Name: Gulf View Waterfront Resort
Price range: $293 total
Rating: 8.4

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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

$432

per person

Apr 5 - Apr 10

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

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

Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend.

Reviewed on Jan 31, 2026

Solé Miami, A Noble House Resort

Ocean Four

$657

per person

Apr 5 - Apr 10

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,935 reviews)

Was ok stay the hotel is nice but the pool area is very poor and the pool is not heated , the elevators are so slow other wise the rooms are clean and the staff is nice and helpful great locating on the beach

Reviewed on Feb 1, 2026

Creekside Inn

$905

per person

Apr 5 - Apr 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

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

Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 2026

President Hotel

South Beach

$510

per person

Apr 5 - Apr 10

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.4/10 Very Good! (1,775 reviews)

The staff was friendly and polite. The rooms are tiny, relatively clean, we did have an ant issue the first night. After 3 calls it got resolved. The 'free' breakfast is a madhouse; we eventually went elsewhere.

Reviewed on Feb 2, 2026

The Penguin Hotel

South Beach

$469

per person

Apr 5 - Apr 10

found 2 days ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.2/10 Very Good! (1,491 reviews)

Awesome location. Super cute with some cool perks.

Reviewed on Feb 3, 2026

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Discover the most popular places to visit in Grassy Key

Sombrero Beach

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

Seven Mile Bridge

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

Curry Hammock State Park

Go camping near mangroves, bird-watching beneath a thick canopy or kayaking between the islands of this scenic state park in the Middle Keys.

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

$120

per adult

100% of travellers recommend

Marathon: Historic 7-Mile Bridge Sunset Cruise

$125

per adult

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

$185 nightly

$209 total

Feb 5 - Feb 6

Total with taxes and fees

8/10 Very Good! (833 reviews)

Everything was great!

Reviewed on Jan 29, 2026

Grassy Flats Resort & Beach Club

58182 Overseas Hwy Marathon FL

Fully refundableReserve now, pay when you stay

$381 nightly

$428 total

Feb 4 - Feb 5

Total with taxes and fees

9.4/10 Exceptional! (384 reviews)

Clean, beautiful room with great view. Several good food and drink options. Great location on the water.

Reviewed on Jan 27, 2026

Gulf View Waterfront Resort

58743 OVERSEAS HWY Marathon FL

$260 nightly

$293 total

Feb 25 - Feb 26

Total with taxes and fees

8.4/10 Very Good! (545 reviews)

Easy checkin online. Easy access to unit. Very clean. A lot of great amenities on the property that we didnt get to use due to weather.

Reviewed on Jan 30, 2026

See all 2,298 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.