Rent Luxury Accommodation in Key West

We selected the 540 homes worth renting in this location

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Home spotlights in Key West

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.

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.

Bergamot & Sunshine

Bergamot & Sunshine

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

This modern yet homely apartment is perfectly situated just footsteps from Hollywood Beach. Inside, a cool neutral colour scheme creates a casual yet elegant atmosphere.

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.


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

Explore the 540 most perfect homes in our collection

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Most popular homes in Key West

Waterfront Pearl

Waterfront Pearl

  • 16 guests

  • 8 bedrooms

Key Haven, Key West

Key Lime Delight

Key Lime Delight

  • 16 guests

  • 5 bedrooms

Key Haven, Key West

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

Salt and Serenity

Salt and Serenity

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

The Forte

The Forte

  • 12 guests

  • 6 bedrooms

Seven Isles, Fort Lauderdale

Palm to Palm

Palm to Palm

  • 8 guests

  • 4 bedrooms

Northwood Shores, West Palm Beach

The New Standard

The New Standard

  • 20 guests

  • 8 bedrooms

Key Haven, Key West

Paradise Key

Paradise Key

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

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Frequently asked questions

Similar destinations

Take a look at our exclusive collection of luxury Accommodation in Key West, Monroe County, Florida, United States, and find your dream home. Each and every listing on our site has passed a vigorous testing process with flying colours, which is why we can be so certain that our collection is the best of the best. Only 3% of homes will ever make it onto Plum Guide, emphasising our incredibly high standards and making your job as easy as possible. Every home comes fully furnished with a perfectly-equipped kitchen, essential bathroom toiletries, and all linen included, so you will find everything you need. Get in contact with our friendly team of experts, whose sole purpose is to find you your ideal home, and book your stay in the finest Key West Accommodation for Rent.

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