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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 89 Villas in Grassy Key with updated reviews, rates, and availability.

DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Outdoor spa tub

DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.

10.0 out of 10, Exceptional, (162)
"Had a wonderful time at the property. The location was very close to everything we wanted to do. It was cold at night during our stay and having the hot tub at night was wonderful. Looking forward to staying here again. "
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Beach

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

9.6 out of 10, Exceptional, (65)
"Location is great! Unit is well stocked and would stay there again!"
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Fridge, microwave, oven, stovetop

203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock

8.8 out of 10, Excellent, (103)
"House was as advertised, great location, easy access to beach, grocery stores, and all the Keys have to offer."
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Villa 5027 on Duck Key BOAT SLIP available
TV

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (52)
"Very clean. "
The price is AED 856
AED 2,117 total
includes taxes & fees
8 Jun - 9 Jun
Villa 5027 on Duck Key BOAT SLIP available
DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!
Sun loungers, beach towels

DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!

9.8 out of 10, Exceptional, (66)
"We loved our stay, the pool felt amazing every day! The home was very clean. "
DISCOUNT AVAILABLE! 4 BR/3 BA Private Pool/Dock/Canal Front/Neighborhood Beach!
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Beach nearby

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

10.0 out of 10, Exceptional, (209)
"3 nights nice location and nice unit."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL
A heated pool

PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL

9.6 out of 10, Exceptional, (72)
"Our trip was great and our puppy loved it! This was 2nd time staying in a Villa @ Hawks Cay, it was wonderful! The Keys never disappoint amd we look forward to next time! "
PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
A heated pool

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

8.8 out of 10, Excellent, (228)
"everything was great and the unit was beautiful. I would recommend this home to anyone that wants a friendly, clean and comfortable place to vacation."
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Seas the Keys Getaway
Beach/ocean view

Seas the Keys Getaway

9.6 out of 10, Exceptional, (5)
"Heated dip pool/hot tub. On the canal, great hosts, prompt replies and great communication."
Seas the Keys Getaway
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
Fridge, microwave, oven, stovetop

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

8.6 out of 10, Excellent, (48)
"Was clean and comfortable. Only mirrors are in the bathroom with very little vanity space. They answered every call. Blinds moved very hard or didn’t. Very enjoyable stay. Loved sitting on the deck."
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
A heated pool

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

9.8 out of 10, Exceptional, (162)
"Fabulous"
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Pool

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

10.0 out of 10, Exceptional, (192)
"super nice to be able to have your boat and trailer at the vacation property"
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
Outdoor dining

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

9.8 out of 10, Exceptional, (151)
"Enjoyed our stay here and hoping to be back next year! Host was super responsive with any questions. "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
New Florida Keys Vacation Rentals- Beach House on Sombrero Beach Dock Pool 6 bed
Outdoor dining

New Florida Keys Vacation Rentals- Beach House on Sombrero Beach Dock Pool 6 bed

2.0 star property
10.0 out of 10, Exceptional, (2)
"This property was great for our group of 11. Everyone had their own space, and we loved the outdoors area. Communication between the owners was easy and they were responsive. Just a heads up there are no spices, storage bags, garbage bags or Tupperware containers so you will need to purchase that yourself. Overall we had a great trip! This was our 4th time staying in Marathon and we love the location. "
New Florida Keys Vacation Rentals- Beach House on Sombrero Beach Dock Pool 6 bed
✦Unwind on your Oceanedge villa on Seapalm island✦
Outdoor pool, a heated pool

✦Unwind on your Oceanedge villa on Seapalm island✦

9.8 out of 10, Exceptional, (32)
"Beautiful home, pool, patios and view. House was truly equipped with everything you need for a stress free stay- right down to bathrobes in the master bathroom,every small appliance in the kitchen and wonderful coffee station. "
✦Unwind on your Oceanedge villa on Seapalm island✦
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Aerial view

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!"
The price is AED 1,191
AED 2,569 total
includes taxes & fees
12 Jun - 13 Jun
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Discount Available! Canal Front/Lots of Amenities!
Terrace/patio

Discount Available! Canal Front/Lots of Amenities!

9.8 out of 10, Exceptional, (54)
"The property is nice and all issues were promptly addressed. I recommend this property."
Discount Available! Canal Front/Lots of Amenities!
I HATE THIS PLACE! 3/3 GULF FRONT~ELEVATOR~TIKI BAR~BOAT SLIP, MOON DECK-POOL!!!
Terrace/patio

I HATE THIS PLACE! 3/3 GULF FRONT~ELEVATOR~TIKI BAR~BOAT SLIP, MOON DECK-POOL!!!

10.0 out of 10, Exceptional, (133)
"Best host ever, gave great recommendations of things to do and places to eat. Matt was very quick to answer questions, fix issues etc. Great location - Nicely located between the Keys and Miami. House met our needs, perfect size and location. Would definitely stay here again! "
I HATE THIS PLACE! 3/3 GULF FRONT~ELEVATOR~TIKI BAR~BOAT SLIP, MOON DECK-POOL!!!
Florida Keys | 2BR Stay – No Hidden Fees
A heated pool

Florida Keys | 2BR Stay – No Hidden Fees

9.0 out of 10, Wonderful, (2)
"It is a nice place"
Florida Keys | 2BR Stay – No Hidden Fees
Dock/Private Pool! Elevator! Walk to Sombrero Beach! NEW Villa! 5/5
Fridge, microwave, oven, stovetop

Dock/Private Pool! Elevator! Walk to Sombrero Beach! NEW Villa! 5/5

10.0 out of 10, Exceptional, (33)
"This was the perfect property for our big family of adults. Everyone had space and room to get away as well as plenty of gathering areas. Easy walk to the beach, dock space for jumping on kayaks and the green underwater light allows for some really cool evening fish viewing. The house itself is very clean, well appointed and decorated nicely - appliances work well and plenty of servingware for a group - the elevator was a fun lifesaver when it came to getting bags and groceries upstairs- owner...
Dock/Private Pool! Elevator! Walk to Sombrero Beach! NEW Villa! 5/5
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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Frequently asked questions

How much do villas in Grassy Key cost?
Prices for villas in Grassy Key range between AED 856 and AED 1,191 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 89 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.