Grassy Key Holidays

Photo by Monica Ferro

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Top hotels in Grassy Key

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 S$206 per night from 4 Nov to 5 Nov
S$206
4 Nov - 5 Nov
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"We've stayed here a few times and always enjoy ourselves. Peaceful quiet little resort to bring our pup and enjoy a few nights away from the stress of working and living in South Florida. Perfect place for us to get some R&R without travelling too far. Can't wait to come back!"

Reviewed on 2 Nov, 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 S$174 per night from 1 Dec to 2 Dec
S$174
1 Dec - 2 Dec
includes taxes & fees
8.4/10 Very good! (640 reviews)
"Muy tranquilo , playas cercanas, ideal para personas que desean desconectarse y relajarse ,"

Reviewed on 2 Nov, 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 S$326 per night from 1 Dec to 2 Dec
S$326
1 Dec - 2 Dec
includes taxes & fees
9.4/10 Exceptional! (502 reviews)
"Overall, I had a very pleasant stay, and everything was great. However, I was a little disappointed with the late check-out policy. I noticed that many rooms appeared to be unoccupied, so I asked if I could stay just one extra hour. Unfortunately, I was told that it wasn’t possible. I found this ..."

Reviewed on 1 Nov, 2026

Grassy Flats Resort & Beach Club
See all 2,358 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.

What to do in Grassy Key

Florida Keys Tiki Boat Tour Adventure

Florida Keys Tiki Boat Tour Adventure

S$109
per adult
Florida Keys Tiki Boat Tour Adventure
Mangroves and Manatees - Guided Kayak Eco Tour

Mangroves and Manatees - Guided Kayak Eco Tour

S$88
per adult
92% of travellers recommend
Mangroves and Manatees - Guided Kayak Eco Tour
Sandbar Adventure Cruise in the Florida Keys

Sandbar Adventure Cruise in the Florida Keys

S$130
per adult
100% of travellers recommend
Sandbar Adventure Cruise in the Florida Keys
See all activities in Grassy Key

Frequently asked questions

How much does a Grassy Key holiday package cost?
Starting from just , 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 holiday 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 travellers like to book hotels within easy reach of top sights, like Dolphin Research Centre, 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 neighbourhood'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 holiday?
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 holiday 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 holiday plans, there's sure to be a package within your budget.
Can I choose my airline with a Grassy Key Expedia holiday package?
With a holiday 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 holiday package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Locked in your Grassy Key holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.