Key West Luxury Homes

Award-winning homes from £98

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Key West

 Shellstone Magic

Shellstone Magic

  • 16 guests

  • 8 bedrooms

Key Haven, Key West

This modern coastal retreat is all about laid-back luxury and sun-soaked living. With an ultra-sleek design, spacious interiors, and a private pool, it’s made for unwinding in style.

The Theodore

The Theodore

  • 16 guests

  • 6 bedrooms

Key Haven, Key West

This home offers an idyllic retreat in Key West. Outside, you can savour blissful days by the heated pool and there's a fire-pit for magical evenings under the stars.

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

Perched right on the canal, this waterfront home is just a stone's throw from the best of Fort Lauderdale. Whether you're sprawled out on Lauderdale-by-the-Sea Beach (3 miles away), wining and dining at the nearby eateries, or enjoying a lazy afternoon on the terrace, this home offers something for everyone.

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

You’ll find this modern, adult-only home in Old Naples, a short walk from Fifth Avenue with its plethora of delicious eateries and trendy shops. Comfortable for eight, each bedroom boasts an ensuite and with two separate living areas, there’s plenty of room for guests to spread out here.


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

Explore the 672 most perfect homes in our collection

View on map

Most popular homes in Key West

Sunshine With a View

Sunshine With a View

  • 11 guests

  • 4 bedrooms

Harbour Inlet, Fort Lauderdale

Chasing the Waves

Chasing the Waves

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

Salt and Serenity

Salt and Serenity

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Island Sophisticate

Island Sophisticate

  • 16 guests

  • 6 bedrooms

Key Haven, Key West

Orchid White

Orchid White

  • 16 guests

  • 7 bedrooms

Parker Ridge, West Palm Beach

Rockpool

Rockpool

  • 8 guests

  • 4 bedrooms

Victoria Park, Fort Lauderdale

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

View all

Check upcoming rates & availability for Key West Homes


Frequently asked questions

Similar destinations

All Plum Guide homes in Key West, Monroe County, Florida, United States have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each home in Key West, Monroe County, Florida, United States before approving it, so you can book with peace of mind.

Search our collection