A dolphin swimming near a wooden dock and a tree branch in the water.

Grassy Key Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Grassy Key holiday rentals

A marina with several docked boats and a row of small, white cabins with blue roofs.

1. Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (364 reviews)
"Clean Friendly staff Recommend for family"
United States
Yamei
The price is HK$1,193
HK$2,446 total
includes taxes & fees
19 Oct - 20 Oct
Yacht Haven Marina
A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

2. Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,290 reviews)
"Great spot"
Canada
Justin
The price is HK$1,123
HK$1,581 total
includes taxes & fees
1 Oct - 2 Oct
Skipjack Resort & Marina
A beach with palm trees, a sandy path, and beach chairs.

3. Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (235 reviews)
"Never stayed in a houseboat before. It was a novel experience!"
United States
Susan
The price is HK$970
HK$2,303 total
includes taxes & fees
4 Oct - 5 Oct
Aqua Lodge Rentals At Coconut Cay
An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

4. Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,002 reviews)
"Cute little cottage perfect for couples had an amazing stay and will definitely be back to tropical cottages again"
United States
Aaron
The price is HK$620
HK$697 total
includes taxes & fees
7 Oct - 8 Oct
Tropical Cottages
A hotel room with two beds, each with a wooden headboard, white bedding, and a bedside table with a lamp.

5. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,236 reviews)
"Clean room with exceptional hospitality"
United States
chantal
The price is HK$618
HK$864 total
includes taxes & fees
12 Oct - 13 Oct
Knight's Key Suites
Exterior

6. Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside
3.0 star property
Marathon
8.8 out of 10, Excellent, (59 reviews)
"Loved our stay at the aqua lodges 10/10 would do it again"
United States
Lauren
The price is HK$918
HK$2,136 total
includes taxes & fees
1 Oct - 2 Oct
Aqua Lodges at 47th Street Gulfside
A resort with a pool, lounge chairs, and a view of the ocean.

7. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (145 reviews)
"It is an excellent place."
United States
Arianna
The price is HK$1,326
HK$1,712 total
includes taxes & fees
1 Oct - 2 Oct
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
A balcony with a view of the sea, a dining area with chairs and a table, and a ceiling fan.

8. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Beach Residence Private Overwater Dock Heated Pool Mahi Key
2.0 star property
Matecumbe
The price is HK$11,066
HK$19,056 total
includes taxes & fees
14 Oct - 15 Oct
Beach Residence Private Overwater Dock Heated Pool Mahi 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grassy Key Hotel Reviews

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

10/10 Excellent
"This was our second time staying at this resort and we love it. Has everything you want fresh coffee in the lobby every morning, great pools, nice grounds to go for a walk, ocean side beauty, and wonderful staff."
Harold 4-night trip
Posted 1 hour ago
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Find out more about Grassy Key

Search for holiday rentals in Grassy Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Grassy Key using one of the methods below:

  • View our selection of featured holiday rentals in Grassy Key
  • Use the map to find apartments and other holiday homes in the Grassy Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Grassy Key while they last

Look no further and take a look at our great range of rental properties in Grassy Key!

Explore a world of travel with Expedia