Find hotels in Grassy Key, FL from ￥11,684

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May 13 - May 14
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May 14 - May 15
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May 17 - May 19
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May 24 - May 26

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Compare 2,179 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Towels
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
9.8 out of 10, Exceptional, (8)
"Perfect location and the kayaks we’re awesome. Clean and neat. Couldn’t have asked for anything more"
Waterfront villa with 5 kayaks, covered deck, washer/dryer, & AC
Outdoor pool
Palm Villa May dates available
9.8 out of 10, Exceptional, (123)
"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...
Palm Villa May dates available
Beach
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
9.8 out of 10, Exceptional, (42)
"Love Duck Key!"
Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views!
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Property grounds
Villa 5054 on Duck Key BOAT SLIP available
9.8 out of 10, Exceptional, (36)
"My husband and I traveled with our son (6) for our first Keys trip the first week of April. The rental was comfortable with a full kitchen for our own cooking and everything was clean. The view is perfection and the deck is steps away from the water. We were able to fish and enjoy the beautiful sunsets right outside the place. The location is quiet enough with alot of families but close to shops and restaurants. We will definitely be back and Frank was easy to contact. Great adventure!"
The price is ￥37,231
￥91,598 total
includes taxes & fees
May 14 - May 15
Villa 5054 on Duck Key BOAT SLIP available
Property grounds
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
9.8 out of 10, Exceptional, (55)
"Enjoyed the location everyone at this location was very friendly, the views and sunrises were beautiful. The unit could use a new mattress but enjoyed the stay."
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
4.0 star property
9.6 out of 10, Exceptional, (35)
"My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!"
The Islands of Islamorada
Pool
2-BEDROOM 3 BATH 299nt + Pool on BLUE LAGOON. SLEEPS 6
9.6 out of 10, Exceptional, (32)
"Great property, excellent location, very well maintained. Enjoyed our stay, Marc was very easy to work with, excellent communication and very responsive. My only criticism is the bathrooms are a bit small, but everything else was perfect."
2-BEDROOM 3 BATH 299nt + Pool on BLUE LAGOON. SLEEPS 6
Exterior
Grassy Flats Resort & Beach Club
2.5 star property
9.4 out of 10, Exceptional, (160)
"Stunning property. Relaxing and quaint. "
The price is ￥67,959
￥76,454 total
includes taxes & fees
May 16 - May 17
Grassy Flats Resort & Beach Club
Property grounds
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (350)
"Loved our stay! Unique property, we will be back again! Thank you!"
The price is ￥42,345
￥72,466 total
includes taxes & fees
May 29 - May 30
Casa Morada
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (955)
"Beautiful place to get away with your family"
The price is ￥31,000
￥42,276 total
includes taxes & fees
Jun 2 - Jun 3
Pines & Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels
Cheeca Lodge & Spa
4.0 star property
9.0 out of 10, Wonderful, (1009)
"Beautiful property"
The price is ￥46,578
￥62,041 total
includes taxes & fees
Jun 10 - Jun 11
Cheeca Lodge & Spa
Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1317)
"This was my first time in the Keys and this hotel did not disappoint. The property is beautiful, staff is super friendly and helpful and the location is perfect if you’re planning on checking out other islands. Islamorada is just under 2 hours from Key West so it’s easily drivable. I would absolutely stay here again. "
The price is ￥31,000
￥41,107 total
includes taxes & fees
May 19 - May 20
Chesapeake Beach Resort
3 outdoor pools, cabanas (surcharge), pool umbrellas
Islander Resort
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Absolutely beautifully appointed room and patio. Our family loves this resort. "
The price is ￥42,248
￥56,117 total
includes taxes & fees
May 19 - May 20
Islander Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
3.0 star property
9.0 out of 10, Wonderful, (1004)
"We loved Drop Anchor! The property was perfect! The location, clean, quiet, beach, heated pool, tiki huts with adirondeck chairs and hammocks. Exactly, what we were looking for and thoroughly enjoyed."
The price is ￥23,819
￥32,249 total
includes taxes & fees
May 16 - May 17
Drop Anchor
Outdoor pool, pool umbrellas, sun loungers
Islander Bayside Villas and Boatslips
3.5 star property
9.0 out of 10, Wonderful, (335)
"Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger...
The price is ￥49,725
￥64,529 total
includes taxes & fees
May 19 - May 20
Islander Bayside Villas and Boatslips
Fridge, microwave, oven, stovetop
Two-story waterfront condo with patio, balconies & boating
9.0 out of 10, Wonderful, (87)
"Great location…big boats up and down canal… clean and well stocked with what we needed for our 3 day stay… FYI though..bedrooms and bathrooms are on the second level.,, I didn’t catch that in the listing."
Two-story waterfront condo with patio, balconies & boating
View from property
La Jolla Resort
2.5 star property
8.8 out of 10, Excellent, (893)
"Nice room. Loved the dock and pool area. "
The price is ￥24,769
￥27,866 total
includes taxes & fees
May 16 - May 17
La Jolla Resort
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (324)
"Super Clean rooms, nice staff, TV was basic, easy on -off highway. Nice restaurants within walking distance. "
The price is ￥26,483
￥29,793 total
includes taxes & fees
May 14 - May 15
Sands of Islamorada
Aerial view
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"It was excellent, but could use a microwave in room"
The price is ￥59,478
￥75,500 total
includes taxes & fees
May 16 - May 17
La Siesta Resort & Villas
View from property
Edgewater Lodge
2.5 star property
8.6 out of 10, Excellent, (710)
"This was my 4th stay at the hotel. I gave this location a 5 star, it has everything I needed for a bae cation. Quiet and peaceful. If you need to get away for the world this is the perfect spot. No complaints hear 💕💕💕 Edgewater lodge"
The price is ￥44,249
￥49,779 total
includes taxes & fees
May 16 - May 17
Edgewater Lodge
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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.