Search Vacation Homes in Grassy Key

Compare 1039 Vacation Homes in Grassy Key with updated reviews, rates, and availability.

Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (123)
"Clean, quiet. Balcony to the sea was a big plus. Everything was excellent."
The price is AED 584
AED 1,167 total
includes taxes & fees
18 Nov - 19 Nov
Aqua Lodge Rentals At Coconut Cay
Florida Keys vacation home, Family sized and pet friendly home with a pool!
10.0 out of 10, Exceptional, (2)
"Place was awsome,was as advertised didnt want to go back home"
Florida Keys vacation home, Family sized and pet friendly home with a pool!
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed
10.0 out of 10, Exceptional, (10)
"Rented for 2 weeks and overall really enjoyed the house. Decent dock for boat and location for ocean was very close. Clubhouse is nice and enjoyed the pool. Short walk to watch the sunset. Property manager was spot on and quick response if you needed anything. Would definitely stay again."
Key Colony Home with Dock and Cabana Club Access- Pets Welcomed
The BeachComer ~ Paradise in the Florida Keys!
9.8 out of 10, Exceptional, (245)
"The house was really nice. The Comers have been so nice to work with. The house had everything we needed. I recommend the place highly. "
The BeachComer ~ Paradise in the Florida Keys!
Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal
9.6 out of 10, Exceptional, (140)
"This house was perfect for our week stay in the Keys! The inside is actually bigger than the pictures make it look. Updated and clean, we enjoyed our stay!"
Relax and Enjoy Keys Style 3BR /3 B W/ Heated Pool and Canal
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
10.0 out of 10, Exceptional, (6)
"I have stayed at lots of places..this one is by far my best one....great access to the ocean ...great home with all the amenities an short jaunt to vaca cut....I will be making this my go to place from now on"
FL Keys - Marathon, FL - 3bd and 4ba - salt water pool - boat dock - sleeps 8
Breathtaking big waterfront home with private pool!
9.8 out of 10, Exceptional, (53)
"Perfect set up to rent a boat and fish the Atlantic. "
Breathtaking big waterfront home with private pool!
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches
9.4 out of 10, Exceptional, (6)
"This unit was perfect for our group. We traveled with our 2 teenage kids, my mom and our small dog. Love that this property accommodated our 4-legged family member! The unit was clean and updated. The beds were very comfortable. It was super convenient having our boat right out back behind the unit. We would definitely stay here again!"
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
9.6 out of 10, Exceptional, (74)
"Key Colony Beach community is very welcoming, everyone is very nice. We loved going to the Cabana Club, Just relaxing by the pool and listening to the waves. Research"
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
Villa with Dock Village at Hawks Cay
9.8 out of 10, Exceptional, (126)
"The owners are 5 star! The villa is conveniently located to the main Hawks Cay lodge as well as the Angler & Ale Restaurant and docks. The unit is clean, comfortable and accommodates 4 adults with everything you need for a relaxing, fun filled getaway. If you plan ahead, like we always do when coming to the Keys, I suggest you stop at Publix and stock up on any food, drinks and extras (shampoo, laundry detergent, dishwasher tabs, etc) that you may want while on property as it’s about a 25 min...
Villa with Dock Village at Hawks Cay
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
9.6 out of 10, Exceptional, (18)
"Very happy with our stay. Celebrated our 10 year wedding anniversary. Relaxing, quiet, peaceful, and welcoming. Would definitely stay again. Loved the use of the kayaks."
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
Blue Paradise 5bed/5bath Brand New Build with Private Pool
9.8 out of 10, Exceptional, (28)
"Everything about our stay was perfect!"
Blue Paradise 5bed/5bath Brand New Build with Private Pool
FL Keys Waterfront Heated Pool Home w/ 60 Feet of Dockage & Tiki Hut
10.0 out of 10, Exceptional, (76)
"We enjoyed our stay. The dock easily accommodated our 39 foot vessel and the location was an easy 5 minute ride on island taxi anywhere you wanted to go. The airport was not an issue and the house was in great condition with plenty of amenities and great communication with the property manager. I would definitely book here again. "
The price is AED 1,084
AED 3,353 total
includes taxes & fees
6 Dec - 7 Dec
FL Keys Waterfront Heated Pool Home w/ 60 Feet of Dockage & Tiki Hut
Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!
9.8 out of 10, Exceptional, (9)
"Great property, clean and well kept. Boat ramp and dock make it a perfect place for a family boating vacation. Pool was perfect to relax in the afternoon after a day out on the water. Great communication from owner, easy and fun stay."
Dock, Pool, FREE RAMP, Kayaks, Jacuzzi, Amazing Ocean Views Pets are Welcomed!
2020 built 4-bedroom house in Marathon, with Dock and Pool
2.0 star property
2020 built 4-bedroom house in Marathon, with Dock and Pool
Waterfront Key Colony Beach Home w/ Golf Cart!
2.0 star property
Waterfront Key Colony Beach Home w/ Golf Cart!
Soulshine Cottage- Close to everything you need in Marathon
9.8 out of 10, Exceptional, (18)
"The process was seamless. The cottage was very clean, nicely updated and for us, it was a great location. The only problem that I had.....the beds are very high and I'm short, so getting on them was a little tricky for me! LOL Definitely will be back again!"
Soulshine Cottage- Close to everything you need in Marathon
Salty Kisses Beach House
9.8 out of 10, Exceptional, (7)
"Put my granddaughters and daughter and son-in-law to celebrate granddaughters graduation. First time in the keys. The house was fabulous.The view from the living kitchen area spectacular. Highly recommend this place."
Salty Kisses Beach House
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
9.8 out of 10, Exceptional, (105)
"We loved everything about our stay. Perfect location, very quiet, lots of restaurants close by. The house was very clean, organized and offered everything we needed to enjoy our stay. The pool, hot tub, bar area and private fishing dock were very nice and well maintained. Also the commercial ice maker was a bonus! The owner provided excellent communication before and during our stay. There was a tropical storm while we were there and they checked on us to make sure we were ok and had everything...
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
Oceanfront Private Gated Home Gulf side w/ Pool, Spa, Private Boat Ramp & Dock
9.8 out of 10, Exceptional, (160)
"This home is perfect for an active family. We enjoyed meals on the porch deck and evenings on the dock. We snorkeled, we kayaked, we paddle boarded, all right off the dock. This place is a great place for a casual, adventurous family vacation with no need to leave the home to experience all the natural beauty the keys has to offer. "
Oceanfront Private Gated Home Gulf side w/ Pool, Spa, Private Boat Ramp & 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.
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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.