Holiday Homes in Grassy Key
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Our top choices for Grassy Key holiday homes
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
9.6 out of 10, Exceptional, (46)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
candi b.
The price is NZ$1,102
includes taxes & fees
11 Jan - 12 Jan 2026
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BADuck Key
9.4 out of 10, Exceptional, (32)
"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "
Natasha A.
The price is NZ$1,059
includes taxes & fees
4 Jan - 5 Jan 2026
Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Tiny Villa, Big Ocean Views| Breathtaking SunsetsDuck Key
10.0 out of 10, Exceptional, (13)
"Beautiful views. Very nice accommodations. Wonderfull location!"
michael h.
The price is NZ$1,114
includes taxes & fees
7 Jan - 8 Jan 2026
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BADuck Key
8.4 out of 10, Very good, (10)
"Unit was very clean and had everything we needed"
Vanessa L.
The price is NZ$1,169
includes taxes & fees
12 Jan - 13 Jan 2026
Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!
Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!Marathon
The price is NZ$1,754
includes taxes & fees
11 Jan - 12 Jan 2026
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip availableDuck Key
The price is NZ$2,457
includes taxes & fees
7 Jan - 8 Jan 2026
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!Marathon
10.0 out of 10, Exceptional, (159)
"We enjoyed our weekday stay! Please note the Cabana Club pool is 10 - 15 minutes away from the property, it’s not in Hawk’s Cay. Otherwise we enjoyed our stay. We ended up using the cabana pool everyday on our trip. "
Rachel A.
The price is NZ$2,053
includes taxes & fees
14 Jan - 15 Jan 2026
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon requestDuck Key
9.2 out of 10, Wonderful, (5)
"The villa is in a great location, and has a very private and secluded feeling to it when inside and around the pool. We had a great time, the villa met and exceeded or expectations, there were 6 of us staying there and the age ranges were from 27 to 64, we rented a charter boat out of marathon so the villa location was perfect.Thank you very much for such a great place to stay, we will try and stay here again if we come back down."
Kevin J.
The price is NZ$2,527
includes taxes & fees
12 Jan - 13 Jan 2026
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.
Top Grassy Key Hotel Reviews
Rainbow Bend Resort
10/10 Excellent
Find out more about Grassy Key
Grassy Key Holiday Homes information
Number of reviews | 211 |
|---|---|
Accommodation | 1293 Holiday Homes |
Lowest Price | NZ$1,059 |
Highest Price | NZ$2,527 |
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