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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Villas in Grassy Key and around

Our top choices for Grassy Key villas

Villa 5034 on Duck Key Boat Slip available
TV

Villa 5034 on Duck Key Boat Slip available

10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
The price is €509
includes taxes & fees
24 Aug - 25 Aug
Villa 5034 on Duck Key Boat Slip available
Villa 5086 on Duck Key
Fridge, microwave, oven, stovetop

Villa 5086 on Duck Key

8.6 out of 10, Excellent, (25)
"Host answered all questions promptly and is very professional "
The price is €487
includes taxes & fees
24 Aug - 25 Aug
Villa 5086 on Duck Key
Villa 7075 on Duck Key BOAT SLIP available
Property grounds

Villa 7075 on Duck Key BOAT SLIP available

9.2 out of 10, Wonderful, (29)
"Great location, incredible view just as advertised. Definitely would stay there again."
The price is €520
includes taxes & fees
24 Aug - 25 Aug
Villa 7075 on Duck Key BOAT SLIP available
Villa 5087 on Duck Key BOAT SLIP available
Beach towels

Villa 5087 on Duck Key BOAT SLIP available

9.2 out of 10, Wonderful, (18)
"Frank made the whole process easy and he has excellent properties that are A on the clean scale!"
The price is €520
includes taxes & fees
24 Aug - 25 Aug
Villa 5087 on Duck Key BOAT SLIP available
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Terrace/patio

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

The price is €980
includes taxes & fees
24 Aug - 25 Aug
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Villa 5027 on Duck Key BOAT SLIP available
On the beach

Villa 5027 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (54)
"Very clean. "
The price is €498
includes taxes & fees
24 Aug - 25 Aug
Villa 5027 on Duck Key BOAT SLIP available
Villa 5028 on Duck Key BOAT SLIP available
Outdoor dining

Villa 5028 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (7)
"Great location on the water with beautiful sunset views. Plenty of room for our group. "
The price is €485
includes taxes & fees
4 Sept - 5 Sept
Villa 5028 on Duck Key BOAT SLIP available
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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Top Grassy Key Hotel Reviews

Kingsail Resort

Kingsail Resort

10/10 Excellent
"Exceeded my expectations. We were given a complimentary upgrade to premium category with screened lanai and full kitchenette with amenities. Complimentary coffee hut on water. Very clean and well located. Had a little boat dock and fish cleaning stations. Every staff I encountered was very friendly. Pool area was clean and relaxing. Also dogs are allowed. We left a beach towel and returned an hour later and the maid had it nicely folded in the room for us. The maid waved to us as we retrieved it and drove away. I am looking forward to going back. Highly recommend for a decent lower priced option that will not disappoint. Book higher than standard room for a better experience in accommodations. Very cute small property. "
Connie 1-night trip
Posted 6 hours ago
Kingsail Resort

Frequently asked questions

How much do villas in Grassy Key cost?
Prices for villas in Grassy Key range between €498 and €498 per night. Whatever your budget, you'll find a place that fits your needs on Expedia. 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 suitcase and pick from 82 villas in Grassy Key. For a family escape, a getaway with pals or anything in between, Expedia can help you find the perfect space in a few simple clicks.
Are there any family-friendly villas in Grassy Key?
Take the crew to Waterfront Luxury Villa - 14 - - 3 Bedroom Townhouse and make your getaway to Grassy Key a relaxing one. This family-friendly villa has a 3-star rating and amenities like a barbecue grill and an oven. Once you've checked in and unpacked your bags, there are tons of family-friendly attractions to see in and around Grassy Key. Coco Plum Beach and Crane Point Museum and Nature Centre guarantee a good time for young and old.