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Villas in Hillsborough County

Escape to sunny Florida! Discover the perfect villa getaway in Hillsborough County, where beachside bliss meets vibrant cities.

Villas in Hillsborough County

Why a holiday villa in Hillsborough County

Hillsborough County is a treasure trove of natural beauty, rich history, and warm hospitality, making it the perfect destination for your next villa holiday. Located in western Florida, this stunning county boasts miles of pristine beaches along the Gulf Coast, where you can soak up the sun, take a dip in the ocean, or try your hand at water sports.

From the vibrant city of Tampa to the charming coastal towns, Hillsborough County offers a unique blend of urban excitement and small-town charm. Explore the area's rich history by visiting historic sites like Ybor City and the Henry B. Plant Museum, or take a scenic drive through the picturesque countryside. And when it's time to relax, our selection of villas in Hillsborough County provides the perfect retreat - from cozy beachside getaways to spacious family homes with private pools.

When to rent a villa in Hillsborough County

When it comes to planning your villa holiday in Hillsborough County, the timing is everything. Located in western Florida, this beautiful county enjoys a subtropical climate, with mild winters and warm summers. The best time to visit is from December to April, when the weather is pleasant, with average highs in the mid-70s to low 80s Fahrenheit (23-27°C). These cooler months are ideal for outdoor activities like beachcombing, kayaking, or simply lounging by the pool. If you're looking for a more relaxed atmosphere and lower prices, consider visiting during the shoulder season of May or September, when the weather is still warm but the crowds have dissipated.

If you don't mind the heat and humidity, summer is also a great time to visit Hillsborough County, with many villas offering private pools and outdoor kitchens perfect for al fresco dining. Keep in mind that this is the peak tourist season, and popular areas like Clearwater Beach and St. Pete Beach can get crowded. If you're planning to attend any of the county's festivals or events, such as the Tampa Bay Margarita Festival or the Florida State Fair, be sure to book your villa well in advance, as these occasions attract large crowds.

Where to go in Hillsborough County

When it comes to choosing the perfect location for your villa holiday in Hillsborough County, you're spoiled for choice. If you're looking for a vibrant and lively atmosphere, head to Tampa's South Howard Avenue, also known as "SoHo", where you'll find trendy restaurants, bars, and nightlife venues within walking distance of many villas. On the other hand, if you prefer a more relaxed pace, consider staying in one of the county's charming coastal towns like Tarpon Springs or Madeira Beach, where you can enjoy quiet walks along the beach, water sports, and fresh seafood.

For a unique experience, visit the historic district of Ybor City, where you'll find a mix of old-world charm and modern amenities. Many villas in this area offer easy access to the city's famous 7th Avenue, lined with restaurants, cafes, and shops. Alternatively, opt for one of the county's many nature preserves or parks, such as the Hillsborough River State Park or the Weedon Island Preserve, where you can enjoy hiking, kayaking, or simply taking in the breathtaking views from a secluded villa.

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Private pool villas
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Discover regions within Hillsborough County

Villas in Hillsborough County