Grassy Key Holiday Rentals

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Holiday Rentals in Grassy Key

Oceanfront Sandy Beach Vacation Rental Unit 1
9.4 out of 10, Exceptional, (104)
"Such a wonderful location and property. Great for exploring the keys. Very comfortable and nicely decorated. Lovely folded towels at the start of our stay was a beautiful touch. Very quiet and plenty of lovely restaurants and attractions nearby. We would love to stay again! Thank you Wluld"
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
Beachfront 8-bedroom villa just a short walk to Coco Plum Beach
9.8 out of 10, Exceptional, (85)
"Can’t wait to return. Thanks for providing the perfect venue to reconnect as a family."
Beachfront 8-bedroom villa just a short walk to Coco Plum Beach
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1133)
"Large rooms, clean, quiet."
The price is AU$303
includes taxes & fees
24 Nov - 25 Nov
Skipjack Resort & Marina
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (124)
"Clean, quiet. Balcony to the sea was a big plus. Everything was excellent."
The price is AU$513
includes taxes & fees
2 Dec - 3 Dec
Aqua Lodge Rentals At Coconut Cay
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (92)
"Spent most of a week in one of the houseboats, it was super clean and comfortable. It was a real nice alternative to a hotel room, fun to watch the fish and manatee from the balcony and the view was awesome too, we will return!"
Yacht Haven Marina
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1064)
"Place is clean and safe and close to local bars and restaurants "
The price is AU$195
includes taxes & fees
5 Dec - 6 Dec
Knight's Key Suites
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (745)
"Great place. Clean rooms and great staff. Thanks for the hospitality. Highly recommended "
The price is AU$147
includes taxes & fees
5 Dec - 6 Dec
Tropical Cottages
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (22)
"Very quiet easy access,on the water free kayak and bike use will definitely stay here again only hour drive to key west but way more reasonable."
Cabins at Bonefish Bay
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
9.4 out of 10, Exceptional, (184)
"Beautiful beach view. Turquoise blue water. Close to a lot of fun things to see, like the Dolphin Research Center and the Sea Turtle Hospital. "
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
9.6 out of 10, Exceptional, (38)
"The property is right on a beach, although the beach is not great. Small and it was muddy and weedy when we were there, but it might have been due to the waves. The bungalow was clean and spacious. The only draw back is that the bathrooms are located upstairs and you have to climb circular stairs."
PF Pool Beach Kitchen Sleep 6, Hot Tub W&D Marina WiFi Parking
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis
9.6 out of 10, Exceptional, (17)
"We enjoyed our stay at the keys. The pool was amazing! My favorite spot was sitting under the coconut tree gazing out over the ocean and watching the sunset."
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina
10.0 out of 10, Exceptional, (126)
"We enjoyed our stay at Coral Lagoon #12. The property was everything advertised. The townhome had comfortable beds, plenty of seating, and a nice kitchen with all the right pots and pans. We were able to keep the boat we rented right in front of the condo at no extra charge. There were good places to eat near by and it was a short drive to Key West. All in all a good trip."
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina
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
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
OPEN WATERFRONT [not canal] HOUSE [not duplex] Snorkel right from your backyard
9.0 out of 10, Wonderful, (17)
"We had a wonderful stay! Juan was a great hist. He kept in contact with us a week before the stay and gave us updates on the property. The house was comfortable and perfect for our needs. I have stayed in several vacation homes and I will stay this is the MOST well stocked home ive ever stayed in. Juan thought of everything. Even down to a beach umbrella and pool noodles. My only complaint (which is not the fault of the host) is the floating dock was damaged prior to our arrival and had to be...
OPEN WATERFRONT [not canal] HOUSE [not duplex] Snorkel right from your backyard
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
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
9.4 out of 10, Exceptional, (73)
"It was nice having the beach and pool to go to. Lots of seaweed though. Good location and food close by"
KA Beach, dock, Pool, Kitchen, Tennis, Hot Tub, tropical paradise
Vibrant, waterfront retreat with WiFi, balcony & dock access
8.4 out of 10, Very good, (11)
"Great place "
Vibrant, waterfront retreat with WiFi, balcony & dock access
Canal-front condo with amazing views & convenient location
8.6 out of 10, Excellent, (39)
"Everything we needed"
Canal-front condo with amazing views & convenient location
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 types of properties in Grassy Key you may be interested in

Rainbow Bend Resort
2.5 star property
8.2 out of 10, Very good, (531)
"The Hieaway Cafe on premise is the reason to stay here. It was cute and fabulous "
The price is AU$309
includes taxes & fees
8 Dec - 9 Dec
Rainbow Bend Resort
Gulf View Waterfront Resort
2.5 star property
8.6 out of 10, Excellent, (373)
"Last minute booking . Right on the water few miles out of town. Friendly staff great warm clean pool . Sea views peaceful. Comfortable room clean . Kitchen for extra convenience . Great spot all good highly recommended - would stay again !!"
The price is AU$148
includes taxes & fees
2 Dec - 3 Dec
Gulf View Waterfront Resort
Grassy Flats Resort & Beach Club
2.5 star property
9.4 out of 10, Exceptional, (205)
"We really love the place the room have a beautiful view yo the beach i highly recommended."
The price is AU$275
includes taxes & fees
2 Dec - 3 Dec
Grassy Flats Resort & Beach Club
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.
Beautiful view of the beach with palm trees

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