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

Search Grassy Key Villa Accommodation

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search 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 villas

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

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.8 out of 10, Exceptional, (8 reviews)
"Great Location! The house was beautiful and clean We had a great time!"
United States
Andres
The price is AU$843
includes taxes & fees
3 Dec - 4 Dec
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

2. Villa del Sol - Sunset Views, Kayaks, 2/2.5

Villa del Sol - Sunset Views, Kayaks, 2/2.5
Duck Key
10.0 out of 10, Exceptional, (10 reviews)
"Really enjoy the time there"
United States
Han W.
The price is AU$911
includes taxes & fees
19 Nov - 20 Nov
Villa del Sol - Sunset Views, Kayaks, 2/2.5

3. Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (15 reviews)
"Nice location "
United States
Gina W.
The price is AU$717
includes taxes & fees
10 Nov - 11 Nov
Seas the Keys Getaway with plunge pool/spa

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

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is AU$895
includes taxes & fees
16 Nov - 17 Nov
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

5. 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, (3 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is AU$839
includes taxes & fees
23 Nov - 24 Nov
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

6. Duck Keys Escape! | 2BR Villa w/ Views, Spa & Pool

Duck Keys Escape! | 2BR Villa w/ Views, Spa & Pool
Duck Key
7.0 out of 10, Good, (2 reviews)
"good place, lots of room, only down fall i would say is the kitchen supplies. no baking sheets, one hand towel for the kitchen, no lids for the skillets. plenty of plates, cups and silverware. great location, key west is a little over an hour away. the resort itself and pool area is awesome. loved the overall experience and would return"
Canada
Reuben L.
The price is AU$840
includes taxes & fees
2 Dec - 3 Dec
Duck Keys Escape! | 2BR Villa w/ Views, Spa & Pool

7. 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.
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

8. 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, (64 reviews)
"Excellent place,"
United States
MONICA A.
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

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

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
9.6 out of 10, Exceptional, (5 reviews)
"Hawks Cay is a really beautiful spot. Frank’s place is nice, clean and convenient to Marathon "
United States
Morgan W.
The price is AU$1,600
includes taxes & fees
23 Nov - 24 Nov
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

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

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (6 reviews)
"The property was as described in the VRBO site. The view was very nice. I would stay here again, when the opportunity arises."
United States
Paul E.
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

11. 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, (5 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is AU$1,864
includes taxes & fees
23 Nov - 24 Nov
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

12. 2BR Villa in Duck Key | Dolphin Encounters + Pools

2BR Villa in Duck Key | Dolphin Encounters + Pools
Duck Key
10.0 out of 10, Exceptional, (1 review)
"The resort was beautiful. There were so many things to take in. Our villa was very nice. We’ll definitely come back to stay there."
United States
Pamela B.
The price is AU$913
includes taxes & fees
2 Dec - 3 Dec
2BR Villa in Duck Key | Dolphin Encounters + Pools

13. 2BR Villa w/ Marina Views + Pools | No Hidden Fees

2BR Villa w/ Marina Views + Pools | No Hidden Fees
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. We really enjoyed sitting on the balcony over the water!"
United States
Darcey C.
The price is AU$938
includes taxes & fees
2 Dec - 3 Dec
2BR Villa w/ Marina Views + Pools | No Hidden Fees

14. Villa with Resort Amenities | Full Kitchen

Villa with Resort Amenities | Full Kitchen
Duck Key
10.0 out of 10, Exceptional, (1 review)
The price is AU$1,027
includes taxes & fees
2 Dec - 3 Dec
Villa with Resort Amenities | Full Kitchen

15. Florida Keys | 2BR Stay – No Hidden Fees

Florida Keys | 2BR Stay – No Hidden Fees
Duck Key
The price is AU$795
includes taxes & fees
15 Nov - 16 Nov
Florida Keys | 2BR Stay – No Hidden Fees

16. Single-Level 2BR Villa w/ Full Kitchen & Porch

Single-Level 2BR Villa w/ Full Kitchen & Porch
Duck Key
The price is AU$1,101
includes taxes & fees
2 Dec - 3 Dec
Single-Level 2BR Villa w/ Full Kitchen & Porch

17. Beachfront Villa on a Private Florida Keys Beach

Beachfront Villa on a Private Florida Keys Beach
Marathon
The price is AU$1,102
includes taxes & fees
2 Dec - 3 Dec
Beachfront Villa on a Private Florida Keys Beach

18. Beachfront Villa w/ Ocean-View Balcony in the Keys

Beachfront Villa w/ Ocean-View Balcony in the Keys
Marathon
The price is AU$1,393
includes taxes & fees
14 Nov - 15 Nov
Beachfront Villa w/ Ocean-View Balcony in the Keys

19. Waterview Villa w/ Full Kitchen in the Keys

Waterview Villa w/ Full Kitchen in the Keys
Marathon
The price is AU$932
includes taxes & fees
2 Dec - 3 Dec
Waterview Villa w/ Full Kitchen in the Keys

20. Waterview Villa w/ Full Kitchen & Beach Access

Waterview Villa w/ Full Kitchen & Beach Access
Marathon
The price is AU$976
includes taxes & fees
10 Nov - 11 Nov
Waterview Villa w/ Full Kitchen & Beach Access
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Grassy Key Hotel Reviews

Find out more about Grassy Key

Grassy Key Villas information

Number of reviews
150
Accommodation
103 Villas
Lowest Price
AU$717
Highest Price
AU$1,864

Frequently asked questions

How much do villas in Grassy Key cost?
Villas in Grassy Key cost between AU$717 and AU$1,864 per night. These stays give you the privacy of your own space at a price that won't stretch the budget. This price was 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?
Grassy Key has 103 villas to select from. Find your next perfect stay quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our filter tool.
What is there to do near my villa in Grassy Key?
There are loads of awesome things to do in Grassy Key. Check out attractions like Curry Hammock State Park, Coco Plum Beach and Florida Keys Aquarium Encounters. Crane Point Museum and Nature Centre, Captain Hooks Marina and Dive Centre and San Pablo Catholic Church are also visited by many.

Explore a world of travel with Expedia