Name: Gulf View Waterfront Resort
Price range: $161 total
Rating: 8.4

Photo by Monica Ferro

The Latest Grassy Key vacation packages

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

President Villa

South Beach

Save 100% on your flight

$398

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,000 reviews)

Very nice staff. Very accommodating.

Reviewed on Oct 28, 2025

The Shelborne By Proper, a Member of Design Hotels

South Beach

$715

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.8/10 Exceptional! (39 reviews)

Fantastic experience. One of the best hotels we have stayed at. Shout out to Jenny, Marta , Shane and Louis, William and Josh and all of the other wonderful staff. Definitely recommend it and will certainly go back !

Reviewed on Nov 1, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$7,504

per person

Jan 26 - Jan 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8/10 Very Good! (1 review)

Cavalier Hotel South Beach

South Beach

$452

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,004 reviews)

Room was clean. Staff was friendly beach, restaurants and shops nearby. Also a convenient parking garage within walking distance.

Reviewed on Nov 4, 2025

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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 seaside or discover the area's beautiful sunsets.

What to do in Grassy Key

Marathon: Rhum Runner Aqua Park Adventure

$38

per adult

Marathon: Private Cable or Cable Kiteboarding Session

$177

per traveler

Marathon: Intro to Foilboarding Experience

$214

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

$137 nightly

$155 total

Nov 5 - Nov 6

Total with taxes and fees

8/10 Very Good! (754 reviews)

Wonderful stay with beautiful scenery, clean comfortable rooms and extremely helpful staff. Will definitely be returning.

Reviewed on Oct 26, 2025

Grassy Flats Resort & Beach Club

58182 Overseas Hwy, Marathon, FL

Fully refundableReserve now, pay when you stay

$272 nightly

$306 total

Dec 3 - Dec 4

Total with taxes and fees

9.4/10 Exceptional! (329 reviews)

Beautiful!! Gorgeous at night!

Reviewed on Nov 2, 2025

Gulf View Waterfront Resort

58743 OVERSEAS HWY, Marathon, FL

$143 nightly

$161 total

Nov 13 - Nov 14

Total with taxes and fees

8.4/10 Very Good! (509 reviews)

Second time staying, very convenient for us

Reviewed on Oct 14, 2025

See all 2,291 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.