov 3 - Nov 4

A coastal property with multiple buildings, a wooden dock, and a clear view of the turquoise water.

10. Village at Hawks Cay Villas by KeysCaribbean

Marathon

Sheila

₩672,332 total

includes taxes & fees

Nov 3 - Nov 4

A marina with boats docked, a swimming pool, and a building with a blue roof.

11. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Rick

₩270,476 total

includes taxes & fees

Nov 15 - Nov 16

A wooden dock leading to a row of boats, with a thatched-roof building and palm trees in the background.

12. Bonefish Bay Motel

Marathon

Billy

₩173,951 total

includes taxes & fees

Dec 1 - Dec 2

A covered outdoor area with a view of a pool and palm trees.

13. Kingsail Resort

Marathon

Nicholas

₩121,379 total

includes taxes & fees

Nov 30 - Dec 1

A marina with a dock, a boat, and a row of buildings with large windows.

14. Coconut Cay Resort & Marina

Marathon

Oscar

₩136,134 total

includes taxes & fees

Nov 3 - Nov 4

15. Lime Tree Bay Resort

Long Key

Mark Blair

₩245,906 total

includes taxes & fees

Nov 3 - Nov 4

A resort pool with palm trees and lounge chairs, surrounded by a beachfront.

16. Villas At Hawks Cay Resort

Marathon

Gabriela

₩771,381 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool surrounded by palm trees and lounge chairs.

17. Tranquility Bay Beachfront Hotel and Resort

Marathon

Shauna

₩396,593 total

includes taxes & fees

Nov 30 - Dec 1

A pier extending into clear blue water with boats docked.

18. Edgewater Lodge

Long Key

Leda

₩298,651 total

includes taxes & fees

Nov 3 - Nov 4

A hammock on a sandy beach with palm trees, a pool, and lounge chairs in the background.

19. Seascape Resort & Marina

Marathon

Jane

₩265,324 total

includes taxes & fees

Nov 4 - Nov 5

Three Adirondack chairs on a sandy beach with a view of the ocean and a clear sky.

20. Banana Bay Resort & Marina

Marathon

Alex

₩249,783 total

includes taxes & fees

Nov 23 - Nov 24

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Learn more about Grassy Key

Experience the seaside area of Grassy Key—beaches, a scenic waterfront, and sights from Curry Hammock State Park to Grassy Key Marina.

See all hotels in Grassy Key

Top Grassy Key Hotel Reviews

Kingsail Resort

10/10 Excellent

"Convenient and cheap laundry room. Very friendly and helpful staff"

Grassy Flats Resort & Beach Club

8/10 Good

"Overall, I had a very pleasant stay, and everything was great. However, I was a little disappointed with the late check-out policy. I noticed that many rooms appeared to be unoccupied, so I asked if I could stay just one extra hour. Unfortunately, I was told that it wasn’t possible. I found this quite strange, especially since the hotel didn’t seem to be fully booked. I believe a little more flexibility in situations like this would make a big difference in the guest experience."

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent

"We stayed here for my birthday weekend. The room was great garden view very private the pools are beautiful and the best part the ocean view absolutely gorgeous and tiki bar has awesome chicken wings and beer on ice by request. Thank you for making my birthday so special"

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent

"We wish we had booked an extra night here. This hotel is great, lots of amenities and big clean rooms. Bathroom had a great layout and big shower. Breakfast was very good, lots of options and very accommodating for any necessary amendments."