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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Featured Villas in Grassy Key and around

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, (182)
"Conveniently located in the middle of the Florida keys. Beautiful house and pool. Good fishing right from the dock "
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Villa 5027 on Duck Key BOAT SLIP available
TV

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (47)
"Very clean. "
The price is €738
includes taxes & fees
3 Mar - 4 Mar
Villa 5027 on Duck Key BOAT SLIP available
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, (50)
"This lovely cottage was really clean and comfortable. Nice roomy patio. I would definitely recommend it."
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 spa tub

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
Outdoor dining

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

10.0 out of 10, Exceptional, (142)
"The location was superb and the neighborhood was quiet. Loved that we were on a canal. Place was a little dated, but very clean. Had issues with the pool, but it was resolved quickly. Owner was very responsive to phone calls. "
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
Pool

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
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, (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
Sombrero Beach Villa with Private Pool and Dock
Interior

Sombrero Beach Villa with Private Pool and Dock

10.0 out of 10, Exceptional, (118)
"Awesome place to stay. P"
Sombrero Beach Villa with Private Pool and Dock
✦Unwind on your Oceanedge villa on Seapalm island✦
Outdoor pool, a heated pool

✦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✦
Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa
A heated pool

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

9.6 out of 10, Exceptional, (67)
"Had a great time."
Relax by Sombrero Beach 21 mins away at our 2-bedroom Marathon Villa
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, (223)
"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
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

8.8 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
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!
A heated pool

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

10.0 out of 10, Exceptional, (24)
"We spent 3 weeks here and were very happy with how smoothly everything went and how nice the house was!"
Brand New Single Family 5/5 -90ft dock, pool, paddle boards, bicycles plus more!
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, (101)
"Enjoyed our time in Marathon. George was very responsive and helpful during our stay"
The price is €961
includes taxes & fees
18 Feb - 19 Feb
203 Sombrero- 4 Bedroom/3 Bath Attached Villa w/ Private Boat Dock
Bayside Home w/Shared Pool, Rooftop Terrace, Free WiFi, Gas Grill, and Views
Property grounds

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
Villa 5087 on Duck Key BOAT SLIP available
Beach towels

Villa 5087 on Duck Key BOAT SLIP available

9.4 out of 10, Exceptional, (15)
"Frank made the whole process easy and he has excellent properties that are A on the clean scale!"
The price is €741
includes taxes & fees
4 Mar - 5 Mar
Villa 5087 on Duck Key BOAT SLIP available
Villa 5034 on Duck Key Boat Slip available
TV

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 €750
includes taxes & fees
3 Mar - 4 Mar
Villa 5034 on Duck Key Boat Slip available
Villa 5028 on Duck Key BOAT SLIP available
Outdoor dining

Villa 5028 on Duck Key BOAT SLIP available

9.2 out of 10, Wonderful, (5)
"All was great!"
The price is €744
includes taxes & fees
2 Mar - 3 Mar
Villa 5028 on Duck Key BOAT SLIP available
New Listing: Waterfront Home w/ Private Heated Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
A heated pool

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!!
Oceanfront Spanish Villa: 4 bed, loft, 8 guests
Outdoor dining

Oceanfront Spanish Villa: 4 bed, loft, 8 guests

2.0 star property
10.0 out of 10, Exceptional, (1)
"Best house ever. Very friendly host and ready to please with any requests. The beds were top quality. The house is perfect for families, the kitchen is great to cook, they have games, fishing poles and is very clean. We have never seen such beautiful sunsets. Easy to get to from anywhere in the country. Marathon is a unique destination, great food, quaint and you don’t get tired of coming back every year. WE RECOMMEND THIS HOUSE."
Oceanfront Spanish Villa: 4 bed, loft, 8 guests
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
Private beach

Oceanfront Sandy Beach Vacation Rental Unit 1

9.4 out of 10, Exceptional, (108)
"Love the basically private beach, proximity to "downtown" marathon and options for outdoor activities. There is really nothing neg to say. Thanks again andrew"
Oceanfront Sandy Beach Vacation Rental Unit 1
Oceanfront Sandy Beach Vacation Rental Unit 2
On the beach, sun-loungers, beach towels

Oceanfront Sandy Beach Vacation Rental Unit 2

9.6 out of 10, Exceptional, (127)
"This is our 2nd time here at this property. Already looking forward to many more!"
Oceanfront Sandy Beach Vacation Rental Unit 2
🌇 Ocean Sunset Views with Pool and Dock 🌇
Outdoor pool, a heated pool

🌇 Ocean Sunset Views with Pool and Dock 🌇

9.2 out of 10, Wonderful, (35)
"It was peaceful "
🌇 Ocean Sunset Views with Pool and Dock 🌇
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 and 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 67 villas in Grassy Key. For a family holiday, 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.