Grassy Key Vacation Packages & Trips 2025 from CA $762

Top Grassy Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Casablanca Miami Beach

North Beach

Save 100% on your flight

per person

Jun. 19 - Jun. 24

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

5.8/10 (292 reviews)

The pool was nice, the condo was very basic but was fine. Until the pest control came to spray for roaches. We did not see any roaches during our stay but that did worry us for the rest of our stay. The building is aged but is in a good location.

Reviewed on Mar. 17, 2025

Eden Roc Miami Beach

Mid Beach

Save 100% on your flight

per person

Jul. 18 - Jul. 25

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.4/10 Very Good! (2,387 reviews)

Loved my stay (which I extended) at Eden Roc. I was fortunate to have the most amazing view, and I did not want to leave. Candidly, I also needed to stay another night as the late checkout policy was not great... All the staff were very friendly. I was busy at an event so I did not take advantage of any of the amenities. I had a slight issue with the furniture/lighting in my room. And am happy I booked with Expedia at a discounted rate but overall much enjoyed.

Reviewed on Apr. 30, 2025

Fontainebleau Miami Beach

Mid Beach

Save 100% on your flight

per person

Jul. 18 - Jul. 25

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (5,944 reviews)

It is a 5-star. Beach and pool are amazing. but they did not provide coffee machine in the room. You need to pay for everything here which you usually get for free when you stay Marriott or Hilton. Overall it is a happening place.

Reviewed on Apr. 30, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

Save 100% on your flight

per person

Jun. 9 - Jun. 12

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1 review)

Hawks Cay Resort

Save 100% on your flight

per person

Jul. 11 - Jul. 17

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

7.8/10 Good! (1,006 reviews)

My family thoroughly enjoyed our stay! Our room was not too cramped (2 queens) and the bathroom was huge and clean! The facilities overall were very clean and well maintained. We enjoyed several of the pools and felt they were great! The staff is very friendly and helpful!

Reviewed on Apr. 30, 2025

Ready to book your vacation to Grassy Key?

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Grassy Key Hotel Deals

Rainbow Bend Resort

57784 Overseas Hwy, Marathon, FL

Fully refundableReserve now, pay when you stay

CA $164

CA $247 total

includes taxes & fees

May 5 - May 6

8.2/10 Very Good! (622 reviews)

Cute n Cozy

"Perfect spot for our trip!"

Reviewed on Apr. 29, 2025

Gulf View Waterfront Resort

58743 OVERSEAS HWY, Marathon, FL

CA $197

CA $222 total

includes taxes & fees

May 5 - May 6

8.4/10 Very Good! (455 reviews)

"Cute property! Great little getaway spot. Wish we had more time to stay. Does need some renovations but do not let that be a deterrent. Staff very nice and friendly!"

Reviewed on Apr. 30, 2025

Grassy Flats Resort & Beach Club

58182 Overseas Hwy, Marathon, FL

Fully refundableReserve now, pay when you stay

CA $495

CA $557 total

includes taxes & fees

May 20 - May 21

9.2/10 Wonderful! (274 reviews)

"Beautiful location and plenty of thought put in to comfort. Only stayed one night but wished I'd booked more."

Reviewed on Apr. 24, 2025

See all 2,241 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.

Frequently asked questions

How much does a Grassy Key vacation package cost?

Starting from just CA $762, a package is your portal to low-priced travel. Custom build your Grassy Key trip by selecting from our wide range of airfares, hotels and rental cars.

How do I get a cheap travel package to Grassy Key?

Search for flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Grassy Key vacation package. It’s that simple! From hotels and flights to activities and rental cars, Expedia is where your cheap getaway begins. And with over 550 air carriers and 1,000,000 hotels around the world to pick from, you’ll never be short of choice.

Where should I stay in Grassy Key?

Close to the action. Many travelers like to book hotels within easy reach of top sights, like Dolphin Research Center, Curry Hammock State Park and Crawl Key.

What are the top hotels in Grassy Key?

Make a reservation at Gulf View Waterfront Resort. It’s one of this neighborhood’s most popular hotels. Another highly rated option in Grassy Key is Sun Outdoors Marathon.

How far in advance should I book my Grassy Key vacation?

It’s difficult to pick the ideal time for airfares, but we normally say the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you can’t book ahead, don’t stress. Budget prices appear from time to time within a few weeks of departure dates.

What does an Expedia Grassy Key travel package include?

It all depends on what sort of escape you want to have. Grassy Key vacation deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits you. You can also add on experiences and activities after you’ve booked to get even bigger discounts.

What should I know before booking a Grassy Key travel package?

A package can be easier on the wallet than individually booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save a tidy sum. No matter your vacation plans, there’s sure to be a package within your budget.

Can I choose my airline with a Grassy Key Expedia vacation package?

With a vacation package, you’re the boss. Whether you’re looking to fly to Grassy Key in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines worldwide.

If I'm not able to travel, can I cancel my Grassy Key vacation package?

Whether it’s your hotel, flight or rental car, you can cancel or change it. Locked in your Grassy Key vacation package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may incur a fee from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We’re here to help you every step of the way.