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Holiday rentals in Grassy Key

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Top-rated holiday rentals in Grassy Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire home
  2. Marathon
Waterfront House with 300-ft dock, Amazing Views

Welcome to your own secluded slice of paradise! Located in one of the most desirable neighborhood in Grassy Key, our Morton Street home is truly a hidden gem, inviting you to relax and get in touch with nature in a peaceful environment, yet staying in close proximity to charming stores and restaurants in the heart of Marathon.

SUPERHOST
  1. Hotel room
  2. Marathon
Wreckers House King Room - Adults Only

Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the waters of the Florida Keys. Enjoy a sunrise view from your private balcony that overlooks the pool and ocean. These standard rooms have one king bed and one bathroom. ***This building is Adults Only*** For family-friendly options, check out our Conch House suites! *No Resort Fees, Parking Fees, or WiFi Fees!

  1. Hotel room
  2. Marathon
The Blue and Gold Macaw #18 (2nd Fl King Effic.)

Unit # 18 The Blue & Gold Macaw is high on the popularity list with our guests. It is on the second floor. This unit has a king bed with a futon, full kitchen and faces towards the water. Relax and enjoy the view out on the balcony and charcoal grills are located througout the property.

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Other great holiday rentals in Grassy Key

SUPERHOST
  1. Entire rental unit
  2. Marathon
Cozy Keys Efficiency 8a
SUPERHOST
  1. Entire home
  2. Marathon
P58 - 58039 Morton St
SUPERHOST
  1. Entire rental unit
  2. Marathon
Small Efficiency, 8b
SUPERHOST
  1. Entire home
  2. Marathon
*NEW!* Keys Hideaway~Private Pool~Grill~Tropical!
  1. Hotel room
  2. Marathon
The Stone Crab #17 (2nd Floor Efficiency)
  1. Private room
  2. Marathon
Unit 22 The Dolphin (2nd Floor 1 Bedroom Suite)
  1. Entire home
  2. Marathon
Thanksgiving Week Available Beautiful Waterfront
  1. Entire home
  2. Marathon
Gulf-Front Retreat with Private Heated Pool, Hot Tub, Boat Ramp & New Dock
  1. Entire villa
  2. Marathon
the peninsularhouse
SUPERHOST
  1. Hotel room
  2. Marathon
Conch House 2 Bedroom Suite at Grassy Flats Resort
SUPERHOST
  1. Hotel room
  2. Marathon
Humidor House King Room - Adults Only
SUPERHOST
  1. Hotel room
  2. Marathon
Wreckers House Double Queen Room - Adults Only
  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Marathon
  6. Grassy Key