Book Luxury Monthly Rentals in Key West

We selected the 540 homes worth renting in this location

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Home spotlights in Key West

Key Lime Delight

Key Lime Delight

  • 16 guests

  • 5 bedrooms

Key Haven, Key West

Just minutes from the heart of Key West, this home is a laid-back waterfront escape with room for the whole crew. Five bedrooms, including a playful bunk room, make this home ideal for families and groups, while the open-plan layout keeps everyone connected.

Dream Escape

Dream Escape

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Step off the dock and straight into holiday mode — this waterfront retreat is made for easygoing island days. Set in a gated community with its own private marina, you can moor your boat just steps from the door.

Rockpool

Rockpool

  • 8 guests

  • 4 bedrooms

Victoria Park, Fort Lauderdale

Located in the residential area of Victoria Park in Fort Lauderdale, this convenient spot offers the ideal set-up to those seeking a holiday by the beach not far from Miami. With plenty of workspaces and high-speed wi-fi here, it also suits those in town on workcations.

Palm to Palm

Palm to Palm

  • 8 guests

  • 4 bedrooms

Northwood Shores, West Palm Beach

Only a stone’s throw away from the Intracoastal Waterway and Currie Park, this Florida home spreads its four bedrooms across the main house and guest house, connecting the two with a tropical outdoor space that echoes the surroundings. Spend days out basking in the sun as you go from sun lounger to private pool and back again.


We selected the top 3% holiday homes in Key West Monthly Rentals

Explore the 540 most perfect homes in our collection

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Most popular homes in Key West

Island Sophisticate

Island Sophisticate

  • 16 guests

  • 6 bedrooms

Key Haven, Key West

A Drop of Sunlight

A Drop of Sunlight

  • 18 guests

  • 7 bedrooms

Nurmi Isles, Fort Lauderdale

The Pearl of Key West

The Pearl of Key West

  • 16 guests

  • 6 bedrooms

Key Haven, Key West

Paradise Key

Paradise Key

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Six Leaves Left

Six Leaves Left

  • 4 guests

  • 2 bedrooms

South Middle River, Fort Lauderdale

Bergamot & Sunshine

Bergamot & Sunshine

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

Keys to Paradise

Keys to Paradise

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

 Marina Living

Marina Living

  • 18 guests

  • 8 bedrooms

Key Haven, Key West

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Discover the ultimate collection of luxury Monthly Rentals in Key West, Monroe County, Florida, United States, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Key West Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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