Grassy Key Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Monica Ferro
  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Grassy Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Broadway Suites Downtown by RocketStay
The Retreat Collection at 1 Hotel & Homes South Beach
Eurostars Winter Haven
W Fort Lauderdale Residences
Miami Vacation Rentals - District 225

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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
The price is CA $148 per night from Nov 15 to Nov 16
CA $148
CA $230 total
Nov 15 - Nov 16
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"just what we needed for couple nights stay"

Reviewed on Nov 12, 2026

Rainbow Bend Resort
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
The price is CA $126 per night from Nov 16 to Nov 17
CA $126
CA $142 total
Nov 16 - Nov 17
includes taxes & fees
8.4/10 Very good! (645 reviews)
"Room is simple but clean and everything is there what might be needed."

Reviewed on Nov 9, 2026

Gulf View Waterfront Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

4 out of 5
58182 Overseas Hwy Marathon FL
The price is CA $262 per night from Dec 13 to Dec 14
CA $262
CA $364 total
Dec 13 - Dec 14
includes taxes & fees
9.4/10 Exceptional! (506 reviews)
"We like the cleanliness of the room, comfortable beds, quite pool- dinner at the restaurant was amazing"

Reviewed on Nov 13, 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.

What to do in Grassy Key

Frequently asked questions

How much does a Grassy Key vacation package cost?
Starting from just CA $1,058, 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.

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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.