Grassy Key Vacations from $672
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The Latest Grassy Key vacation packages
Price found within the past 48 hours. Click for updated prices.
President Hotel Villa
South Beach
$672
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,004 reviews)
I love the room. I would definitely stay again. The only thing I would say is the showers are definitely not hot enough for me. I don’t know if I just like it too hot but that’s the only issue I really had.
Reviewed on Sep 7, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
$6,270
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
What to do in Grassy Key
Day Sailing Adventure in the Florida Marine Sanctuary
$120
per adult
100% of travellers recommend
Grassy Key Hotel Deals
Rainbow Bend Resort
57784 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
$149 nightly
$168 total
Sep 20 - Sep 21
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"The Rainbow Bend was a bit of paradise. It was very clean and staff were very helpful. It has its own private beach which was lovely. They also have a large pool. The only negative was the seaweed that has been affecting all the beaches in south Florida and they had no control over that."
Reviewed on Sep 18, 2026
Gulf View Waterfront Resort
58743 OVERSEAS HWY Marathon FL
$89 nightly
$100 total
Sep 21 - Sep 22
Total with taxes and fees
8.4/10 Very Good! (617 reviews)
"The stay was amazing. The staff was extremely friendly and helpful"
Reviewed on Sep 18, 2026
Grassy Flats Resort & Beach Club
58182 Overseas Hwy Marathon FL
$236 nightly
$266 total
Sep 27 - Sep 28
Total with taxes and fees
9.4/10 Exceptional! (497 reviews)
"Really disappointed that nobody emailed before we arrived to let us know that most of the resort would be closed down and that the resort would resemble a ghost town! That being said the rooms were lovely and clean. Not so much the communal areas they were quite tatty! The smell of the sargassum ..."
Reviewed on Sep 13, 2026
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.
Find the Best Grassy Key Vacation Packages
Grassy Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Miami Intl. Airport (MIA) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.