Grassy Key Vacations from $366

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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
Casablanca Miami Beach
Brickell Bay 3318
MirabileCondoDwntown MIA Brickell w PRKG
The Retreat Collection at 1 Hotel & Homes South Beach
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Grassy Key Hotel Deals

Rainbow Bend Resort

Rainbow Bend Resort

2.5 out of 5
57784 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $158 total per night from Jun 18 to Jun 19
$158 total
Jun 18 - Jun 19
Total with taxes and fees
8.2/10 Very Good! (983 reviews)
"Our first time to the Keys. This place was nice enough but we are water people and love fishing and being in the ocean. However, the beach area at this place was very brown and had a ton of seaweed. So going in the water in this area was not an option. Room was very very small and we like to have ..."

Reviewed on Jun 3, 2026

Rainbow Bend Resort
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
$160 nightly
The price is $180 total per night from Jun 7 to Jun 8
$180 total
Jun 7 - Jun 8
Total with taxes and fees
8.4/10 Very Good! (582 reviews)
"Todo"

Reviewed on Jun 2, 2026

Gulf View Waterfront Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

4 out of 5
58182 Overseas Hwy Marathon FL
$308 nightly
The price is $346 total per night from Jun 15 to Jun 16
$346 total
Jun 15 - Jun 16
Total with taxes and fees
9.4/10 Exceptional! (452 reviews)
"The property is beautiful and tucked away from the main strip. Quiet resort, clean rooms, beautiful sauna and beach area. The seaweed was bad this year and so it smelled terribly, but that's all on mother nature. Rooms were very clean and comfortable, dog friendly, overall a great experience. Plenty ..."

Reviewed on Jun 2, 2026

Grassy Flats Resort & Beach Club
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.