8329+ Hillsborough County Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Hillsborough County

Discover more than 8329 holiday rentals in Hillsborough County. Casai holiday homes have everything you need to find a place to stay near Hillsborough County, FL.

Whether you are looking for luxury villas in Hillsborough County, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Hillsborough County with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Hillsborough County for families, large parties, or private owner accommodations for long or short trips. Hillsborough County Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Hillsborough County with Casai. Casai makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Hillsborough County Holiday Rentals

There are a lot of options in Hillsborough County. If you plan on staying in the Hillsborough County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Hillsborough County:

There are many holiday rentals available in Hillsborough County; however, here are a few of the most popular holiday homes listed in Hillsborough County on our website:
At Casai.ca most of our places to stay are perfect for families. Check out the complete list of holiday homes in Hillsborough County to find one that works for you.
Yes, there are 8329 self-catering family homes and holiday rentals in Hillsborough County.
There are more than 8329 luxury holiday homes in or near Hillsborough County, according to 2025 data from Casai.ca. Consider these homes for your next holiday:
Yes, there are 8329 pet friendly rentals that are available in Hillsborough County.