Book Luxury Monthly Rentals in Key West

We selected the 676 homes worth renting in this location

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Home spotlights in Key West

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.

Marina Nights

Marina Nights

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

This home has bagged itself a great location in a gated community, less than a mile from ever-popular Key West. With a private pool, alfresco dining area, and fire pit, outdoor living is easy here.

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

This stunning 2 side-by-side homes on the lake offer guests plenty of space to soak up the sun, with a total of 2,940 square feet of luxury living. The open-plan living room is perfect for spending quality time with friends and family, and the bedrooms are all outfitted with fresh linens, plump pillows, and ultra-comfy mattresses.

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Get a taste of coastal living in this Florida holiday pad, just a minute’s stroll from the golden sands of Fort Lauderdale Beach. When you’re not at the beach, you can relax among the tropical plants in the garden, enjoy a barbecue on the terrace or take a dip in the private pool.


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

Explore the 676 most perfect homes in our collection

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Most popular homes in Key West

Nautical Nocturne

Nautical Nocturne

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Sunshine Magic

Sunshine Magic

  • 16 guests

  • 8 bedrooms

Coral Ridge, Fort Lauderdale

Salt and Serenity

Salt and Serenity

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Key West Retreat

Key West Retreat

  • 12 guests

  • 4 bedrooms

Key Haven, Key West

Six Leaves Left

Six Leaves Left

  • 4 guests

  • 2 bedrooms

South Middle River, Fort Lauderdale

Rockpool

Rockpool

  • 8 guests

  • 4 bedrooms

Victoria Park, Fort Lauderdale

Keys to Paradise

Keys to Paradise

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Key Sunset

Key Sunset

  • 14 guests

  • 5 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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