Discover a selection of more than 10,000 vacation rentals in Hillsborough County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $102 per night, and houses and condos are popular options for a stay in Hillsborough County. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Hillsborough County
Destination guide

Choose a vacation rental for your Hillsborough County getaway

Learn about the unique charm of Hillsborough County with a stay in a private vacation home. There's no shortage of things to see and do in the area.Take in top local attractions like Tampa Riverwalk and Port of Tampa. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Things to do

Activities and attractions in Hillsborough County

Are you hoping to discover attractions to see while you're in town? Venture out of your vacation home and check out everything that makes Hillsborough County a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Busch Gardens Tampa Bay (6.6 mi / 10.6 km)
  • Florida Aquarium (0.8 mi / 1.3 km)
  • ZooTampa at Lowry Park (4.6 mi / 7.5 km)
  • Skatepark of Tampa (3.2 mi / 5.1 km)
  • Tournament Sportsplex of Tampa Bay (7 mi / 11.2 km)
  • Adventure Island (7.1 mi / 11.4 km)
Natural features

Exploring the natural features in Hillsborough County

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Hillsborough County. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Curtis Hixon Waterfront Park (0.2 mi / 0.3 km)
  • Cypress Point Park (4.8 mi / 7.8 km)
  • Ben T. Davis Beach (7.1 mi / 11.5 km)
  • Manatee Viewing Center (11.3 mi / 18.2 km)
  • Tampa Bay (13.8 mi / 22.1 km)
  • Sunken Gardens (15.4 mi / 24.8 km)
How to get there

Traveling to and around Hillsborough County

The nearest airport is in Tampa Intl. Airport (TPA), located 5.1 mi (8.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Tampa, FL (TPF-Peter O. Knight), which is 2.5 mi (4 km) away.

If you'd prefer to travel by train, the main station is Tampa Union Station.

What are the top vacation rentals in Hillsborough County?

Whether you're organizing your next epic adventure with friends or a romantic rendezvous with your other half, one of these top vacation rentals in Hillsborough County is sure to tempt you:

  • "Solar Heated Pool 88 - 91 April": If you're looking for a comfy living space in South Pointe of Tampa, this escape won't disappoint. It comes with 3 bedrooms and great amenities including WiFi and a water park.
  • "Waterfront Condo - Tampa / Clearwater": Settle in at this property in Tampa and you'll have access to games, a washing machine and more. It has 1 bedroom to accommodate your favorite people.

For even more great options, use the search bar at the top of the page to find the perfect Hillsborough County vacation rental for you.

What are the best tiny house vacation rentals in Hillsborough County?

Punching above its weight when it comes to charm and ingenuity, a tiny house vacation rental in Hillsborough County offers a front-row seat to big adventure. Disconnect all your tech and turn your focus to nature at one of these pocket-sized escapes:

  • You can look forward to a simpler way of life at "Busch Gardens Bright Modern Tiny Home". Amenities at this retreat in Tampa include a TV and a dining table.
  • "Tropical Tiny House" in New Port Richey is another popular pick. A TV and a barbecue grill will make your stay here extra comfortable.

Can I find log cabins to rent in Hillsborough County?

Select a charming log cabin from the many in or near Hillsborough County and you'll soon be inside your wooden sanctuary, tipple in hand, lounging in front of a glowing fire. But adventure is right outside your door too. These cabins promise the perfect blend of comfort and fun:

  • "Withlacoochee River Retreat And Log Cabin Getaway": This is the ideal base to experience some of the awesome outdoor activities this region has to offer, including basketball and horse riding.
  • "The Log Cabin": Spend your time enjoying all the creature comforts at this log cabin. If you can tear yourself away from your comfy digs, hiking and biking and cycling are waiting for you.

What are the top-rated vacation rentals for weekend getaways in Hillsborough County?

While big extravagant trips are unforgettable, there's something undeniably lovely about embarking on a weekend getaway. These properties in Hillsborough County are ideal for just that:

  • "Waterfront Condo - Tampa / Clearwater" - This retreat in Tampa features amenities designed to make your visit a comfortable one, such as off-street parking options and shopping. Its terrific location also makes it a good base to do some exploring.
  • "Lake View 2 Bed 2 Bath Loft With Pool" - This is another fantastic place where you can put your feet up for a long weekend. Take advantage of a theme park, nearby museums and more during your short and sweet stay at this Tampa property.

Can I find studio apartments for rent in Hillsborough County?

Studio apartments may be on the smaller side, but it's hard to beat their convenient locations and budget price tags. Whether you're traveling alone or you're with a few friends, consider booking one of these welcoming studio apartments in Hillsborough County:

  • "Waterfront Condo - Tampa / Clearwater" in Tampa squeezes a lot of convenient amenities into its single space, such as a nearby waterfront and a pool.
  • Start the day with a cup of hot coffee and freshly cooked bacon and eggs at "The Boathouse On The Hillsborough River". This Tampa property has all the things you need to make your stay comfortable, including a washing machine and a microwave oven.

Can I find short term rentals in Hillsborough County?

Hillsborough County has short-term rentals that come in all sizes, shapes and budgets. Spend your break in a cozy cabin, a luxurious villa or whatever else floats your boat. Here are a couple of options to get you started:

  • "Waterfront Condo - Tampa / Clearwater" in Tampa is a perfect place for a short-term stay. It's within easy reach of the town center, so you can easily visit all the top sights without having to travel too far.
  • Otherwise, bunk down for a couple days at "Lake View 2 Bed 2 Bath Loft With Pool" and explore the highlights of Brandon. This vacation rental also welcomes short-term guests and is a good choice if you like being close to the action.

What are the best romantic weekend getaways in Hillsborough County?

If you really want to dazzle your someone special, take them somewhere special! Organize a romantic weekend getaway in Hillsborough County at one of these hideaways and let love blossom:

  • "Solar Heated Pool 88 - 91 April" in South Pointe of Tampa is the perfect setting for romantic interludes. Nice touches here include a nearby bay and beauty services.
  • Alternatively, spend a few days sipping Champagne and cuddling up at "Cute, Quiet And Meticulously Kept. This Private Studio Is Close To Everything". Beauty services and shopping facilities add to the idyllic atmosphere of this Timber Pond III property.

Are there mansions for rent in Hillsborough County?

With space, privacy and a whole lot of wow factor, mansions offer a taste of something very special. If you think your crew deserves a taste of the high life, whisk them away to one of these mansions for rent in Hillsborough County:

  • Settle in, switch off and make the most of all the magnificent things on offer at "Lux Pool Mansion With Golf Carts | King Beds" in Davis Islands. Top-end amenities here include a swimming pool and a porch.
  • With massage services and a swimming pool among its many highlights, "Lakefront Mansion" also promises to make your vacation one that's hard to forget. You'll find this grand property in Odessa.

What are the best large group vacation rentals in Hillsborough County?

When it comes to planning a vacation, we think the more people the merrier. If you're searching for somewhere with ample space to fit your entire crew, one of these large group vacation rentals in Hillsborough County will satisfy your needs:

  • "Hemingway's Resort": This popular rental is a terrific choice for large groups planning to visit Apollo Beach. It has 4 bedrooms and amenities that include a garden and a swimming pool.
  • "Historic Loft In The Heart Of Ybor City In Tampa": Located in Historic Ybor, this roomy option has 4 bedrooms and is another top pick for getting the family together. There's a whole lot to keep guests both comfortable and entertained, such as a water park and a kitchen.

Are there large vacation rentals that sleep 30 or more in Hillsborough County?

Whether you're arranging a vacation with family and friends, a big birthday bash or even a wedding, Vrbo will help you find the perfect space. Gather your loved ones and look at these large vacation rentals in Hillsborough County:

  • "Holiday Apartment Sunny Beach For 1": This property in Sunny Beach has 1 bedroom and can comfortably accommodate up to 90 people. As well as lots of space, it comes with a swimming pool and high-speed internet services.
  • "15 Bedroom Villa Nr. Airport, Riverwalk": Sleeping up to 30 guests and with great amenities such as a kitchen and a firepit, this is another top pick. It has 15 bedrooms and is located in Tampa.

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