8953+ Private Villas and Holiday Rentals in Hillsborough County |
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Hillsborough County Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Hillsborough County

Discover more than 8953 vacation rentals available in Hillsborough County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hillsborough County.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hillsborough County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hillsborough County. On average, places to stay near Hillsborough County offer 843.58 ft², with nightly prices averaging CA $450.

With Casai, finding and comparing holiday rentals in Hillsborough County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Hillsborough County

Type Count
Vacation Homes 5116
Holiday Apartments 2555
Villas 133
Cottages 77

Use these Quick Filters to Find a Holiday Rental in Hillsborough County

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Hillsborough County.

Weather in Hillsborough County, FL

View the weather forecast for Hillsborough County before booking your Hillsborough County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Hillsborough County, FL

Casai offers a large selection of top attractions around Hillsborough County . Research things to do on your vacation before you visit Hillsborough County.


Busch Gardens Tampa Bay
Port of Tampa
Tampa Riverwalk
University of South Florida
Seminole Hard Rock Casino Tampa
Tampa Convention Center
Raymond James Stadium
Florida Aquarium
Amalie Arena
Lowry Park Zoo
Adventure Island
MacDill Air Force Base
University of Tampa
Florida State Fairgrounds
Moffitt Cancer Center
Tampa General Hospital
Tampa Bay Downs
George M. Steinbrenner Field
MidFlorida Credit Union Amphitheatre
Big Cat Rescue
Tampa Bay
Yuengling Center
Dinosaur World
Museum of Science and Industry
Glazer Children's Museum
Westshore Plaza Mall
Ritz Ybor
Tampa Bay History Center
Tampa Museum of Art
International Plaza and Bay Street

Other Places to Stay in Hillsborough County, FL


Florida Gulf Coast 65,937 Properties
Tampa 4,998 Properties
Northwest Tampa 1,809 Properties
Downtown Tampa 930 Properties
Tampa Bay 923 Properties
Ybor City 330 Properties
Ruskin 240 Properties
Southside Rural Community 240 Properties
Tampa Heights 228 Properties
East Tampa 201 Properties
Rocky Point 163 Properties
Apollo Beach 160 Properties

Frequently Asked Questions About Hillsborough County?

What are the top holiday rentals in Hillsborough County?

With numerous options available in Hillsborough County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hillsborough County:

How many holiday rentals have private pools in Hillsborough County?

Discover a selection of holiday rentals with private pools near Hillsborough County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Hillsborough County are best for families?

If you're searching for a family-friendly holiday home in Hillsborough County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hillsborough County:

How many Casai.ca holiday rentals are available in Hillsborough County?

As of 2026, Casai boasts over 8953 properties listed in the Hillsborough County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hillsborough County.


People Also Ask

There are 8953 Hillsborough County, FL Holiday Rentals

Recently Booked Holiday Rentals in Hillsborough County