Monroe County Luxury Homes

Award-winning homes from £98

Who's coming along?

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Age 13+

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Children

Age 1 to 12

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Infants

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Pets

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Home spotlights

Your Patch of Paradise

Your Patch of Paradise

  • 20 guests

  • 8 bedrooms

Manatee County, Florida

Generally reserved for golfing enthusiasts and beach lovers, this Florida home caters to both, but not without its own charm. A little paradise with a 'beach' for a backyard, volleyball and pickleball courts, a private swimming pool with fountains, ping pong and table football, and more, boredom is unlikely.

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Part of Sea Pines Plantation, where it all started for holiday rentals on beautiful Hilton Head Island, this fully renovated home is the perfect place to switch off and relax. Just a short walk from the beach, and with all the gated community's excellent amenities on hand, it's a peaceful and private getaway surrounded by pretty gardens and mature trees.

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

Floor-to-ceiling windows mean that you don’t even have to try to tear your eyes away from the water view here. This home sits on the edge of Harbor Inlet, looking out over the Port Everglades waterway.

The Gulf Sings a Lullaby

The Gulf Sings a Lullaby

  • 6 guests

  • 2 bedrooms

Gulf Shores, Baldwin County

If proximity to the beach is your priority, this breezy condo is sure to hit the spot. You'll find the warm turquoise waters of the Gulf of Mexico just across the street, so you can be splashing in the waves and lounging in the sun in no time.


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

Explore the 0 most perfect homes in our collection

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Most popular homes

The Starlight Sky

The Starlight Sky

  • 18 guests

  • 8 bedrooms

Four Corners, Osceola County

Friends, Family & Fun

Friends, Family & Fun

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

Lakeside Getaway

Lakeside Getaway

  • 18 guests

  • 9 bedrooms

Barrier Island, Fort Lauderdale

Palm to Palm

Palm to Palm

  • 8 guests

  • 4 bedrooms

Northwood Shores, West Palm Beach

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

Vintage Oasis

Vintage Oasis

  • 6 guests

  • 3 bedrooms

Sunny Point, Melbourne

The Blue Dunes

The Blue Dunes

  • 24 guests

  • 10 bedrooms

Polk County, Florida

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Frequently asked questions

All Plum Guide homes in Monroe County, Florida, United States have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each home in Monroe County, Florida, United States before approving it, so you can book with peace of mind.

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