Key West Resorts

We selected the 688 homes worth renting in this location

Who's coming along?

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

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.

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.

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.

Keys to Paradise

Keys to Paradise

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

If you’re seeking an authentic Florida Keys experience, then look no further. This home is located within a gated community, less than a mile from popular Key West.


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

Explore the 688 most perfect homes in our collection

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Most popular homes in Key West

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

Paradise Key

Paradise Key

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

A Drop of Sunlight

A Drop of Sunlight

  • 18 guests

  • 7 bedrooms

Nurmi Isles, Fort Lauderdale

Orchid White

Orchid White

  • 16 guests

  • 7 bedrooms

Parker Ridge, West Palm Beach

Salt and Serenity

Salt and Serenity

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Waterfront Pearl

Waterfront Pearl

  • 16 guests

  • 8 bedrooms

Key Haven, Key West

Palm to Palm

Palm to Palm

  • 8 guests

  • 4 bedrooms

Northwood Shores, West Palm Beach

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

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Frequently asked questions

Similar destinations

Find homes in Key West, Monroe County, Florida, United States with all the luxuries of a resort. Each and every one of our vacation rentals is obsessively checked by our experts, and comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. A stay in one of our homes in Key West, Monroe County, Florida, United States that brings a resort vacation to mind is a stay that guarantees quality, so book your getaway today. And of course, feel free to reach out to our expert team, on hand to assist you 24/7.

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