Rent Luxury Holiday Cottages in Monroe County

We selected the best homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

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Home spotlights

Cabin Retreat

Cabin Retreat

  • 8 guests

  • 3 bedrooms

Buckhorn Township, Brown County

This fuss-free home is ideal for families or groups of friends looking to find some peace and quiet in the great outdoors. It's well-appointed with everything you could need for a comfortable stay.

Vintage Oasis

Vintage Oasis

  • 6 guests

  • 3 bedrooms

Sunny Point, Melbourne

Surrounded by majestic oak trees, this home is a vintage gem offering peace, privacy and plenty of character. There’s a screened patio for lazy evening drinks and a wonderful open-plan living room with original art and antique furnishings.

Singing Sweet Carolina

Singing Sweet Carolina

  • 12 guests

  • 6 bedrooms

Hilton Head Island, Beaufort County

A sweet summer’s day comes easy in this elegant, Georgian-style home. After a rejuvenating sleep in one of the lavish bedrooms, all you’ll want is to get out into the sun.

Orange & Sand

Orange & Sand

  • 6 guests

  • 3 bedrooms

Harbor Beach, Fort Lauderdale

A private dock on the canals of Fort Lauderdale and your own swimming pool by the waterside – this cosy cottage is ideal for boaties and waterbabies. If you’re not exploring the area by kayak, boat or paddleboard, you can rent bikes and go by land.


We selected the top 3% holiday homes in Monroe County Cottages

Explore the 2 most perfect homes in our collection

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Most popular homes

Wicker

Wicker

  • 12 guests

  • 4 bedrooms

Hilton Head Island, Beaufort County

Wake Up With the Sun

Wake Up With the Sun

  • 6 guests

  • 3 bedrooms

Atlantis, Florida

Love Is A Dream

Love Is A Dream

  • 12 guests

  • 3 bedrooms

Richmond West, Miami-Dade County

Dream In Coral

Dream In Coral

  • 6 guests

  • 3 bedrooms

Coral Way, Miami

Queen of the River

Queen of the River

  • 2 guests

  • 1 bedrooms

Little Haiti, Miami

Miami Modern

Miami Modern

  • 8 guests

  • 3 bedrooms

Coral Way, Miami

Coconut Bay

Coconut Bay

  • 10 guests

  • 4 bedrooms

Southwest Coconut Grove, Miami

Sunshine Sleeper

Sunshine Sleeper

  • 6 guests

  • 2 bedrooms

Cutler Bay, Miami-Dade County

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Check upcoming rates & availability for Monroe County Cottages


Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Monroe County, Florida, United States. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Monroe County Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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