Photo by JoyFilledWander

Hillsborough County holiday rentals

We found 12,066 holiday rentals — enter your dates for availability

Select from 2399 houses, 1022 apartments and other holiday rentals to find the perfect place for your stay in Hillsborough County. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Hillsborough County

Showing deals for:12 June - 19 June

Image gallery for NEW~Heated Pool~Pickleball~Fire Pit~HotTub~MovieTheater~GameRoom~Playset~10 beds

Games room
10 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

NEW~Heated Pool~Pickleball~Fire Pit~HotTub~MovieTheater~GameRoom~Playset~10 beds

Tampa

8% off
Price is AU$12,683
for 7 nights, 1 home
AU$1,812 per night
includes taxes & fees
NEW~Heated Pool~Pickleball~Fire Pit~HotTub~MovieTheater~GameRoom~Playset~10 beds

Find spaces that suit your style

Choose a holiday rental for your Hillsborough County getaway

Learn about the unique charm of Hillsborough County with a stay in a holiday home rental. This city has something for everyone. Take in top local attractions such as Port of Tampa and Busch Gardens Tampa Bay. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Hillsborough County

Are you hoping to discover top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes Hillsborough County a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Tournament Sportsplex of Tampa Bay (7 mi / 11.2 km)
  • Adventure Island (7.1 mi / 11.4 km)
  • Feather Sound Country Club (13 mi / 21 km)

Exploring the natural features in Hillsborough County

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Hillsborough County is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Tampa Bay (13.8 mi / 22.1 km)
  • St. Petersburg - Clearwater Beaches (22.8 mi / 36.6 km)
  • Curtis Hixon Waterfront Park (0.2 mi / 0.3 km)
  • Al Lopez Park (4.2 mi / 6.7 km)
  • Cypress Point Park (4.8 mi / 7.8 km)
  • Ben T. Davis Beach (7.6 mi / 12.2 km)

Travelling to and around Hillsborough County

The closest airport is in Tampa, FL (TPF-Peter O. Knight), located 2.5 mi (4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Tampa, FL (TPA-Tampa Intl.), which is 5.1 mi (8.3 km) away.

If you prefer train travel, the main station is Tampa Union Station.

Frequently asked questions

What is the best area to stay in Hillsborough County when booking a holiday home?
Town n Country is among the more preferred locations to find a holiday property in Hillsborough County. Searching for some awesome things to do and see here? Be sure to visit Ben T. Davis Beach and Rocky Point Golf Course.
What is the most popular type of holiday home accommodation in Hillsborough County?
According to our data, houses are the most sought-after holiday home type in Hillsborough County. But that goes without saying, everyone's idea of an epic trip can differ. Stayz has holiday homes of all shapes and sizes, so you're bound to find the perfect match.
How much does it cost to rent a holiday home in Hillsborough County?
A number of things affect what you'll pay for a holiday home in Hillsborough County, such as the season, length of stay and type of property. Still, all our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Hillsborough County?
The average price for a holiday home near the beach in Hillsborough County depends on when you're going and the size and style of property you want. You can easily and quickly find prices on Stayz by entering your preferred travel dates. Then use our filters to pick the number of bedrooms and amenities that you need, like WiFi, a pool and air conditioning.
What are popular home amenities in Hillsborough County?
The most popular home amenities people are searching for in Hillsborough County are a microwave oven, a fridge and off-street parking options. Whether you're taking a trip with family, friends or even pets, Stayz holiday homes include the best amenities for starting a new adventure with the people who matter most.
Are there large group holiday homes in Hillsborough County?
With 277 holiday homes that can host 10 guests or more in Hillsborough County, you won't have to keep anyone off the invite list. From holidays with the extended family to events like Christmas and birthday parties, Stayz will help you find a large group home that fits the occasion.
What are the top attractions for families in Hillsborough County?
You'll find loads of fabulous things to do and see with the family in Hillsborough County, such as:

  • Tampa Riverwalk
  • Busch Gardens Tampa Bay
  • Raymond James Stadium

Can I find two-bedroom holiday homes in Hillsborough County?
Hillsborough County has 587 two-bedroom holiday properties to choose from. Enjoy a holiday home with all the privacy and comfort you're looking for at a fantastic price on Stayz.
Are there holiday homes with WiFi in Hillsborough County?
Whether you want to keep up with the latest headlines, check emails or surf social networks, there are 1 ,086 holiday homes with WiFi in Hillsborough County. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How old do you have to be to rent a holiday home in Hillsborough County?
The minimum age is generally 16, 18 or 21. It can vary across properties on Stayz, so look at the rules of your preferred Hillsborough County holiday home before you book.
How long can I rent a holiday home in Hillsborough County for?
It all depends on the Hillsborough County property. To see a list of options offering extended stays, simply enter your dates and number of people into Stayz's search page. Look forward to having the whole property to yourself, as well as comforts such as a kitchen, air conditioning and a backyard where the little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

More holiday ideas