Name: Gulf View Waterfront Resort
Price range: $201 total
Rating: 8.4

Photo by Monica Ferro

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The Latest Grassy Key vacation packages

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

$416

per person

Jan 28 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,001 reviews)

Nice staff, great area

Reviewed on Dec 9, 2025

Creekside Inn

$451

per person

Jan 27 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Scenic balcony view very quiet

Reviewed on Dec 23, 2025

Hawks Cay Resort

$1,092

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Outstanding in every wat

Reviewed on Dec 15, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$1,174

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.4/10 Exceptional! (56 reviews)

Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding. Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit. Overall - super spot and renovation has made it a gem again.

Reviewed on Dec 14, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$5,180

per person

Mar 3 - Mar 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

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Discover the most popular places to visit in Grassy Key

Sombrero Beach

4.5/5(417 reviews)

Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.

Seven Mile Bridge

4.5/5(830 reviews)

Walk, jog, cycle or drive across one of the longest bridges in North America to take in the scenic ocean views it provides.

The sunrise at #islabellabeachresort is stunning. The service and amenities are the best in the Florida Keys

Vaca Key

4.5/5(39 reviews)

Commune with nature and explore the great outdoors at Vaca Key during your travels in Marathon. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

What to do in Grassy Key

Marathon: Rhum Runner Aqua Park Adventure

$38

per adult

Our sailboat is named Chao Lay. The boat has completed one complete circumnavigation of the globe crossing the Atlantic, Pacific, and Indian Oceans.

Day Sailing Adventure in the Florida Marine Sanctuary

$99

per adult

100% of travellers recommend

Marathon: Private Cable or Cable Kiteboarding Session

$177

per traveler

See all activities in Grassy Key

Grassy Key Hotel Deals

Rainbow Bend Resort

57784 Overseas Hwy Marathon FL

Fully refundableReserve now, pay when you stay

$153 nightly

$173 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

8/10 Very Good! (785 reviews)

Staff were so nice, the view was wonderful, and breakfast was fantastic. The bed was hard and the window blinds broken, but I felt safe and comfortable.

Reviewed on Dec 21, 2025

Grassy Flats Resort & Beach Club

58182 Overseas Hwy Marathon FL

$391 nightly

$440 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

9.4/10 Exceptional! (358 reviews)

Beautiful grounds, clean rooms.and nice staff. Great location.

Reviewed on Dec 17, 2025

Gulf View Waterfront Resort

58743 OVERSEAS HWY Marathon FL

$179 nightly

$201 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

8.4/10 Very Good! (527 reviews)

Maria at the front desk was so nice and welcoming, letting me look around the property before deciding to making my booking decision. I got there an hour bedorw check in and she allowed me to gonin my room early. She even suggested a nearby place to eat. The room was neat and had a fully stocked ...

Reviewed on Dec 16, 2025

See all 2,303 properties in Grassy Key

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.