Search Villas in Grassy Key

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Featured Villas in Grassy Key and around

Exterior detail
Seas the Keys Getaway

Seas the Keys Getaway

Duck Key
9.6 out of 10, Exceptional, (8)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
Seas the Keys Getaway
Beach
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Duck Key
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Property grounds
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Marathon
9.2 out of 10, Wonderful, (30)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Duck Key
10.0 out of 10, Exceptional, (1)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Waterfront Duck Key Villa

Waterfront Duck Key Villa

Marathon
9.2 out of 10, Wonderful, (61)
"Our group of 8 really enjoyed this property. We found it very clean and the back porch on the water was loved by all!!!"
United States
Teresa
Waterfront Duck Key Villa
Exterior
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Duck Key
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is €626
includes taxes & fees
26 Nov - 27 Nov
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Outdoor dining
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
9.2 out of 10, Wonderful, (18)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
9.6 out of 10, Exceptional, (55)
"Very clean. "
United States
Oksana K.
The price is €490
includes taxes & fees
1 Dec - 2 Dec
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Terrace/patio
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Duck Key
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Exterior
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key
9.0 out of 10, Wonderful, (8)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Marathon
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
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

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Fairfield Inn & Suites by Marriott Marathon Florida Keys

10/10 Excellent
"Super clean. Great food. Spectacular view from balcony. We towed a boat from Arizona. Hotel advertised a marina and boat ramp. Ramp was closed so that was a big bummer. We would not have chosen this hotel had we known that. "
Deborah 2-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Find out more about Grassy Key

Grassy Key Villas information

Number of reviews
211
Accommodation
89 Villas
Lowest Price
€340
Highest Price
€1,278

Frequently asked questions

How much do villas in Grassy Key cost?
Prices for villas in Grassy Key range between €340 and €1,278 per night. Whatever your budget, you'll find a place that fits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Grassy Key?
Pack your suitcase and pick from 89 villas in Grassy Key. For a family escape, a getaway with pals or anything in between, Expedia can help you find the perfect space in a few simple clicks.
Are there any family-friendly villas in Grassy Key?
Take the crew to Waterfront Luxury Villa - 14 - - 3 Bedroom Townhouse and make your getaway to Grassy Key a relaxing one. This family-friendly villa has a 3-star rating and amenities like a barbecue grill and an oven. Once you've checked in and unpacked your bags, there are tons of family-friendly attractions to see in and around Grassy Key. Coco Plum Beach and Crane Point Museum and Nature Centre guarantee a good time for young and old.
Why book your villa in Grassy Key with Expedia?
With Expedia, it's easy to find your ideal villa in Grassy Key. Travelling with the family? Use our helpful filters to look for stays with perks like a pool. If you're on a budget, decide on how much you'd like to spend and the star rating of the property. We'll help you find the perfect place that suits your taste and style.
How can I find cheap villas in Grassy Key?
With Expedia's user-friendly filter tool, reserving cheap villas in Grassy Key is a breeze. To find options that'll make your wallet smile, tailor your search results by budget, amenities and star rating.

Explore a world of travel with Expedia