Book Family Friendly Rentals in Key West

We selected the 504 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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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Key West

Sunshine Magic

Sunshine Magic

  • 16 guests

  • 8 bedrooms

Coral Ridge, Fort Lauderdale

This show-stopper of a home is ideal for large groups. It’s spread over three floors with a lift to make it more accessible, and there’s heaps of room for everyone to gather together.

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.

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.

Marina Nights

Marina Nights

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

This home has bagged itself a great location in a gated community, less than a mile from ever-popular Key West. With a private pool, alfresco dining area, and fire pit, outdoor living is easy here.


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

Explore the 504 most perfect homes in our collection

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Most popular homes in Key West

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Tranquil Bay

Tranquil Bay

  • 12 guests

  • 4 bedrooms

Key Haven, Key West

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

Blue Water & Palm Trees

Blue Water & Palm Trees

  • 8 guests

  • 4 bedrooms

Sunshine Park, West Palm Beach

Nautical Nocturne

Nautical Nocturne

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Key Sunset

Key Sunset

  • 14 guests

  • 5 bedrooms

Key Haven, Key West

Sunlit Hideaway

Sunlit Hideaway

  • 4 guests

  • 1 bedrooms

Palm Beach, Palm Beach County

The Tidal Flow

The Tidal Flow

  • 12 guests

  • 4 bedrooms

Key Haven, Key West

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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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