Book Luxury Vacation Rentals in Hillsborough County

Award-winning homes from £98

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Adults

Age 13+

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Children

Age 1 to 12

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Under 1

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Home spotlights in Hillsborough County

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

Perched right on the canal, this waterfront home is just a stone's throw from the best of Fort Lauderdale. Whether you're sprawled out on Lauderdale-by-the-Sea Beach (3 miles away), wining and dining at the nearby eateries, or enjoying a lazy afternoon on the terrace, this home offers something for everyone.

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.

Tranquil Shore Retreat

Tranquil Shore Retreat

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

This splendid holiday home is nestled in a quiet cul-de-sac in Fort Lauderdale. It’s close to the beach and just a two-minute walk from restaurants and boutiques, making it a convenient base from which to explore.

Moon Over Lake

Moon Over Lake

  • 34 guests

  • 12 bedrooms

Polk County, Florida

Adults and kids alike won’t be able to resist the amenities included at this lavish villa. A notable highlight is the themed children’s rooms – they’ll have a blast pretending to be pirates and astronauts.


We selected the top 3% holiday homes in Hillsborough County Vacation Rentals

Explore the 1182 most perfect homes in our collection

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Most popular homes in Hillsborough County

A Florida Place to call Home

A Florida Place to call Home

  • 10 guests

  • 4 bedrooms

Lake County, Florida

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Floridian Fun

Floridian Fun

  • 14 guests

  • 4 bedrooms

Four Corners, Osceola County

Castle and Cape Villa

Castle and Cape Villa

  • 24 guests

  • 9 bedrooms

Four Corners, Osceola County

The Sultan

The Sultan

  • 2 guests

  • 1 bedrooms

Parker Ridge, West Palm Beach

A Drop of Sunlight

A Drop of Sunlight

  • 18 guests

  • 7 bedrooms

Nurmi Isles, Fort Lauderdale

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Hillsborough County. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Hillsborough County Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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