Book Luxury Villas in Key West

We selected the 176 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Home spotlights in Key West

Blue Water & Palm Trees

Blue Water & Palm Trees

  • 8 guests

  • 4 bedrooms

Sunshine Park, West Palm Beach

Not short on outdoor seating, this beautiful house embraces the tropical atmosphere of south Florida. The signature palm trees and meticulous landscape design surround the swimming pool creating an enchanting private oasis.

On the Ocean's Shore

On the Ocean's Shore

  • 10 guests

  • 4 bedrooms

Marathon, Monroe County

Right on the water in the beachy town of Marathon, you can moor your boat at the 50-foot dock in the backyard and explore the Florida Keys. Returning home from a day at sea, a big private swimming pool awaits alongside a barbecue station and wet bar for sustenance.

Summer Serenade

Summer Serenade

  • 14 guests

  • 7 bedrooms

Harbour Inlet, Fort Lauderdale

Experience the ultimate coastal lifestyle at Grace Harbor, a stunning waterfront retreat in Fort Lauderdale's prestigious Harbor Beach neighbourhood. Minutes from the local bars and restaurants, the home sits on the waterfront (with space to dock a 25ft boat) within walking distance of the largest beach in Fort Lauderdale.

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.


We selected the top 3% holiday homes in Key West Villas

Explore the 176 most perfect homes in our collection

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Most popular homes in Key West

Dream Escape

Dream Escape

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Tranquil Shore Retreat

Tranquil Shore Retreat

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

The Waterways

The Waterways

  • 10 guests

  • 5 bedrooms

Hollywood Lakes, Hollywood

Sunlight Reflections

Sunlight Reflections

  • 10 guests

  • 4 bedrooms

Marathon, Monroe County

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

Paradise Key

Paradise Key

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Worth the While

Worth the While

  • 16 guests

  • 5 bedrooms

Hypoluxo, Palm Beach County

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Secure a luxury stay in one of the remarkable Villas in our Key West, Monroe County, Florida, United States collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Key West.

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