Book Family Friendly Rentals in Hillsborough County

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Age 1 to 12

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Home spotlights

Sandcastle Retreat

Sandcastle Retreat

  • 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.

Octopus' Garden

Octopus' Garden

  • 6 guests

  • 3 bedrooms

Orange Beach, Baldwin County

Set right by the sea, overlooking the Bayou Saint John and the Gulf of Mexico, this three-bedroom apartment is set on a stretch of Alabama's easternmost coast that's renowned for its pristine white sand beaches and family-friendly atmosphere. Step inside and take in the view through floor-to-ceiling windows that allow plenty of natural light to flood in throughout the day.

Floral Fresh

Floral Fresh

  • 4 guests

  • 1 bedrooms

Lake Cherokee, Orlando

Bright, comfortable and inviting, this suite in a historic boutique hotel offers guests a restful stay in Orlando’s Lake Cherokee. Inside, natural light pours through the wall of sash windows, illuminating the charming sitting room.

The Sultan

The Sultan

  • 2 guests

  • 1 bedrooms

Parker Ridge, West Palm Beach

Utterly Instagrammable, this delightfully designed studio space offers you the perfect getaway in West Palm Beach. The layout is open plan, in a warehouse-style space that looks modern on the inside and Mediterranean on the outside.


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

Explore the 0 most perfect homes in our collection

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Most popular homes

Orlando Juice

Orlando Juice

  • 4 guests

  • 1 bedrooms

Florida Center, Orlando

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Sunlit Hideaway

Sunlit Hideaway

  • 4 guests

  • 1 bedrooms

Palm Beach, Palm Beach County

Fuzzy Velvet

Fuzzy Velvet

  • 6 guests

  • 2 bedrooms

North Historic District, Savannah

Square City

Square City

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

Sandy Toes Villa

Sandy Toes Villa

  • 10 guests

  • 4 bedrooms

Vilano Beach, St. Johns County

Savannah Song

Savannah Song

  • 2 guests

  • 1 bedrooms

North Historic District, Savannah

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Check upcoming rates & availability for Hillsborough County Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Hillsborough County, Florida, United States. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Hillsborough County Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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