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Vacation rentals in Florida Keys

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Florida Keys

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

SUPERHOST
  1. Entire condo
  2. Marathon
Tropical Paradise ~ The Reef Marathon, 2BR Villa!

The Reef at Marathon is situated right in the center of the Florida Keys within an exciting, family-oriented island community. Whether visiting to experience the world-class fishing opportunities or simply to lounge under the radiant Florida sunshine, you are sure to love your time at The Reef at Marathon! Each unit at The Reef at Marathon is a standalone villa that includes 2 BR/2 BA, private balcony, a full kitchen, and a washer & dryer. Free Wi-Fi, and parking.

SUPERHOST
  1. Entire rental unit
  2. Key Largo
Escape to the Seaside - Pulpo Cottage

Our one bedroom studio features a queen size bed and living areas, giving you the space and comfort to relax, sleep and eat. Set yourself up in a large studio with private entrance. The suite provides all the comforts of home. Unpack and stretch out in a stylish suite with a sofa, flat screen TV, complimentary Wi-Fi and premium cable programming or explore all the Keys have to offer. Here, you’ll have everything you need, because to us it’s not a temporary accommodation, it’s your home.

SUPERHOST
  1. Entire guesthouse
  2. Key West
Pelican Cottage

Small cottage on property. Perfect for a Month long Key West getaway.

Holiday rentals for every style

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Stay near Florida Keys's top sights

Photo of Mallory Square
Mallory Square34 locals recommend
Photo of John Pennekamp Coral Reef State Park
John Pennekamp Coral Reef State Park110 locals recommend
Photo of Bahia Honda State Park
Bahia Honda State Park61 locals recommend
Photo of Fort Zachary Taylor
Fort Zachary Taylor22 locals recommend
Photo of Sombrero Beach
Sombrero Beach41 locals recommend
Photo of Florida Keys Outlet Marketplace
Florida Keys Outlet Marketplace20 locals recommend

Other great holiday rentals in Florida Keys

SUPERHOST
  1. Entire condo
  2. Key Colony Beach
Beachside Unit 28 - Private Beach, Pool & Paradise
  1. Entire home
  2. Key Largo
Heart & Soul of Key Largo. 2/1 house
SUPERHOST
  1. Entire condo
  2. Islamorada
Resort with Private Beach & Gorgeous Sunsets!
SUPERHOST
  1. Entire condo
  2. Key Colony Beach
Beachside Unit 39 Tiki Huts, Private Beach & Pool
  1. Entire rental unit
  2. Marathon
Standard King One Bedroom Suite
SUPERHOST
  1. Entire cottage
  2. Islamorada
Ocean Front Cottage
SUPERHOST
  1. Entire rental unit
  2. Key Largo
Escape to the Seaside - Manta Cottage
SUPERHOST
  1. Entire home
  2. Marathon
Waterfront Hideaway
SUPERHOST
  1. Entire home
  2. Marathon
Private waterfront sleeps 10 dock heated pool pets
SUPERHOST
  1. Entire condo
  2. Key Colony Beach
Beachside Unit 14 -Tiki Huts, Beach, Pool...Oh My!
SUPERHOST
  1. Private room
  2. Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
  1. Entire home
  2. Marathon
NEW LISTING! Dog-Friendly, Oceanfront Home w/Private Pool and Hot Tub!