Book Family Friendly Rentals in Key West

We selected the 266 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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Under 1

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Home spotlights in Key West

The Forte

The Forte

  • 12 guests

  • 6 bedrooms

Seven Isles, Fort Lauderdale

We love this home for its setting – right on the waterfront in Seven Isles – and for its style. It’s an elegant home with chic decor and all the comforts you could wish for on holiday.

A Miami To Go

A Miami To Go

  • 2 guests

  • 2 bedrooms

Central Beach, Fort Lauderdale

The perfect beach holiday spot. Located just a 1 min walk from the beach and the Intracoastal Waterway, this cozy one-bedroom apartment is nestled in the heart of Fort Lauderdale's Central Beach.

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.

Key Sunset

Key Sunset

  • 14 guests

  • 5 bedrooms

Key Haven, Key West

If you’ve ever dreamed of a tropical getaway in the sun, with palm trees swaying and crystal blue waters visible from the kitchen window, this is the place for you. Located in the iconic Key West, this five-bedroom home offers every comfort you’d expect from a Floridian home right on the water – including a fenced pool, a spacious and fully-equipped kitchen, and even your own private dock extending into the sea.


We selected the top 3% holiday homes in Key West Family Friendly Rentals

Explore the 266 most perfect homes in our collection

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Most popular homes in Key West

Floridian Retreat

Floridian Retreat

  • 16 guests

  • 6 bedrooms

Urban Estates, Vineyards

Keys to Paradise

Keys to Paradise

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

The Sultan

The Sultan

  • 2 guests

  • 1 bedrooms

Parker Ridge, West Palm Beach

The New Standard

The New Standard

  • 20 guests

  • 8 bedrooms

Key Haven, Key West

Moonlit Bay

Moonlit Bay

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Blue Water & Palm Trees

Blue Water & Palm Trees

  • 8 guests

  • 4 bedrooms

Sunshine Park, West Palm Beach

Paradise Key

Paradise Key

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

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Check upcoming rates & availability for Key West Family Friendly Rentals


Frequently asked questions

Similar destinations

Discover the ultimate collection of luxury Family Friendly Rentals in Key West, Monroe County, Florida, United States. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Key West Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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