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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 69 Villas in Grassy Key with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (179)
"This was a very nice duplex house with everything you need for a nice stay. It was clean and very nice neighborhood. Kitchen was stocked with all the things you need to make meals in with your group. We loved the heated swimming pool and it was right beside the deck off the canal. There were lots of fish in the canal to look at. The hosts were great with communication. Would definitely stay here again!"
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Villa 5027 on Duck Key BOAT SLIP available
Family room overlooking the Atlantic Ocean. (Pullout couch)

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (45)
"Great location, comfy and relaxing. Loved front patio overlooking the water. Quiet neighborhood and marina minutes away. "
The price is AED 804
AED 2,051 total
includes taxes & fees
27 Jan - 28 Jan
Villa 5027 on Duck Key BOAT SLIP available
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Enjoy a fantastic view of your private patio area, creating an inviting and relaxing atmosphere at Key Lime Cottage.

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

9.6 out of 10, Exceptional, (49)
"Clean condo. Rooms are smaller than it appeared on the web site. beds very comfortable. Did not like that could not use resort ammenities. Plunge pool was useless. If it was a hot tub it would really add to the exerience!!"
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Outdoor dining

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

10.0 out of 10, Exceptional, (156)
"Duck Key is amazing and this house has water and sunset views! Clean house, well appointed, and a great backyard area with a hot tub. "
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
Property grounds

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

10.0 out of 10, Exceptional, (141)
"Great outdoor area, enjoyed the heated pool, the tiki hut sitting area. The canal was a nice view. We all enjoyed the property very much."
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
Property grounds

Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views

9.8 out of 10, Exceptional, (9)
"Lovely home. Great location for boating and convenient to dining and shopping. Pet friendly unit in a pet friendly community. "
Isla Marlin 28: Palm lined luxury villa w/dockage and sunset views
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC

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

8.8 out of 10, Excellent, (222)
"Wonderful well appointed villa save no ice cube trays in freezer. National support was rude and of no help."
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa
Exterior detail

Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa

9.6 out of 10, Exceptional, (66)
"Clean, comfortable, well-equipped kitchen. Perfect for our 2nd girls getaway at this property. We will be back! Thank you, Debbie. "
Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer

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

8.8 out of 10, Excellent, (45)
"Was what we were looking for. Not super fancy, but comfortable, and right next to the water, which is what we wanted. Central location for us to visit different keys during our stay. Wish they had bikes but they did have other things. Used the kitchen and washer/dryer!"
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Marina

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

10.0 out of 10, Exceptional, (197)
"Thank you we enjoyed our time at your peaceful, beautiful place"
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
✦Unwind on your Oceanedge villa on Seapalm island✦
Exterior

✦Unwind on your Oceanedge villa on Seapalm island✦

9.6 out of 10, Exceptional, (29)
"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✦
Sombrero Beach Villa with Private Pool and Dock
Exterior

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (117)
"We really enjoyed our stay at this property. It’s perfect for a large family and the location was perfect. "
Sombrero Beach Villa with Private Pool and Dock
Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views

Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views

9.0 out of 10, Wonderful, (89)
"Relaxing location to soak up some Florida sun. Property was clean and as described. Nice amenities, laundry, grill, access to pool and pier/doc."
Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!
View of backyard from the walkway to the dock area. 4 chaise loungers

Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!

10.0 out of 10, Exceptional, (23)
"This property has everything you need to enjoy your stay in Marathon. It is close to restaurants and grocery stores, and you can walk to Sombrero beach daily. The heated/chilled pool welcomes you anytime, day or night. The bedrooms and ensuites provide fantastic privacy for everyone. The pool area is private and inviting, and set up for lounging and relaxation. Dennis, the property manager is super accommodating, responsive and helpful. We've been to several FLA VRBO's and this property is top...
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!
Villa 5087 on Duck Key BOAT SLIP available
Front entrance view

Villa 5087 on Duck Key BOAT SLIP available

9.4 out of 10, Exceptional, (14)
"We had a lovely weekend at Frank’s place for a birthday getaway. The unit was clean, comfortable and exactly as described. Frank is a wonderful host! Really helpful and friendly. We look forward to coming back! "
The price is AED 878
AED 2,149 total
includes taxes & fees
26 Jan - 27 Jan
Villa 5087 on Duck Key BOAT SLIP available
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Bathroom

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

8.8 out of 10, Excellent, (101)
"Enjoyed our time in Marathon. George was very responsive and helpful during our stay"
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!

9.8 out of 10, Exceptional, (6)
"This rental is absolutely beautiful and clean... better than advertised. Everything we needed was readily available. Ruth was always quick to respond with questions and advice. My family included an infant, 5 year old, teenager, adult kids, and us grand parents. We all had a blast and there was something for everyone. Marathon is a great location. Ruth, as advertised, is a great host. All the food that was provided when we arrived to the special chocolates, champagne and roses that was ordered...
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
Villa 5028 on Duck Key BOAT SLIP available
Master bedroom balcony view

Villa 5028 on Duck Key BOAT SLIP available

9.4 out of 10, Exceptional, (3)
"Great location on the water with beautiful sunset views. Plenty of room for our group. "
The price is AED 1,539
AED 2,999 total
includes taxes & fees
3 Feb - 4 Feb
Villa 5028 on Duck Key BOAT SLIP available
Villa 5034 on Duck Key Boat Slip available
Aerial view

Villa 5034 on Duck Key Boat Slip available

10.0 out of 10, Exceptional, (1)
"The Villa was perfect for our vacation. Beautiful sunsets every night. Frank was very responsive to our questions. Would stay again"
The price is AED 804
AED 2,051 total
includes taxes & fees
28 Jan - 29 Jan
Villa 5034 on Duck Key Boat Slip available
Seas the Keys Getaway
Exterior

Seas the Keys Getaway

Seas the Keys Getaway
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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Other property types in Grassy Key

Oceanfront Sandy Beach Vacation Rental Unit 1
Beach

Oceanfront Sandy Beach Vacation Rental Unit 1

9.4 out of 10, Exceptional, (107)
"Very comfortable & great location! The apartment has beautiful views & has its own beach. We enjoyed our stay & would stay there again. "
Oceanfront Sandy Beach Vacation Rental Unit 1
Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included
Pool

Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included

9.0 out of 10, Wonderful, (13)
"This is the first vacation for our three blended families. The house was just as the pictures indicated. We were able to kayak from the beach. The house was well stocked and cool when we arrived.we had a wonderful week. It is a great place to stay."
Casa De La Playa Oceanfront the Key to the Beach and 2 kayaks included
4 Keys To Paradise | 5 Bed, 3.5 Bath
Pool and Spa

4 Keys To Paradise | 5 Bed, 3.5 Bath

9.6 out of 10, Exceptional, (28)
"Very nice had a few issues with the hot tub, awesome views "
4 Keys To Paradise | 5 Bed, 3.5 Bath
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.

Frequently asked questions

How much do villas in Grassy Key cost?
Villas in Grassy Key cost between AED 804 and AED 1,539 per night. These escapes give you the privacy to enjoy your own space at a price that’s friendly to your wallet. 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 bags and pick from 69 villas in Grassy Key. For a family vacation, a getaway with friends and everything in between, Expedia can help you find your ideal stay in a few simple clicks.
Why book your villa in Grassy Key with Expedia?
Reserving a villa in Grassy Key is as simple as clicking on your travel dates and choosing the option that satisfies your needs. On the lookout for something luxurious or low cost, or a stay that also offers a kitchen and laundry? Use Expedia’s search filters to narrow your results and find your perfect match.
How can I find cheap villas in Grassy Key?
Expedia can help you easily source cheap villas in Grassy Key. Use our filter tool to select star rating, amenities and budget to refine your search and find a perfect stay in a couple of quick clicks.