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Compare 1300 Vacation Homes in Grassy Key with updated reviews, rates, and availability.

Aqua Lodge Rentals At Coconut Cay
Aqua Lodge Rentals At Coconut Cay
9.6 out of 10, Exceptional, (155)
The price is AED 988
AED 1,682 total
includes taxes & fees
20 Apr - 21 Apr

Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!
Dragonfly Lite – A tropical oasis with your own heated saltwater pool to enjoy!
10.0 out of 10, Exceptional, (84)

Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
Coral Lagoon Single Family Home 3bed/2.5bath with 40' Boat Slip w/ Power + Water
9.8 out of 10, Exceptional, (93)

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
10.0 out of 10, Exceptional, (167)

COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
10.0 out of 10, Exceptional, (34)

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25
10.0 out of 10, Exceptional, (81)

2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays
2499 Rental Rate ANY WEEK March-Aug 2025 fees and taxes add, except holidays
9.6 out of 10, Exceptional, (118)

VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach
VR65 Beach Nuts | 4 Bed, 2 Bath Next to Sombrero Beach
9.6 out of 10, Exceptional, (46)
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

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
9.2 out of 10, Wonderful, (40)

Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards
9.0 out of 10, Wonderful, (24)

Breeze On Inn: A Waterfront Retreat with 2 Bedrooms 2 bathrooms and Dockage
Breeze On Inn: A Waterfront Retreat with 2 Bedrooms 2 bathrooms and Dockage
8.6 out of 10, Excellent, (9)
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.
Recent reviews of Grassy Key hotels
Recent reviews of Grassy Key hotels

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
5/5 Excellent
"Lovely! Friendly, accommodating staff! Beautiful property- highly recommend "
A verified traveler stayed at Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Posted 1 day ago