1. What are the top vacation rentals in Hillsborough County?

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 Vacation Rentals in Hillsborough County: The Palm Tree Waterfront - Pool Home - Free Heated pool- Pool Table - kayaks Secluded Lakefront House short drive to Beaches, Busch Gardens, Stadium, Disney Immaculate & Cozy Entire Heated Pool House SOUTH TAMPA, HYDE PARK, BAYSHORE, UNIV TAMPA, TAMPA GENERAL, RIVERWALK- 5 STARS! Stunning Key West Style Waterfront Home with Exceptional Views! Waterfront Retreat in the Heart of Tampa. Close to TPA, RayJay and Steinbrenner Stunning Heated Pool House Close to Tampa & Casino Stunning & Perfect Home w/Pool/Ping Pong Table Near Downtown, Ybor & Armateur Waterfront Little Harbor. Keller’s Dockside - walk to the beach! Waterfront 3BR in Apollo Beach — Private Solar Pool, Dock & Boat Lift

2. How many Rentbyowner vacation rentals are available in Hillsborough County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 8886 in the Hillsborough County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hillsborough County .

3. What is the cancellation policy for vacation rentals in this area?

The cancellation policies vary by listing, so it’s important to review the specific terms on each property’s details page. Many listings offer flexible options, but some may have strict policies. For clarity, contact the property owner directly if you have particular concerns about your booking.

4. How do I ensure the vacation rental meets my needs before booking?

You should carefully read the property description, amenities, and house rules listed online. Checking recent reviews can also provide insight into the quality and accuracy of the listing. If you have specific requirements, don’t hesitate to reach out to the host for confirmation.

5. Are there any additional fees I should be aware of when booking a property here?

Additional fees such as cleaning, service charges, or local taxes might apply depending on the property. These details are usually outlined during the booking process, but it’s advisable to review the total cost breakdown before confirming your reservation.

6. What is the check-in and check-out process for vacation rentals in this region?

Check-in and check-out times are specified in each listing, often with flexible options available. Contact the property owner if you need special arrangements or have questions about the process to ensure a smooth arrival and departure.

7. How can I contact the property owner if I encounter issues during my stay?

Contact information for the property owner is typically provided within the booking platform or on the listing page. If you experience any problems, reach out to them directly through the messaging system or contact support for assistance.

Hillsborough County Vacation Rentals

Name: Hillsborough County
Address: Florida, US

Compare Vacation Rentals & Rent By Owner Homes in Hillsborough County, Florida, USA

New

House

North Hyde Park Retreat 11 Beds Hot Tub Putting Green Sleeps 18

From US $805 per night

10.0 (4 Reviews)

5 Bedrooms 18 Guests

Hillsborough County Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Hillsborough County, Florida, USA

About Hillsborough County Vacation Rentals

Other Places to Stay in Hillsborough County, FL

Frequently Asked Questions About Hillsborough County?

What are the top vacation rentals in Hillsborough County?

How many Rentbyowner vacation rentals are available in Hillsborough County?

There are 8886 Hillsborough County, FL Vacation Rentals

Recently Booked Vacation Rentals Near Hillsborough County