Key West Romantic Accommodation

We selected the 672 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

The New Standard

The New Standard

  • 20 guests

  • 8 bedrooms

Key Haven, Key West

Set in an exclusive gated community, with the best of Key West just a stone's throw away, this homestay is well-suited for families and friends. Needless to say, outdoor living was the key priority when designing this sprawling three-storey home.

Worth the While

Worth the While

  • 16 guests

  • 5 bedrooms

Hypoluxo, Palm Beach County

If you're in possession of a boat, this Floridian villa has a rather unique feature that might just appeal to you. Along the private deck facing Lake Worth Lagoon, there's a lift that can move vessels weighing up to 13,000 pounds so you can explore the body of water as well as the Atlantic Ocean beyond that.

Waterfront Pearl

Waterfront Pearl

  • 16 guests

  • 8 bedrooms

Key Haven, Key West

Nestled within an exclusive gated community less than a mile from vibrant Key West, this stunning home offers a truly exceptional experience. With breathtaking waterfront views and a private pool, it's the perfect sanctuary to relax and unwind.

Tranquil Bay

Tranquil Bay

  • 12 guests

  • 4 bedrooms

Key Haven, Key West

This waterfront home is the perfect spot to bask in the sun, sea, and sand of the Florida Keys. The private boat dock is a highlight, allowing you to explore the vast beaches and reefs of Key West.


We selected the top 3% holiday homes in Key West Romantic Accommodation

Explore the 672 most perfect homes in our collection

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Most popular homes in Key West

Lakeside Getaway

Lakeside Getaway

  • 18 guests

  • 9 bedrooms

Barrier Island, Fort Lauderdale

Golden Acres

Golden Acres

  • 8 guests

  • 3 bedrooms

Rural Estates, Collier County

Moonlit Bay

Moonlit Bay

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Paradise Key

Paradise Key

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

The Tidal Flow

The Tidal Flow

  • 12 guests

  • 4 bedrooms

Key Haven, Key West

 Marina Living

Marina Living

  • 18 guests

  • 8 bedrooms

Key Haven, Key West

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

Six Leaves Left

Six Leaves Left

  • 4 guests

  • 2 bedrooms

South Middle River, Fort Lauderdale

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Discover the most romantic accommodation in Key West, Monroe County, Florida, United States. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation 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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