Grassy Key Vacations from $413

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The Latest Grassy Key vacation packages

Price found within the past 48 hours. Click for updated prices.
Broadmore Miami Beach
Bentley Hotel South Beach
The Retreat Collection at 1 Hotel & Homes South Beach
President Villa
The Local House
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What to do in Grassy Key

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
$138 nightly
The price is $156 total per night from Nov 12 to Nov 13
$156 total
Nov 12 - Nov 13
Total with taxes and fees
8/10 Very Good! (758 reviews)
Room was clean !!great view and the manager was helpful. there doing a awesome job will definitely be going back and staying there

Reviewed on Nov 5, 2025

Rainbow Bend Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

2.5 out of 5
58182 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $282 total per night from Dec 9 to Dec 10
$282 total
Dec 9 - Dec 10
Total with taxes and fees
9.4/10 Exceptional! (329 reviews)
Beautiful!! Gorgeous at night!

Reviewed on Nov 2, 2025

Grassy Flats Resort & Beach Club
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY, Marathon, FL
$143 nightly
The price is $161 total per night from Nov 13 to Nov 14
$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

Gulf View Waterfront Resort
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.

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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.