
Grassy Key Vacations from $548
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The Latest Grassy Key vacation packages
Price found within the past 48 hours. Click for updated prices.

Beach Plaza
South Beach
Save 100% on your flight
Price was $1,008, price is now $548 per person
$548
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (169 reviews)
Great location, just a block from the beach and ocean drive. Easy check-in and check-out. Limited lockers to keep luggage if you arrive early and aren't able to check-in yet which was very convenient. Older building although the room itself was clean and well kept. A/c worked well. Did not have the chance to use the pool although towels were provided in the lobby. There does not appear to be staff regularly in the lobby although they do reply quickly via text (calling will prompt you to text them instead). There was security posted in the lobby during the night and we did notice a staff member by the door outside at night assisting guests to get into the lobby as after a certain time the front doors are locked and only accessible by code. Overall good value, would stay again.
Reviewed on Jun 16, 2026

Casablanca Miami Beach
North Beach
Price was $5,635, price is now $2,275 per person
$2,275
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
5.8/10 (324 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026



Fontainebleau Miami Beach
Mid Beach
Save 100% on your flight
Price was $1,691, price is now $915 per person
$915
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (8,366 reviews)
Hotel was nice. Pool & beach access was great.
My only issue is how high everything is at this resort. Parking is $75 a day & resort fees is $59 a day. Highly recommend stopping and getting water and snacks before you come here to stock up in your room.
Everything you buy has a service fee already added in
Reviewed on Jun 20, 2026
Discover the most popular places to visit in Grassy Key

Sombrero Beach
4.5/5(428 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(841 reviews)
Walk, jog, cycle or drive across one of the longest bridges in North America to take in the scenic ocean views it provides.

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 marina or discover the area's beautiful sunsets.
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
$136 nightly
The price is $153 total per night from Jun 28 to Jun 29
$153 total
Jun 28 - Jun 29
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"This is a beautiful older hotel which has been updated. Rooms were large, clean and tastefully furnished. The staff were friendly and very accommodating. The free breakfast was provided by the restaurant (Hideaway Cafe) on site. I had delicious lemon ricotta pancakes with a side of sausage for breakfast. ..."
Reviewed on Jun 16, 2026

Grassy Flats Resort & Beach Club
58182 Overseas Hwy Marathon FL
$217 nightly
The price is $244 total per night from Jun 22 to Jun 23
$244 total
Jun 22 - Jun 23
Total with taxes and fees
9.4/10 Exceptional! (460 reviews)
"When we arrived we were greeted by Mia. Such a nice young lady and very helpful! We had dinner at The Rhum House and the food and service was fantastic! Our room was very clean and spacious. We were disappointed by the beach but came to find out that is common in the Keys. Also liked how the resort ..."
Reviewed on Jun 17, 2026

Gulf View Waterfront Resort
58743 OVERSEAS HWY Marathon FL
$160 nightly
The price is $180 total per night from Jun 23 to Jun 24
$180 total
Jun 23 - Jun 24
Total with taxes and fees
8.4/10 Very Good! (586 reviews)
"Did not get to stay at the accommodation due to the host never providing the “contactless” check in code as they indicated they would. I responded to their text that they stated we could communicate through in case of issues but they never communicated with us on what to do through that text platform. ..."
Reviewed on Jun 18, 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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