Search Grassy Key Villa Rentals from CA $703

  • 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
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Grassy Key villas

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, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is CA $575
CA $1,120 total
includes taxes & fees
Mar 18 - Mar 19
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is CA $424
CA $928 total
includes taxes & fees
Apr 2 - Apr 3
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (12 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is CA $259
CA $703 total
includes taxes & fees
Apr 14 - Apr 15
Seas the Keys Getaway with plunge pool/spa
Outdoor dining

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, (32 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is CA $438
CA $947 total
includes taxes & fees
Apr 2 - Apr 3
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is CA $424
CA $922 total
includes taxes & fees
Apr 13 - Apr 14
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Terrace/patio

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

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
10.0 out of 10, Exceptional, (1 review)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is CA $1,096
CA $2,037 total
includes taxes & fees
Apr 2 - Apr 3
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Outdoor dining

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, (26 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is CA $410
CA $905 total
includes taxes & fees
Apr 13 - Apr 14
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
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
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is CA $424
CA $922 total
includes taxes & fees
Apr 13 - Apr 14
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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, (58 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is CA $438
CA $938 total
includes taxes & fees
Apr 13 - Apr 14
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (3 reviews)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is CA $424
CA $922 total
includes taxes & fees
Apr 13 - Apr 14
Villa 5021 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
10.0 out of 10, Exceptional, (2 reviews)
"Host was very accommodating and everything was clean and just a lovely, lovely home and setting. All beds are comfortable and we appreciated the plentiful towels. "
United States
Patricia W. K.
The price is CA $890
CA $1,781 total
includes taxes & fees
Apr 13 - Apr 14
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
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

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Pool was enjoyable. Room was clean. "
Emily 2-night trip
Posted 2 hours ago
Hawks Cay Resort

Find out more about Grassy Key

Grassy Key Villas information

Number of reviews
170
Accommodation
87 Villas
Lowest Price
CA $703
Highest Price
CA $2,037

Frequently asked questions

How much do villas in Grassy Key cost?
Prices for villas in Grassy Key range between CA $703 and CA $2,037 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 87 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. Traveling 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