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Featured Villas in Grassy Key

KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

8.8 out of 10, Excellent, (36)
"This was the perfect place to stay!Right on a private beach, the grounds were well maintained and beautiful.It was great to have the whole villa to ourselves rather than being in one of those skyrise condos.I would recommend this to anyone looking to stay at in Marathon!"
KG Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,

iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

10.0 out of 10, Exceptional, (144)
"The place was as advertised and made for a great place to unwind and enjoy the beautiful Keys! The elevator was an awesome bonus that made moving our heavy luggage a breeze!"
iykyk WTF! ELEVATOR~TIKI BAR~BOAT SLIP on site! MOON DECK/POOL~GULF FRONT BABY!!

KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

9.2 out of 10, Wonderful, (84)
"Had a great time "
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise

DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

10.0 out of 10, Exceptional, (202)
"Better than photos.Handy location to Key West or Islamorada.Would come back again."
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

9.8 out of 10, Exceptional, (159)
"Great place will come back for sure "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon

Charming 3-bedroom villa with WiFi, AC in welcoming Marathon

Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

10.0 out of 10, Exceptional, (213)
"Property was great! Just what we needed. Clean, spacious and all the amenities needed. Very happy that it was so close to the pool area."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail

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

9.6 out of 10, Exceptional, (54)
"Very clean. "
The price is AU$869
includes taxes & fees
23 Sept - 24 Sept
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

9.8 out of 10, Exceptional, (171)
"Enjoy the stay in good location "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL

Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip

10.0 out of 10, Exceptional, (9)
"The house was beautiful and the area was quite. Our stay was so relaxing. The boat slip on the property was so convenient. We will definitely be back. "
Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip

Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

9.6 out of 10, Exceptional, (71)
"Perfect place to relax "
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

8.6 out of 10, Excellent, (57)
"This was a great place to stay away from the business but close enough to Marathon to go to dinner or activities. The condo was cozy and had a great sunset view. Will definitely look at this place again if we return to the Keys."
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

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

9.2 out of 10, Wonderful, (18)
"The place was very clean and very comfortable. The location was great and we had a wonderful stay. The kitchen had all the utensils needed to cook a meal or two."
The price is AU$869
includes taxes & fees
23 Sept - 24 Sept
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

8.6 out of 10, Excellent, (234)
"We loved the condo. It was perfect for just the two of us or maybe two couples or small Family. The bedrooms are extremely small but the two outdoor porches made up for it, especially the private pool! We had other family members staying g on condos nearby making a perfect place for a group to meet up!"
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

Stunning Waterfront Two-Story Villa in Duck Key!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Optimal for a week stay, close proximity to fishing charts, marinas and restaurants."
Stunning Waterfront Two-Story Villa in Duck Key!

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (128)
"We loved our stay here. We stayed with our adult children and our 1 1/2 year old grandson and it was a great. We would stay here again. "
Sombrero Beach Villa with Private Pool and Dock

5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!

10.0 out of 10, Exceptional, (94)
"We had a great two week stay. We especially enjoyed the private pool area encircled by Palm trees and foliage. "
5% Off Any Booking through Jan 31, 2026! Canal Front/Private Pool/Hot Tub/Dock!

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

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
The price is AU$911
includes taxes & fees
23 Sept - 24 Sept
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Crystal Waters - 2/2.5 Villa

10.0 out of 10, Exceptional, (2)
"We had a wonderful expérience in Duck Key.Thank you Ana for your kind hospitality!See you next time !"
Crystal Waters - 2/2.5 Villa

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."
The price is AU$905
includes taxes & fees
5 Oct - 6 Oct
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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

Find out more about Grassy Key

Find out more about Grassy Key

Grassy Key Villas information

Number of reviews
1,474
Accommodation
93 Villas
Lowest Price
AU$869
Highest Price
AU$911

Frequently asked questions

How much do villas in Grassy Key cost?
Villas in Grassy Key cost between AU$869 and AU$911 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 93 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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