
Grassy Key Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Monica Ferro
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Grassy Key Holiday
Our pick of the best Grassy Key Hotel Deals

Rainbow Bend Resort
57784 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
The price is NZ$287 per night from 9 Nov to 10 Nov
NZ$287
9 Nov - 10 Nov
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"My only issue with it is the room had a pretty heavy mold odor. Awesome view, nice little beach area. All and all was a good stay"
Reviewed on 4 Nov 2026

Gulf View Waterfront Resort
58743 OVERSEAS HWY Marathon FL
The price is NZ$242 per night from 1 Dec to 2 Dec
NZ$242
1 Dec - 2 Dec
includes taxes & fees

Grassy Flats Resort & Beach Club
58182 Overseas Hwy Marathon FL
The price is NZ$453 per night from 6 Dec to 7 Dec
NZ$453
6 Dec - 7 Dec
includes taxes & fees
9.4/10 Exceptional! (504 reviews)
"Loved everything about this place!"
Reviewed on 5 Nov 2026
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

Day Sailing Adventure in the Florida Marine Sanctuary
NZ$211
per adult
100% of travellers recommend

Sandbar Adventure Cruise in the Florida Keys
NZ$180
per adult
100% of travellers recommend
Frequently asked questions
Explore a world of travel with Expedia
- Motels in Lower Matecumbe Key
- Holiday Homes in Marathon
- Cabin Rentals in Marathon
- Cottages in Marathon
- Motels in Marathon
- Condo Rentals in Marathon
- Resort in Little Torch Key
- Lodges in Tingler Island
- Cottages in Conch Key
- Caravan Parks in Upper Matecumbe Key
- Villas in Bahia Honda Key
- Lodges in Bahia Honda Key
- Resort in Bahia Honda Key
- Condo Rentals in Islamorada
- Villas in Islamorada
- Resort in Duck Key
- Key Colony Beach Hotels
- Big Pine Key Hotels
- Flamingo Hotels
- Long Key Hotels
- Marathon Hotels
- Coral Lagoon Hotels
- Hotels near Key West Visitors Center
- Layton Hotels
- Hotels near Coupon Bight Aquatic Preserve
- Islamorada Hotels
- Hotels near Florida Keys Marathon
- Conch Key Hotels
- Hotels near Sombrero Beach
- Adults Only Hotels in Duck Key
- Cheap Hotels in Duck Key
- Golf Hotels in Duck Key
- All Inclusive Hotels in Duck Key
- Hotels with Pool in Duck Key
- Beach Hotels in Marathon
- Spa Hotels in Big Pine Key
- Cheap Hotels in Big Pine Key
- Beach Hotels in Big Pine Key
- Cheap Hotels in Grassy Key
- Historic Hotels in Islamorada
- Golf Hotels in Little Torch Key
- Romantic Hotels in Plantation Key
- Visit Flamingo
- Visit Port Pine Heights
- Visit Tingler Island
- Visit Islamorada
- Visit Marathon
- Visit Eden Pines
- Visit Big Pine Key
- Visit Duck Key
- Visit Ramrod Key
- Everglades National Park
- Big Pine Key Holidays
- Key Largo Holidays
- Windley Key Fossil Reef Geological State Park
- Marinelab Undersea Laboratory
- Coco Plum Beach
- Pigeon Key
- Florida Keys Beaches
- Anne's Beach
- History of Diving Museum
- Crane Point Museum and Nature Center
- Beach Holiday Packages Duck Key
- Payless Rental Cars in Lignumvitae Key Botanical State Park
- Sixt Rental Cars in Lignumvitae Key Botanical State Park
- Zezgo Rental Cars in Lower Matecumbe Key
- Airport Van Rental Rental Cars in Bahia Honda Key
- Island Car Rentals Rental Cars in Bahia Honda Key
- Orlando Rental Cars in Bahia Honda Key
- Mex Rent A Car Rental Cars in Duck Key
- Avis Rental Cars in No Name Key
- Ace Rental Cars in No Name Key
- Rent A Wreck Rental Cars in Grassy Key
- Mex Rent A Car Rental Cars in Plantation Key
- Avis Rental Cars in Plantation Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

