Key West Chateaus

We selected the 290 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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Infants

Under 1

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Pets

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Home spotlights in Key West

Moonlit Bay

Moonlit Bay

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Just beyond the buzz of Key West, this waterfront villa offers easy-going luxury in a gated community. Outside you can relax in the private pool, fire up the barbecue, or jet off from the private slip.

Dockside Dreams

Dockside Dreams

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Tucked along the water’s edge in a peaceful gated community, this four-bedroom Key West retreat is made for laid-back days and warm, breezy nights. With a private heated pool, a gated garden, and a dock for boats up to 50 feet, it’s an ideal home for family and friend getaways.

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.

Island Sophisticate

Island Sophisticate

  • 16 guests

  • 6 bedrooms

Key Haven, Key West

This impeccably decorated home is a masterclass in island elegance, where every detail has been thoughtfully designed for comfort and style. It's light-filled, spacious, and beautifully finished with a refined, coastal touch.


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

Explore the 290 most perfect homes in our collection

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Most popular homes in Key West

The New Standard

The New Standard

  • 20 guests

  • 8 bedrooms

Key Haven, Key West

Key West Retreat

Key West Retreat

  • 12 guests

  • 4 bedrooms

Key Haven, Key West

Salt and Serenity

Salt and Serenity

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

The Pearl of Key West

The Pearl of Key West

  • 16 guests

  • 6 bedrooms

Key Haven, Key West

Waterfront Pearl

Waterfront Pearl

  • 16 guests

  • 8 bedrooms

Key Haven, Key West

Marina Nights

Marina Nights

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Paradise Key

Paradise Key

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Key Lime Delight

Key Lime Delight

  • 16 guests

  • 5 bedrooms

Key Haven, Key West

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Frequently asked questions

Similar destinations

A chateau in Key West, Monroe County, Florida, United States is the perfect accommodation for a charming holiday. Find your dream one by browsing Plum Guide’s collection of homes. They come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the most charming chalets that Key West, Monroe County, Florida, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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