Luxury Long Stay Rentals in Hillsborough County

We selected the 866 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

Garden Of Tampa Delights

Garden Of Tampa Delights

  • 4 guests

  • 1 bedrooms

Northwest Tampa, Tampa

Nestled in Tampa's bustling heart, this home offers an eclectic blend of urban vibrancy and homely comfort. Just a stone's throw away from Raymond James Stadium and downtown, the location opens a world of high-end eateries and shopping opportunities.

The Forte

The Forte

  • 12 guests

  • 6 bedrooms

Seven Isles, Fort Lauderdale

We love this home for its setting – right on the waterfront in Seven Isles – and for its style. It’s an elegant home with chic decor and all the comforts you could wish for on holiday.

Black & White Paradise

Black & White Paradise

  • 4 guests

  • 2 bedrooms

Osceola County, Florida

This brand new vacation rental condo is located in the beautiful Storey Lake Resort and is perfect for a family or group of friends. With two bedrooms and two bathrooms, this condo comfortably accommodates up to four guests.

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.


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

Explore the 866 most perfect homes in our collection

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Most popular homes in Hillsborough County

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

Worth the While

Worth the While

  • 16 guests

  • 5 bedrooms

Hypoluxo, Palm Beach County

The Sea & The Sunset

The Sea & The Sunset

  • 16 guests

  • 8 bedrooms

Allen's Ridge, Palm Harbor

Raymond Retreat

Raymond Retreat

  • 6 guests

  • 3 bedrooms

Northwest Tampa, Tampa

Sunlit Hideaway

Sunlit Hideaway

  • 4 guests

  • 1 bedrooms

Palm Beach, Palm Beach County

A Florida Place to call Home

A Florida Place to call Home

  • 10 guests

  • 4 bedrooms

Lake County, Florida

Evergreen Tree

Evergreen Tree

  • 16 guests

  • 6 bedrooms

Brevard County, Florida

Rockpool

Rockpool

  • 8 guests

  • 4 bedrooms

Victoria Park, Fort Lauderdale

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Check upcoming rates & availability for Hillsborough County Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Hillsborough County. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Hillsborough County collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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