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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Grassy Key villas

2 bedrooms, iron/ironing board, WiFi, bed sheets
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
The price is AU$968
includes taxes & fees
8 Jan - 9 Jan 2026
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
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.
The price is AU$971
includes taxes & fees
11 Jan - 12 Jan 2026
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Marathon

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

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
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.
The price is AU$1,094
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Terrace/patio
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Villa in Duck Key

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
The price is AU$2,181
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Exterior
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Duck Key

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is AU$907
includes taxes & fees
5 Jan - 6 Jan 2026
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 in Duck Key

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (57)
"Great location for our family.We love the Keys. Beautiful sunsets from balconies."
United States
Debbie A.
The price is AU$968
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (1)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is AU$973
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa in Marathon

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
The price is AU$1,584
includes taxes & fees
6 Jan - 7 Jan 2026
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.
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Top Grassy Key Hotel Reviews

Kingsail Resort

Kingsail Resort

10/10 Excellent
"The room was sparkless, the staff was extremely nice! Loved our screened porch room and the seating area under the tiki hut with fresh coffee all day it was a nice touch! Definitely recommended! 😊💖"
Marta 2-night trip
Posted 2 days ago
Kingsail Resort

Find out more about Grassy Key

Grassy Key Villas information

Number of reviews
139
Accommodation
87 Villas
Lowest Price
AU$907
Highest Price
AU$2,181

Frequently asked questions

How much do villas in Grassy Key cost?
Villas in Grassy Key cost between AU$907 and AU$2,181 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 87 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.

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