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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Featured Resort in Grassy Key

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Exterior

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
9.0 out of 10, Wonderful, (1349)
"Always enjoyable"
The price is AU$502
includes taxes & fees
30 Mar - 31 Mar
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Lime Tree Bay Resort
Exterior

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1039)
"We had a lovely large room with a private balcony on the third floor. The sunset was over the water directly in front of us. A nice beach restaurant right next door. A few miles drive north to other Islamorada attractions. Two thumbs way up !"
The price is AU$570
includes taxes & fees
14 Mar - 15 Mar
Lime Tree Bay Resort
Villas At Hawks Cay Resort
5 outdoor pools, pool cabanas (surcharge), pool umbrellas

Villas At Hawks Cay Resort

4.0 star property
8.6 out of 10, Excellent, (56)
"We liked that everything was in walking distance from our villa. The cleanliness of resort and friendliness of the staff was great. What we didn’t like was that a freezer was never fixed properly and the queen bed was terribly uncomfortable. The tv in the second bedroom we were never able to get to work due to not being able to access the proper channel. The hot water ran out in the shower after one shower which was a downfall when you have more than one person to get ready. Overall very nice...
Villas At Hawks Cay Resort
Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
9.2 out of 10, Wonderful, (12)
"Loved it"
Matecumbe Resort
*Personal Private Resort* W/ Kayaks, Bikes, Pool, Hot Tub, Volleyball & Tiki Bar
Outdoor pool, a heated pool

*Personal Private Resort* W/ Kayaks, Bikes, Pool, Hot Tub, Volleyball & Tiki Bar

9.6 out of 10, Exceptional, (4)
"Absolutely GORGEOUS!!! Central location to many fun activities, beaches and Key West faboulous food, or just lounge in the BEAUTIFUL pool the landscaping was very tropical,relaxing and the husband said GORGEOUS day or night. Tiki bar was a hit with all !!! Outside fridge...WOW..we all enjoyed the bikes, beach chairs and kayaks. I could go on and on the family had a wonderful time...looking forward to booking again !!"
*Personal Private Resort* W/ Kayaks, Bikes, Pool, Hot Tub, Volleyball & Tiki Bar
Keys Villa
Beach

Keys Villa

10.0 out of 10, Exceptional, (6)
"Wonderful place to stay. It was quiet with a private beach. Just what we were looking for. "
Keys Villa
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Beach

2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

8.0 out of 10, Very good, (1)
"We enjoyed our stay here, although units are older and do need some sprucing up.It was nice to have a beach onsite, as well as a heated pool, the use of (older) bikes and kayaks. We were only a few miles from the action of Islamorada, including restaurants, tourist attractions, shopping, breweries"
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL
Property No Longer Available
Beach

Property No Longer Available

Property No Longer Available
The Hammocks- Marathon Paradise
Beach

The Hammocks- Marathon Paradise

The Hammocks- Marathon Paradise
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

Waterfront Beauty 8-guests, Dock, Kayaks and more
Marina

Waterfront Beauty 8-guests, Dock, Kayaks and more

10.0 out of 10, Exceptional, (7)
"Wow! We enjoyed this beautiful home and had everything we could possibly need. The house has more than you need and it is clean and the beds are very comfortable. All the furniture was comfortable and the outdoors are amazing. I can’t describe just how special this home feels. I would highly recommend."
Waterfront Beauty 8-guests, Dock, Kayaks and more
🌇 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, (36)
"Great property, loved the pool,screened porch, pier for fishing and just great views, Host was great. We locked ourselves out once and he sent somebody to resolve the issue in less than 10 minutes.Place is kind of "Old School"but it was right for us. Gives of a good classic Keys Vibe,"
🌇 Ocean Sunset Views with Pool and Dock 🌇
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, (130)
"Nice comfortable rental, as described not a swimming beach but great views over the Atlantic. Great mid Keys location. Owner responded to the few problems that we had. Nice birding right across the highway in some backwater ponds!"
Oceanfront Sandy Beach Vacation Rental Unit 2
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.