Book Luxury Winter Rentals in Key Biscayne

We selected the 114 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

An extra fee may apply

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Home spotlights in Key Biscayne

Bike in Blue

Bike in Blue

  • 4 guests

  • 2 bedrooms

Key Biscayne, Miami-Dade County

Set on Key Biscayne Island, you’ll be surrounded by pristine beaches in a quieter village family-friendly environment – though you’ll be just a fifteen-minute drive from Downtown Miami should the mood strike. Otherwise, bike around and explore Bill Baggs and Cape Florida State Park, or get a bit of adventure in and explore the coastal barrier reef – the only federally recognized underwater archaeological trail in the United States.

Eddie and Honey

Eddie and Honey

  • 4 guests

  • 2 bedrooms

Key Biscayne, Miami-Dade County

Spend your Floridian holiday on Key Biscayne Island in a world of sparkling beaches and state parks. Whizz around in a golf cart or ride the bikes that your host provides to Bill Baggs or Cape Florida State Park – though, if you’d rather head to the beach, it’s just a four-minute walk away.

Miami Magic

Miami Magic

  • 8 guests

  • 4 bedrooms

Southwest Coconut Grove, Miami

Situated in the heart of Miami's desirable Coconut Grove neighbourhood, you’ll find independent bookshops, cafes, and the CocoWalk mall just a three-minute drive or fifteen-minute walk from this stylish home. There’s the Barnacle Historic State Park and the iconic Vizcaya Museum and Gardens to explore too.

The Mambo

The Mambo

  • 2 guests

  • 1 bedrooms

Downtown Miami, Miami

Situated in the lively Downtown area, this apartment is a great choice for those wanting to experience Miami's vibrant energy. Just a five-minute stroll from Bayside Marketplace and Park, with South Beach only thirty-five minutes away via public transport, this location really doesn't get much better.


We selected the top 3% holiday homes in Key Biscayne Vacation Rentals for Winter

Explore the 114 most perfect homes in our collection

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Most popular homes in Key Biscayne

Dapur Way

Dapur Way

  • 6 guests

  • 3 bedrooms

Coral Way, Miami

Wicker & Wafer

Wicker & Wafer

  • 6 guests

  • 2 bedrooms

Coral Way, Miami

Miami Industrial

Miami Industrial

  • 4 guests

  • 1 bedrooms

Wynwood Art District, Miami

Miami Cool

Miami Cool

  • 3 guests

  • 1 bedrooms

Downtown Miami, Miami

Quadro Deluxe

Quadro Deluxe

  • 6 guests

  • 2 bedrooms

Miami, Miami-Dade County

Luxury Oasis in the Design District

Luxury Oasis in the Design District

  • 6 guests

  • 2 bedrooms

Miami, Miami-Dade County

Art Deco Dream

Art Deco Dream

  • 2 guests

  • 1 bedrooms

Mid-Beach, Miami Beach

Design District Haven

Design District Haven

  • 6 guests

  • 2 bedrooms

Miami, Miami-Dade County

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Check upcoming rates & availability for Key Biscayne Vacation Rentals for Winter


Frequently asked questions

Browse our remarkable collection of luxury Vacation Rentals for Winter in Key Biscayne. As only the top 3% of homes go on to become Plum Award winners, you can be certain that your chosen home will be ideal for you. Each home in our range must pass 3 rounds of testing, and comes fully furnished with a well-equipped kitchen, all linen, and essential bathroom toiletries included. Make the most of the chilly season, and wrap up warm in a comfortable Winter Holiday Rental in Key Biscayne. Reach out to our caring team of experts, who love nothing more than helping you discover the perfect home for your trip.

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