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
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Grassy Key villas

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 AED 896
AED 2,111 total
includes taxes & fees
16 Dec - 17 Dec
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Fridge, microwave, oven, stovetop
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 AED 788
AED 2,018 total
includes taxes & fees
15 Dec - 16 Dec
Villa 5034 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
The price is AED 1,061
AED 2,315 total
includes taxes & fees
13 Jan - 14 January 2026
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior detail
Seas the Keys Getaway

Villa in Duck Key

Seas the Keys Getaway
9.6 out of 10, Exceptional, (9)
"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 AED 739
AED 1,611 total
includes taxes & fees
15 Dec - 16 Dec
Seas the Keys Getaway
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 AED 1,282
AED 2,643 total
includes taxes & fees
12 Jan - 13 January 2026
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Villa in Duck Key

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
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 AED 1,464
AED 2,927 total
includes taxes & fees
15 Dec - 16 Dec
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
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 AED 951
AED 2,239 total
includes taxes & fees
11 Jan - 12 January 2026
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
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, (55)
"Very clean. "
United States
Oksana K.
The price is AED 788
AED 2,044 total
includes taxes & fees
15 Dec - 16 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 in Duck Key

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
The price is AED 2,934
AED 5,350 total
includes taxes & fees
5 Jan - 6 January 2026
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 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.
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 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.
The price is AED 1,148
AED 2,504 total
includes taxes & fees
21 Dec - 22 Dec
Villa 5028 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 AED 1,429
AED 3,296 total
includes taxes & fees
15 Dec - 16 Dec
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
"Room was spotless, great breakfast "
Philip R 3-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Marathon Florida Keys

Frequently asked questions

How much do villas in Grassy Key cost?
Prices for villas in Grassy Key range between AED 1,611 and AED 5,350 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.
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.