Book The Best Hotels in Grassy Key, FL for 2026 from CA $98 - Fully Refundable Options - Expedia

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Go beyond your typical stay in Grassy Key

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Pool

Apartment

Spa

Condo

Hot tub

Family friendly

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Check prices for these dates

Tonight

Oct 12 - Oct 13

Tomorrow

Oct 13 - Oct 14

This weekend

Oct 16 - Oct 18

Next weekend

Oct 23 - Oct 25

Our top choices for Grassy Key hotels

Terrace/patio

A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

A resort with a swimming pool, lounge chairs, and palm trees.

A spacious living area with a large island, wooden furniture, and a ceiling fan.

1. Lime Tree Bay Resort

Long Key

United States

Michael

CA $165

CA $249 total

includes taxes & fees

Oct 15 - Oct 16

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

A pathway leading to a pool area with palm trees and a sunset view.

A spacious lobby with high ceilings, large windows, and a central coffee table surrounded by sofas and chairs.

An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.

2. Hawks Cay Resort

Marathon

United States

Katherine

CA $288

CA $433 total

includes taxes & fees

Oct 19 - Oct 20

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

A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.

An aerial view of a resort with a large building, a beach, and a pier in the background.

A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.

3. Isla Bella Beach Resort & Spa

Marathon

United States

Clinton

CA $306

CA $430 total

includes taxes & fees

Oct 20 - Oct 21

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

A tropical resort with a swimming pool, palm trees, and a waterfall.

4. Cheeca Lodge & Spa

Matecumbe

United States

Morgan

CA $255

CA $392 total

includes taxes & fees

Oct 22 - Oct 23

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

A balcony with a view of the ocean, a round table, and two chairs.

A waterfront property with a large building, a smaller structure with a thatched roof, and several boats docked.

A balcony with a view of a body of water, a pool, and outdoor seating.

5. Fairfield Inn & Suites by Marriott Marathon Florida Keys

Marathon

United States

Andrew

CA $191

CA $215 total

includes taxes & fees

Oct 28 - Oct 29

A beach with palm trees and lounge chairs.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

6. Chesapeake Beach Resort

Matecumbe

United States

Richard

CA $196

CA $300 total

includes taxes & fees

Oct 18 - Oct 19

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

A table with breakfast items and a view of the beach.

A swimming pool with a hot tub, palm trees, and a building with a staircase.

A beach with lounge chairs and umbrellas, palm trees, and a building with balconies.

7. Rainbow Bend Resort

Marathon

United Kingdom

Adam

CA $148

CA $230 total

includes taxes & fees

Oct 15 - Oct 16

A swimming pool surrounded by palm trees and lounge chairs.

A wooden deck with blue chairs overlooking a beach with palm trees and the ocean.

A beach scene with a wooden deck, palm trees, and a gazebo-like structure.

An aerial view of a resort with a central swimming pool, surrounded by lush greenery and palm trees, with a view of the ocean.

8. Tranquility Bay Beachfront Hotel and Resort

Marathon

United Kingdom

Stuart

CA $297

CA $426 total

includes taxes & fees

Oct 20 - Oct 21

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

A pool area with palm trees and a view of the ocean.

A bar area with stools, a counter, and hanging lanterns.

A hotel room with a sofa, a desk, a chair, a TV, and a balcony with curtains.

9. Grassy Flats Resort & Beach Club

Marathon

United States

Tiffany

CA $262

CA $363 total

includes taxes & fees

Nov 11 - Nov 12

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

A modern kitchen with a central island, various appliances, and hanging pendant lights.

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

A modern living room with a large sectional sofa, a flat-screen TV, and a view of the sea through large windows.

10. Hampton Inn Marathon - Florida Keys

Marathon

CA $198

CA $222 total

includes taxes & fees

Oct 19 - Oct 20

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

A hotel room with two beds, white bedding, and a blue accent.

A swimming pool with yellow lounge chairs, palm trees, and a white building in the background.

A reception desk with a marble countertop, a Toshiba laptop, a vase with white flowers, and a sign indicating an office.

11. Kingsail Resort

Marathon

United States

Caroline

CA $110

CA $124 total

includes taxes & fees

Oct 29 - Oct 30

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

A bedroom with a bed, nightstands, a TV, a ceiling fan, and a view of the ocean.

A beach view with palm trees, a hammock, and a chair by the water.

An aerial view of a resort with a swimming pool, palm trees, and a beach area.

12. Gulf View Waterfront Resort

Marathon

United States

Ed

CA $153

CA $172 total

includes taxes & fees

Oct 25 - Oct 26

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

An aerial view of a resort with a swimming pool, lounge area, and palm trees.

A bedroom with a bed, two bedside lamps, a glass table, and a view of a balcony with palm trees.

Two bicycles parked on a sandy beach with the ocean in the background.

13. Bonefish Bay Motel

Marathon

United States

Billy

CA $134

CA $151 total

includes taxes & fees

Oct 18 - Oct 19

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

A beach with a palm tree, clear blue water, and a bridge in the distance.

A covered outdoor seating area with a view of the ocean, a small table, and two chairs with cushions.

A modern kitchen with a central island, a dining area with a view of the beach, and a living room with a large window overlooking the ocean.

14. Glunz Ocean Beach Hotel & Resort

Key Colony Beach

United States

Judy

CA $198

CA $284 total

includes taxes & fees

Oct 14 - Oct 15

A marina with boats docked, a lighthouse, and a resort with outdoor seating.

A bar area with a long counter, multiple bar stools, and a view of the marina with boats and palm trees.

An outdoor dining area with tables and chairs, a pool, and a view of the sea and boats.

A room with two sofas, a round coffee table, and a small side table with a vase.

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

Marathon

United States

Rick

CA $233

CA $315 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A bedroom with a bed, a dresser, a large window, and a painting of a sunset over the ocean.

A wooden deck with a covered area, green Adirondack chairs, and a view of palm trees and a water body.

16. Coconut Cay Resort & Marina

Marathon

United States

Oscar

CA $102

CA $130 total

includes taxes & fees

Oct 28 - Oct 29

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

A beach with lounge chairs, palm trees, and a string of lights.

An aerial view of a marina with multiple boats docked, surrounded by a sandy beach and palm trees.

A marina with boats docked, a dock extending into calm waters, and a small island with palm trees.

17. Banana Bay Resort & Marina

Marathon

United States

Alex

CA $179

CA $257 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern kitchen with white cabinetry, a stainless steel oven, and a large island with a bowl of fruit.

A modern living room with a sofa, chairs, a dining table, a TV, and a view of the ocean.

A resort with a large pool surrounded by lounge chairs, a beach area, and a building with multiple floors.

18. Villas At Hawks Cay Resort

Marathon

United States

Gabriela

CA $783

CA $969 total

includes taxes & fees

Oct 30 - Oct 31

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

An aerial view of a resort with a swimming pool, palm trees, and a dock.

A resort pool with palm trees, beach chairs, and umbrellas.

A beach with palm trees, a dock, and lounge chairs.

19. Amara Cay Resort

Matecumbe

United States

Danielle

CA $203

CA $332 total

includes taxes & fees

Oct 18 - Oct 19

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

A covered outdoor deck with a table and chairs, overlooking a body of water and trees.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden countertop.

A waterfront property with a dock, a boat, and a row of houses with a view of the water.

20. Village at Hawks Cay Villas by KeysCaribbean

Marathon

United States

Sheila

CA $218

CA $719 total

includes taxes & fees

Oct 15 - Oct 16

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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

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent

"Only one suggestion, the hours for the Burger Palace need to extend at least to 6:00 pm"

Gulf View Waterfront Resort

Gulf View Waterfront Resort

10/10 Excellent

"Es un lugar muy tranquilo y familiar"

Hawks Cay Resort

Hawks Cay Resort

8/10 Good

"Loved every moment"

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent

"We will definitely stay here again! Beautiful property that was always clean and peaceful."

Coconut Cay Resort & Marina

Coconut Cay Resort & Marina

10/10 Excellent

"Great location, amazing prize!! Conveniently Located in the heart of Marathon, easy access to many great spots and restaurants."

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

10/10 Excellent

"Will definitely be booking again in the future. 💜"

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent

"The property was amazing. We were very pleased with the accommodations, employees, service, food and drinks. Their attention to detail was amazing. We will definitely be returning."

Kingsail Resort

Kingsail Resort

10/10 Excellent

"Friendly staff, clean room, great experience"

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent

"The property was fully renovated, very nice, clean . The pool area is nice, restaurants nearby and aquarium encounter close by."

More cheap stays in Grassy Key

Floating Sea Cove Resort & Marina

Floating Sea Cove Resort & Marina

12685 Overseas Highway Marathon FL

CA $67

CA $98 total

Oct 18 - Oct 19

includes taxes & fees

5.4/10 (1,002 reviews)

Kingsail Resort

Kingsail Resort

7050 Overseas Highway Marathon FL

CA $110

CA $124 total

Oct 29 - Oct 30

includes taxes & fees

8.6/10 Excellent! (1,131 reviews)

Bonefish Bay Motel

Bonefish Bay Motel

12565 Overseas Highway Marathon FL

CA $134

CA $151 total

Oct 18 - Oct 19

includes taxes & fees

9.2/10 Wonderful! (654 reviews)

Gulf View Waterfront Resort

Gulf View Waterfront Resort

58743 OVERSEAS HWY Marathon FL

CA $153

CA $172 total

Oct 25 - Oct 26

includes taxes & fees

8.4/10 Very good! (631 reviews)

Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys

13351 Overseas Highway Marathon FL

CA $198

CA $222 total

Oct 19 - Oct 20

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

Rainbow Bend Resort

Rainbow Bend Resort

57784 Overseas Hwy Marathon FL

CA $148

CA $230 total

Oct 15 - Oct 16

includes taxes & fees

Hotels in Grassy Key with star rating

5 Star Hotels

4 Star Hotels

3 Star Hotels

2 Star Hotels

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