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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Featured Villas in Grassy Key

Waterfront Luxury Villa With Sunset Views And Boat Slip 3 Bedroom Villa by RedAwning
Outdoor dining

Waterfront Luxury Villa With Sunset Views And Boat Slip 3 Bedroom Villa by RedAwning

3.0 star property
Waterfront Luxury Villa With Sunset Views And Boat Slip 3 Bedroom Villa by RedAwning
Turtle Nest Estate in Islamorada
Room

Turtle Nest Estate in Islamorada

2.0 star property
Turtle Nest Estate in Islamorada
Safe Harbor Marathon
Outdoor pool, open 9:00 AM to 5:30 PM, pool umbrellas, sun loungers

Safe Harbor Marathon

3.0 star property
Safe Harbor Marathon
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

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Very good"
Isabel 3-night trip
Posted 2 days ago
Tranquility Bay Beachfront Hotel and Resort

Frequently asked questions

How much do villas in Grassy Key cost?
Prices for villas in Grassy Key range between and 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 2 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 Center guarantee a good time for young and old.