Monroe County Holiday Homes with Staff

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

0

Home spotlights

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

You’ll find this modern, adult-only home in Old Naples, a short walk from Fifth Avenue with its plethora of delicious eateries and trendy shops. Comfortable for eight, each bedroom boasts an ensuite and with two separate living areas, there’s plenty of room for guests to spread out here.

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.

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

This lovely 3-bedroom, 2-bathroom canal home is the perfect Florida getaway. With a private boat dock and pool, guests can soak up the sunshine in style.

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.


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

Explore the 2 most perfect homes in our collection

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Most popular homes

Six Leaves Left

Six Leaves Left

  • 4 guests

  • 2 bedrooms

South Middle River, Fort Lauderdale

A Drop of Sunlight

A Drop of Sunlight

  • 18 guests

  • 7 bedrooms

Nurmi Isles, Fort Lauderdale

The Sultan

The Sultan

  • 2 guests

  • 1 bedrooms

Parker Ridge, West Palm Beach

Beach Bliss Retreat

Beach Bliss Retreat

  • 10 guests

  • 4 bedrooms

Fort Walton Beach, Okaloosa County

Lakeside Getaway

Lakeside Getaway

  • 18 guests

  • 10 bedrooms

Barrier Island, Fort Lauderdale

Rockpool

Rockpool

  • 8 guests

  • 4 bedrooms

Victoria Park, Fort Lauderdale

Vintage Oasis

Vintage Oasis

  • 6 guests

  • 3 bedrooms

Sunny Point, Melbourne

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

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Check upcoming rates & availability for Monroe County Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Monroe County, Florida, United States? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Monroe County, Florida, United States as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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