Photo by Monica Ferro
Search Vacation Homes in Grassy Key
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Grassy Key vacation homes
1. Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.6 out of 10, Exceptional, (55 reviews)
"We loved our stay here! The home was exactly as listed in the photos. The home was clean, the beds were comfy and the view was beautiful! Frank was excellent at communicating with us whenever we had a question. I would recommend and def would stay again."
Angie M.
The price is AED 625
AED 1,787 total
includes taxes & fees
9 Sep - 10 Sep
2. Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.0 out of 10, Wonderful, (16 reviews)
"Everything was perfect. Great place to stay"
Kirk r.
The price is AED 694
AED 1,876 total
includes taxes & fees
9 Sep - 10 Sep
3. Waterfront Retreat
Waterfront RetreatDuck Key
10.0 out of 10, Exceptional, (37 reviews)
"The townhouse was very clean and described accurately in the listing. The owner was very responsive answering any questions we had. Checking in and out was a breeze. The townhouse is centrally located in the Keys so you can travel either north or south to enjoy the many activities in the Keys. We enjoyed the water view from the patio and back door. We really enjoyed our vacation!"
Laura S.
The price is AED 757
AED 1,887 total
includes taxes & fees
10 Sep - 11 Sep
4. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection ResortMarathon
9.2 out of 10, Wonderful, (144 reviews)
"Amazing stay "
Anthony
The price is AED 465
AED 627 total
includes taxes & fees
30 Sep - 1 Oct
5. Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!Marathon
9.2 out of 10, Wonderful, (5 reviews)
"Place was perfect. Property manager was amazing and always answered questions within minutes. Definitely would stay again"
lori p.
The price is AED 1,102
AED 3,578 total
includes taxes & fees
8 Sep - 9 Sep
6. Charming 3-bedroom house featuring a heated private pool.
Charming 3-bedroom house featuring a heated private pool.Duck Key
10.0 out of 10, Exceptional, (39 reviews)
"We had a great stay!!"
lissa h.
The price is AED 1,322
AED 2,836 total
includes taxes & fees
7 Sep - 8 Sep
7. Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!Marathon
10.0 out of 10, Exceptional, (166 reviews)
"Kitchen was well-equipped. Views were spectacular and the peaceful setting was everything we needed and hoped for! Would definitely consider this place for a future stay. My kids' favorite feature was the nearby Cabana Club!"
Ryan K.
The price is AED 1,561
AED 4,146 total
includes taxes & fees
7 Sep - 8 Sep
8. Waterfront villa Family Friendly 2 bedroom
Waterfront villa Family Friendly 2 bedroomDuck Key
8.6 out of 10, Excellent, (14 reviews)
"We were very pleased with our stay. "
Jeffrey S
The price is AED 1,304
AED 2,580 total
includes taxes & fees
7 Sep - 8 Sep
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.
Find vacation rentals that suit your style
Apartments
Villas
Save an average of 15% on thousands of hotels when you're signed in
Top Grassy Key Hotel Reviews
Hampton Inn Marathon - Florida Keys
8/10 Good
Explore a world of travel with Expedia
- Vacation Homes in No Name Key
- Romantic Hotels in Big Pine Key
- 5 Star Hotels in Conch Key
- Villas in Tavernier
- Aimbridge Hospitality Hotels in Islamorada
- Villas in Duck Key
- Motels in Marathon
- Resorts in Islamorada
- Motels in Cudjoe Key
- Motels in Ramrod Key
- Hyatt Hotels in Big Pine Key
- 5 Star Hotels in No Name Key
- Luxury Hotels in Islamorada
- Equity Lifestyle Hotels in Big Pine Key
- Aparthotels in Tavernier
- Guest Houses in Ramrod Key
- Cottages in Marathon
- Business Hotels in Grassy Key
- Pet-Friendly Hotels in Islamorada
- Vacation Homes in Marathon
- Shopping Hotels in Islamorada
- 3 Star Hotels in Marathon
- 5 Star Hotels in Plantation Key Colony
- Bluegreen Resorts in Marathon
- Hilton Hotels in Key Colony Beach
- 5 Star Hotels in Grassy Key
- Resorts in Little Torch Key
- Independent Hotels in Plantation Key Colony
- 3 Star Hotels in Islamorada
- Vacation Homes in Little Torch Key
- Motels in Big Pine Key
- Houseboats in Islamorada
- 5 Star Hotels in Islamorada
- Apartments in Big Pine Key
- Resorts & Hotels with Spas in Marathon
- Houseboats in Marathon
- 4 Star Hotels in Lignumvitae Key Botanical State Park
- Resorts in Big Pine Key
- Hilton Hotels in Big Pine Key
- Rv Parks in No Name Key
- Resorts in Marathon
- Wyndham Hotels in Long Key
- Marriott Hotels & Resorts in Islamorada
- Resorts & Hotels with Spas in Big Pine Key
- Marriott Hotels & Resorts in Summerland Key
- Condo Rentals in Grassy Key
- Rv Parks in Summerland Key
- 3 Star Hotels in Conch Key
- Hyatt Hotels in Marathon
- Hersha Hospitality Hotels in Lignumvitae Key Botanical State Park
- Vacation Homes in Ramrod Key
- Best Western Hotels in Islamorada
- B&B in Cudjoe Key
- Adults Only Resorts & in Islamorada
- Romantic Hotels in Key Colony Beach
- Cabin Rentals in Marathon
- Equity Lifestyle Hotels in Marathon
- Vacation Homes in Duck Key
- Luxury Hotels in Key Colony Beach
- Hyattvacations Supechain Hotels in Summerland Key
- Houseboats in Grassy Key
- Rv Parks in Big Pine Key
- Motels in Tavernier
- Guest Houses in Cudjoe Key
- Benchmark Hotels in Duck Key
- Wyndham Hotels in Summerland Key
- Hilton Hotels in Grassy Key
- Cheap Hotels in Islamorada
- Flights from Grand Rapids (GRR) to Marathon (MTH)
- Flights from Aspen (ASE) to Marathon (MTH)
- Flights from Florida Keys Marathon
- Flights from Savannah (SAV) to Marathon (MTH)
- Flights from Key Colony Beach
- Flights from Fargo (FAR) to Marathon (MTH)
- Flights from Summerland Key
- Flights from Layton
- Flights from Big Pine Key
- Flights from Big Torch Key
- Flights from Lancaster (LNS) to Marathon (MTH)
- Flights from Ramrod Key
- Flights from Manzini (SHO) to Marathon (MTH)
- Flights from Brownsville (BRO) to Marathon (MTH)
- Flights from Florence (FLR) to Marathon (MTH)
- Flights from Niue (IUE) to Marathon (MTH)
- Flights from Valdosta (VLD) to Marathon (MTH)
- Flights from Chiang Rai (CEI) to Marathon (MTH)
- Flights from Grassy Key
- Flights from No Name Key
- Flights from Vilnius (VNO) to Marathon (MTH)
- Flights from Raleigh (RDU) to Marathon (MTH)
- Flights from Marathon
- Flights from Knoxville (TYS) to Marathon (MTH)
- Flights to No Name Key
- Flights from Lakeland Intl. Airport (LAL) to Marathon (MTH)