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Compare 70 Villas in Grassy Key with updated reviews, rates, and availability.

Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
8.8 out of 10, Excellent, (44)
"Great stay. The location was perfect and the sunsets were gorgeous."
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
9.8 out of 10, Exceptional, (144)
"This place is amazing! Everything was perfect, didn’t have to worry about anything the whole weekend but having a great time. Owner was amazing and very helpful throughout our stay. Amazing views, house was awesome just all around A+. Definitely going back soon. "
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
9.6 out of 10, Exceptional, (45)
"We had a great stay with our family! The beach, pool, and tennis court were amazing! The condo was spacious, had plenty of amenities, beautiful surroundings, and we loved the wraparound patio! The on-site laundry and free parking were a bonus…loved how beautiful and relaxing the location was after adventures during the day!"
KE Arrive any day, pool on beach, full Kitchen, W/D, Parking, Docks, balcony,
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
8.8 out of 10, Excellent, (220)
"This was a fantastic property for two couples looking for a long weekend getaway. The location was fantastic - easy drive to Marathon, walking distance to Hawks Cay’s public restaurant and marina, private access to the canal. The private pool was big enough for four adults to cool off from the Florida sun and humidity. A great stay!"
Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC
Villa 5027 on Duck Key BOAT SLIP available
9.6 out of 10, Exceptional, (43)
"Great view "
The price is AED 657
AED 1,882 total
includes taxes & fees
7 Nov - 8 Nov
Villa 5027 on Duck Key BOAT SLIP available
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
10.0 out of 10, Exceptional, (136)
"We have stayed there the last two years. We love the location, and the outside setting. We plan on making it many more memories there"
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
10.0 out of 10, Exceptional, (174)
"Great trip"
DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included
Florida Keys | Exclusive Resort Amenities | 4BR
Florida Keys | Exclusive Resort Amenities | 4BR
COZY COTTAGE WITH PRIVATE DIPPING POOL OVERLOOKING BLUE WATER LAGOON
9.6 out of 10, Exceptional, (65)
"Spent a relaxing few days with my sister, for some much needed girl time. Everything went so smoothly and Deborah was very responsive and easy to work with. The unit was just as described and the grounds were very well maintained."
COZY COTTAGE WITH PRIVATE DIPPING POOL OVERLOOKING BLUE WATER LAGOON
Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
10.0 out of 10, Exceptional, (55)
"The property was spot on perfect, and Ruth and Tracy are absolutely amazing. I would strongly recommend having them cook for you, the dinner and brunch were remarkable. Thank you both for making our trip the best it could be."
Luxe Waterfront Retreat-2 Pools-Beach-Spa-Dock-Bar
Florida Keys, private wellness enjoyment with two private hot tubs
8.8 out of 10, Excellent, (5)
"The house was beautiful and in a great spot. We loved the hot tub and community pool and the sitting area under the house. It was a great place to stay during our week in the Keys and we will definitely book again if we go back."
Florida Keys, private wellness enjoyment with two private hot tubs
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
10.0 out of 10, Exceptional, (195)
"Loved the property and the Marina folks were excellent. Owners were very responsive, not so much for their managers though. Called them three times, left two VMs and no one ever called us back. The place is wonderful though..."
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
9.6 out of 10, Exceptional, (37)
"Awesome place, clean and quite. Close to many nice places to eat. Booking for next year. "
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
9.8 out of 10, Exceptional, (46)
"Awesome no location to enjoy all the keys. Not alot to do there but very nice and peaceful. The only issue was tge dipping pool wasnt clean. Other than that awesome stay."
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
Villages at Hawks Cay Villa with Spa
10.0 out of 10, Exceptional, (206)
"The property was great, very clean, well appointed, and comfortable. It was not crowded and extremely quiet (end of October). My only complaint is that I was planning to sit on the dock with my fishing rod and a bucket of shrimp. Unfortunately the dock directly in front of the property is closed off. Not much of a problem as a short walk gets you to a large section that was open and accessible. BTW - Brenda, the property manager, was GREAT!!!"
Villages at Hawks Cay Villa with Spa
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
9.8 out of 10, Exceptional, (65)
"Loved the property and had a great time but the luxury in the listing was not there. The biggest issue being the pergola in the pictures was gone and replaced with a single umbrella. The string lights in the backyard were broken and the majority of items were powered by extension cords laying on the ground, many with tripped breakers. The pool/hot tub was unable to be controlled and we needed to text someone whenever we wanted a change. The outdoor cinema experience was a projector in a box that...
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
✦Unwind on your Oceanedge villa on Seapalm island✦
9.6 out of 10, Exceptional, (28)
"Great place to stay, Recommend 100%. Will try to return. The master bedroom no longer has a fireplace. The view was better without it in the way. Maybe remove the picture with it in there."
✦Unwind on your Oceanedge villa on Seapalm island✦
Waterfront Duck Key Villa
9.4 out of 10, Exceptional, (55)
"We loved our stay. It was so clean and absolutely stunning. Would absolutely stay there again next trip!"
The price is AED 1,837
AED 3,724 total
includes taxes & fees
6 Nov - 7 Nov
Waterfront Duck Key Villa
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
10.0 out of 10, Exceptional, (152)
"Duck Key/Marathon has been our home away from home for over 30years now; This particular home suited our family of (4) well and included most of the amenities that we seek out for our comfort and convenience. Any issue that we were faced with, Mari did her best to accommodate us as best she could. As avid fisherman, my husband loved the cleaning station with running water, great lighting, and the outdoor shower was amazing. Home was very clean and comfortable. Decor inside the home was very...
DUPLEX IN DUCK KEY, 2 Bedroom /2 Bath w/40' Dock, Trailer Storage Incl.
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
9.8 out of 10, Exceptional, (45)
"Wonderful house close to the beach. The pool and tiki hut were great and it was nice to be able to get out of the sun. It was great for a multi generational family vacation."
Canal Front, Tiki Hut w/TV, Private Pool, Beach!
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
9.4 out of 10, Exceptional, (103)
"Me and the wife absolutely loved our stay "
Oceanfront Sandy Beach Vacation Rental Unit 1
4 Keys To Paradise | 5 Bed, 3.5 Bath
9.6 out of 10, Exceptional, (25)
"The house was large and very clean. We had three families staying with 10 total people and we never felt cramped. Wouldn't hesitate to stay here again."
4 Keys To Paradise | 5 Bed, 3.5 Bath
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1129)
"Excellent front desk"
The price is AED 657
AED 855 total
includes taxes & fees
10 Nov - 11 Nov
Skipjack Resort & Marina
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 657 and AED 1,837 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 70 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?
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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.