Grassy Key Holidays from NZ$1,540

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The Latest Grassy Key Holiday Deals

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

President Hotel Villa

3.5 out of 5
South Beach
Save 100% on your flight
Price was NZ$2,450, price is now NZ$1,540 per person
NZ$1,540
per person
24 Mar - 28 Mar
found 1 day ago
Return flight included
Seattle (SEA) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
Room was clean. Staff was helpful. Location was perfect.

Reviewed on 5 Feb 2026

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was NZ$2,980, price is now NZ$1,729 per person
NZ$1,729
per person
24 Mar - 28 Mar
found 1 day ago
Return flight included
Seattle (SEA) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend.

Reviewed on 31 Jan 2026

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was NZ$7,477, price is now NZ$4,538 per person
NZ$4,538
per person
24 Mar - 28 Mar
found 1 day ago
Return flight included
Seattle (SEA) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish Lobby is fabulous as is the bars and restaurants You must stay here !!! Total wow

Reviewed on 21 Jan 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was NZ$2,501, price is now NZ$1,564 per person
NZ$1,564
per person
24 Mar - 28 Mar
found 1 day ago
Return flight included
Seattle (SEA) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Yes the WiFi wasn’t working though !

Reviewed on 5 Feb 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was NZ$2,450, price is now NZ$1,540 per person
NZ$1,540
per person
24 Mar - 28 Mar
found 1 day ago
Return flight included
Seattle (SEA) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
This hotel is a great option for a short stay in Miami. It’s not glamorous but the location is excellent. The rooms are dated but clean. The full breakfast each day is a huge money saver in over-priced Miami Beach. I can’t give it 5 stars as there are imperfections (thin walls, limited furnishings, tiny bathroom) but it does deserve 4 solid stars. There’s a nice pool. The staff is lovely. The rate is very reasonable. You can’t do much better for the price.

Reviewed on 5 Feb 2026

Grassy Key Holiday

Our pick of the best 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 NZ$363 per night from 10 Feb to 11 Feb
NZ$363
10 Feb - 11 Feb
includes taxes & fees
8/10 Very Good! (835 reviews)
Very friendly staff very secluded and quiet

Reviewed on 1 Feb 2026

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
The price is NZ$700 per night from 8 Mar to 9 Mar
NZ$700
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (387 reviews)
Fabulous location with amazing views. Shout out to Mia in reception, very helpful and friendly.

Reviewed on 5 Feb 2026

Grassy Flats Resort & Beach Club
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
8.4/10 Very Good! (547 reviews)
Easy checkin online. Easy access to unit. Very clean. A lot of great amenities on the property that we didnt get to use due to weather.

Reviewed on 30 Jan 2026

Get rates
Gulf View Waterfront Resort
See all 2,275 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.

Discover the most popular places to visit in Grassy Key

Coco Plum Beach, Florida Keys

Coco Plum Beach

Why not spend a lazy afternoon at Coco Plum Beach during your trip to Marathon? Discover the area's beautiful sunsets or seek out its jogging trails.

Coco Plum Beach
Crane Point Museum and Nature Center featuring general coastal views

Crane Point Museum and Nature Center

You can spend an afternoon exploring the galleries in Crane Point Museum and Nature Center in Marathon. Discover the area's beautiful sunsets or seek out its jogging trails.

Crane Point Museum and Nature Center

What to do in Grassy Key

Marathon: Rhum Runner Aqua Park Adventure

Marathon: Rhum Runner Aqua Park Adventure

NZ$65
per adult
Marathon: Rhum Runner Aqua Park Adventure
Our sailboat is named Chao Lay. The boat has completed one complete circumnavigation of the globe crossing the Atlantic, Pacific, and Indian Oceans.

Day Sailing Adventure in the Florida Marine Sanctuary

NZ$209
per adult
100% of travellers recommend
Day Sailing Adventure in the Florida Marine Sanctuary
Sister snorkelers :)

Marathon: COMBO- Snorkel & Sandbar (Sombrero Reef)

NZ$267
per adult
Marathon: COMBO- Snorkel & Sandbar (Sombrero Reef)
See all activities in Grassy Key

Frequently asked questions

Can I cancel my flight booking to Grassy Key due to COVID-19?
If you've yet to book your tickets, check the terms and conditions of the airfare you're considering. If you've already locked in your flight to Grassy Key, make use of our Customer Service Portal. It has information that will help you work out which COVID-19 policies apply to your reservation and provide you with the next steps.
What's the best way to find cheap flights to Grassy Key that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just type in your travel details, click "Search," then check the box underneath the "Flexible change policies" heading (to the left of your screen). Expedia makes it easy to find flexible and affordable tickets to Grassy Key.
What are some of the general tips for travellers to Grassy Key during the COVID-19 outbreak?
The COVID-19 pandemic has triggered substantial changes to the way we travel. If you're planning a trip to Grassy Key, these tips will help you navigate travel's newest challenges:
  • Investigate if any travel restrictions apply to your origin and destination before booking anything. Also check if there are any conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
  • When you pass through airport screening, keep your face mask on. You will be required to lower it briefly to verify your identity. Anyone refusing to wear a mask may face civil penalties and may also be denied boarding.
  • Rather than handing a TSA employee your boarding pass, position it directly on the reader yourself. When that's done, hold it up for inspection.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be removed for X-ray scanning.
  • Remove items from your pockets, such as your wallet, coins and keys, and put them in your carry-on instead of the bins. This will reduce handling during the screening process.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA officer will need to open your bag for inspection.

Which airlines fly to Grassy Key?
Delta runs flights into or near Grassy Key, including 191 that land at Key West Intl. Airport (EYW) each month. Work out your holiday dates and then reserve your ticket early to score the best deal.
How can I find cheap tickets to Grassy Key?
For an amazing deal to Grassy Key, book well ahead of time. Also think about using Expedia's "flexible dates" feature above your search results. This will show you the cheapest prices for nearby days. In the last seven days, was the best price for a flight to Grassy Key.
How much is a flight to Grassy Key?
One-way flights taking off from () sold for just in the last seven days. During this time, the cost of a return ticket to Grassy Key ranged between and . If you spot a bargain ticket, book ASAP — these prices don't stick around for long.
What are the most popular airports to fly into in Grassy Key?
Pack your suitcase and fly into Key West Intl. Airport (EYW), Grassy Key's leading flight hub. Book a ticket on one of the 1119 flights that touch down at this favourite destination every month.
When is the cheapest time to fly to Grassy Key?
Try to leave earlier in the week to score the best deal to Grassy Key. Tuesday is usually the most affordable day to fly, with Monday a close second. Saturday often has the costliest ticket prices. This is because many travellers like to start their holiday on a weekend.
How much is a plane ticket to Grassy Key?
In the last seven days, plane fares to Grassy Key ranged from to .
Which airlines with flights to Grassy Key employ COVID-19 cleanliness policies?
In an effort to minimize contact between passengers and flight crew during the ongoing pandemic, many airlines have taken physical distancing and other strategies to the skies. A great example of these are:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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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.