Compare Cottages, Resorts, & Rentals in Hillsborough County, Florida, USA
About Hillsborough County Vacation Rentals
There are over 8915 amazing vacation rentals available in Hillsborough County. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Hillsborough County.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Hillsborough County, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Hillsborough County. The average size of places to stay near Hillsborough County is approximately 849.71 ft², with prices averaging US $328 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Hillsborough County. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Hillsborough County, FL
Frequently Asked Questions About Hillsborough County?
What are the top cottages, summer homes, and lake houses 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
How many rentals, hotels, or resorts are available in Hillsborough County?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 8915 properties listed by Vacation Cottage in the Hillsborough County area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Hillsborough County.
