Hillsborough County Holiday Homes with Childcare

We selected the 512 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 in Hillsborough County

Water Worlds

Water Worlds

  • 10 guests

  • 4 bedrooms

Pinellas County, Florida

For a restful and unforgettable stay in Florida, this lovely home situated in Clearwater is a great choice for a family or a group of friends. Just a short distance from the many beaches and outdoor attractions that the area has in store, this cosy gem offers plenty of charm and home comforts too.

The Sea & The Sunset

The Sea & The Sunset

  • 16 guests

  • 8 bedrooms

Allen's Ridge, Palm Harbor

Indulge in the epitome of luxury at this 8-bedroom mansion, nestled just 10-minutes away from the pristine shores of Honeymoon Island State Park. Any guests seeking a sun soaked escape will truly admire the splendor of our 4,700 sq.

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.

Lakeside Getaway

Lakeside Getaway

  • 18 guests

  • 10 bedrooms

Barrier Island, Fort Lauderdale

This stunning residence boasts nine bedrooms split into three suites, each with their own private entrance, making it perfect for multiple families or large groups. Nestled right on the waterfront, the property offers spectacular panoramic views and direct access to a private dock.


We selected the top 3% holiday homes in Hillsborough County Holiday Homes with Childcare

Explore the 512 most perfect homes in our collection

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Most popular homes in Hillsborough County

Blue Water & Palm Trees

Blue Water & Palm Trees

  • 8 guests

  • 4 bedrooms

Sunshine Park, West Palm Beach

Sugar Sky

Sugar Sky

  • 24 guests

  • 10 bedrooms

Polk County, Florida

A Disney Mania

A Disney Mania

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Take Me to the Ball Game

Take Me to the Ball Game

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Your Patch of Paradise

Your Patch of Paradise

  • 20 guests

  • 8 bedrooms

Manatee County, Florida

Sandcastle Retreat

Sandcastle Retreat

  • 2 guests

  • 2 bedrooms

Central Beach, Fort Lauderdale

Sunlit Hideaway

Sunlit Hideaway

  • 4 guests

  • 1 bedrooms

Palm Beach, Palm Beach County

Summer's Insomniac Dream

Summer's Insomniac Dream

  • 10 guests

  • 4 bedrooms

Osceola County, Florida

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Check upcoming rates & availability for Hillsborough County Holiday Homes with Childcare


Frequently asked questions

Looking for holiday homes with childcare in Hillsborough County? You’ve come to the right place: speak to one of our Plum Experts who can arrange childcare as an addition to your booking in Hillsborough County. Enjoy your trip away, comfortable in the knowledge that the kids are being looked after. All of our Plum Guide rentals are fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Our experts are on hand day and night to help if you ever need anything.

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