Rent Hillsborough County Homes with Swimming Pools

We selected the 826 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

Views In The Making

Views In The Making

  • 17 guests

  • 7 bedrooms

Cloud Lake, Palm Beach County

This stunning 2 side-by-side homes on the lake offer guests plenty of space to soak up the sun, with a total of 2,940 square feet of luxury living. The open-plan living room is perfect for spending quality time with friends and family, and the bedrooms are all outfitted with fresh linens, plump pillows, and ultra-comfy mattresses.

Tranquil Shore Retreat

Tranquil Shore Retreat

  • 12 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

This residence is nestled in a cul-de-sac of Birch Park Finger Estates, just off the picturesque A1A and steps away from the beach. Unwind in the lush back yard, enjoying the heated swimming pool, grilling, and dining al fresco.

Bergamot & Sunshine

Bergamot & Sunshine

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

This modern yet homely apartment is perfectly situated just footsteps from Hollywood Beach. Inside, a cool neutral colour scheme creates a casual yet elegant atmosphere.

A Florida Place to call Home

A Florida Place to call Home

  • 10 guests

  • 4 bedrooms

Lake County, Florida

This brand new vacation rental boasts 4 bedrooms and 3 bathrooms, making it the perfect spot for families or groups. Located in Storey Lake Resort, guests will have access to a variety of amenities such as two pools (including a lazy river), a restaurant, and a gym.


We selected the top 3% holiday homes in Hillsborough County Homes with Swimming Pools

Explore the 826 most perfect homes in our collection

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Most popular homes in Hillsborough County

A Disney Mania

A Disney Mania

  • 16 guests

  • 6 bedrooms

Four Corners, Osceola County

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Orange & Sand

Orange & Sand

  • 6 guests

  • 3 bedrooms

Harbor Beach, Fort Lauderdale

Cocktails on the Beach

Cocktails on the Beach

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Your Patch of Paradise

Your Patch of Paradise

  • 20 guests

  • 8 bedrooms

Manatee County, Florida

The Magic Kingdom

The Magic Kingdom

  • 8 guests

  • 4 bedrooms

Four Corners, Osceola County

Evergreen Tree

Evergreen Tree

  • 16 guests

  • 6 bedrooms

Brevard County, Florida

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Check upcoming rates & availability for Hillsborough County Homes with Swimming Pools


Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Hillsborough County. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Hillsborough County Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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