Hillsborough County vacation rentals

We found 11,386 vacation rentals — enter your dates for availability

Select from 2382 houses, 894 apartments, and other vacation rentals to find the perfect place for your stay in Hillsborough County. Vacation rentals offer the amenities you expect for you and your friends, family, or even pets, like cable TV and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Popular cities in Hillsborough County

Vacation rentals with weekly discounts - Hillsborough County

Showing deals for:Nov 7 - Nov 14

Find out more about Hillsborough County

Find out more about Hillsborough County

Why visit Hillsborough County

  1. Outdoor adventures: Hillsborough County is perfect for outdoor enthusiasts, featuring stunning coastal scenery and exciting excursions.
  2. Vibrant cities: Explore lively urban areas like Tampa, known for its family-friendly atmosphere and romantic spots.
  3. Beautiful beaches: Enjoy relaxing days at breathtaking beaches that cater to both relaxation and adventure.
  4. Cultural experiences: Immerse yourself in the rich culture of the region, with diverse attractions and activities.
  5. Comfortable accommodations: Choose from a variety of lodging options, including private vacation homes and hotels with essential amenities.

Popular types of accommodation in Hillsborough County

Planning a getaway to Hillsborough County? The next step is selecting your ideal accommodation. Discover the most sought-after options, including houses, apartments, and condos. Enjoy essential amenities such as hot water, access to beach resorts, and fitness centres, ensuring a comfortable stay. Plus, explore hotel availability for even more choices. Your perfect vacation rental awaits!

  • Houses: The top choice for visitors in Hillsborough County, offering spacious and comfortable stays for families or groups.
  • Apartments: A popular option for those seeking a home-like atmosphere, ideal for couples and solo travellers.
  • Condos: A great selection for vacationers looking for modern amenities and a sense of community.
  • Cottages: Charming and cozy, perfect for those wanting a quaint retreat amidst nature.
  • Villas: Luxurious spaces that provide a touch of elegance for a memorable getaway.**

Top attractions in Hillsborough County

Hillsborough County, Florida, is perfect for outdoor enthusiasts and beach lovers, offering a blend of stunning scenery and vibrant urban experiences. Popular attractions include modern universities, lively entertainment arenas, and beautiful urban parks, catering to families and adventure seekers alike. Whether you're looking for a relaxing day at the beach or an exciting city exploration, Hillsborough County has something for everyone to enjoy.

  1. Busch Gardens Tampa Bay: A thrilling theme park featuring exciting rides, animal encounters, and live entertainment, perfect for families and adventure seekers alike.
  2. Tampa Riverwalk: A scenic esplanade perfect for leisurely strolls, biking, or romantic evenings, offering stunning views of the waterfront and access to parks and restaurants.
  3. Raymond James Stadium: Home to the NFL's Tampa Bay Buccaneers, this arena hosts electrifying sports events and concerts, ensuring a lively atmosphere for all ages.

Things to do recommended for couples

Hillsborough County offers delightful experiences for couples. Enjoy a concert under the stars at MidFlorida Credit Union Amphitheatre, indulge in wine tasting at the romantic Keel & Curley Winery, or unwind in luxury at Hunter's Green Country Club. Perfect for creating unforgettable memories together!

Things to do recommended for families

Families vacationing in Hillsborough County can enjoy thrilling water slides at Adventure Island, catch a game at George M. Steinbrenner Field, and unwind in the serene surroundings of Lettuce Lake Park, perfect for relaxation and wellness.

Things to do recommended for groups

In Hillsborough County, your group can try your luck at the Seminole Hard Rock Casino Tampa, shop at the International Plaza and Bay Street, or enjoy a show at the historic Tampa Theater, immersing yourselves in the vibrant local culture and entertainment.

What do I need to keep in mind when booking a vacation in Hillsborough County

When planning your trip—whether you’re traveling with a group, family, or pets, or seeking extended stays—be sure to prioritize your preferences when filtering options. Here are some helpful booking tips for Vrbo.

  • Traveling to Hillsborough County with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for all these options and more on Vrbo.
  • Traveling to Hillsborough County with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Hillsborough County: For many, a family getaway wouldn’t be the same without their furry companion. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hillsborough County: If you're seeking vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Hillsborough County

Hillsborough County, Florida, offers a delightful vacation experience filled with outdoor adventures and stunning coastal scenery. Explore vibrant cities like Tampa, known for its family-friendly atmosphere, friendly locals, and romantic spots. Discover breathtaking beaches, enjoy exciting excursions, and immerse yourself in the rich culture of this diverse region. Whether you’re looking for relaxation or adventure, Hillsborough County promises unforgettable memories for every traveller.

  • Tampa: Tampa is a vibrant metropolis nestled in Hillsborough County, known for its diverse attractions and family-friendly activities. Visitors flock to Tampa for its picturesque beaches, beautiful bay views, and outdoor adventures. The city offers a variety of amusement parks and entertainment venues, ensuring fun for all ages. Key highlights include exploring the historic Ybor City, enjoying the lush parks, and indulging in the local dining scene. Whether you're relaxing at the beach or immersing yourself in the local culture, Tampa promises a memorable travel experience.
  • Downtown Tampa: Located in the heart of Hillsborough County, Downtown Tampa is a bustling neighbourhood that combines urban charm with family-friendly attractions. It's an ideal spot for those seeking a lively city experience, featuring an array of shopping areas, entertainment options, and parks. Visitors can enjoy events at the Amalie Arena or take a leisurely stroll along the waterfront. The nearby Tampa Bay offers beautiful views, while the local stadium hosts various sporting events, making Downtown Tampa a dynamic destination for tourists.
  • Brandon: Brandon is a charming city in Hillsborough County, perfect for families and outdoor enthusiasts alike. Known for its friendly atmosphere and community vibe, this city offers a variety of attractions, including amusement parks and fairground shows. Outdoor activities abound, with numerous parks and recreation areas to explore. Visitors can enjoy the local theme parks and take advantage of the vibrant community events throughout the year. Brandon’s proximity to Tampa Bay also allows for easy access to stunning waterfront experiences, making it a great addition to your vacation itinerary.

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our handy filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a dedicated space to plan new adventures, refine your existing itineraries, or manage your bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Hillsborough County getaway

Learn about the unique charm of Hillsborough County with a stay in a private vacation home. There's no shortage of things to see and do in the area.Take in top local attractions like Port of Tampa and Raymond James Stadium. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Hillsborough County

Are you hoping to discover attractions to see while you're in town? Venture out of your vacation home and check out everything that makes Hillsborough County a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Busch Gardens Tampa Bay (6.6 mi / 10.6 km)
  • Florida Aquarium (0.8 mi / 1.3 km)
  • ZooTampa at Lowry Park (4.6 mi / 7.5 km)
  • Tournament Sportsplex of Tampa Bay (7 mi / 11.2 km)
  • Adventure Island (7.1 mi / 11.4 km)
  • Tampa Bay Downs (13.6 mi / 21.8 km)

Exploring the natural features in Hillsborough County

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Hillsborough County. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Tampa Bay (13.8 mi / 22.1 km)
  • Curtis Hixon Waterfront Park (0.2 mi / 0.3 km)
  • Cypress Point Park (4.8 mi / 7.8 km)
  • Ben T. Davis Beach (7.6 mi / 12.2 km)
  • Picnic Island Beach (8.9 mi / 14.3 km)
  • Lettuce Lake Park (10.2 mi / 16.4 km)

Traveling to and around Hillsborough County

The nearest airport is in Tampa, FL (TPF-Peter O. Knight), located 2.5 mi (4 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Tampa Intl. Airport (TPA), which is 5.1 mi (8.3 km) away.

If you'd prefer to travel by train, the main station is Tampa Union Station.

Frequently asked questions

What is the best area to stay in Hillsborough County when booking a vacation rental?
Town n Country is among the more preferred locations to find a vacation property in Hillsborough County. Searching for some awesome things to do and see here? Be sure to visit Ben T. Davis Beach and Rocky Point Golf Course.
What is the most popular type of vacation rental accommodation in Hillsborough County?
According to our data, houses are the most sought-after vacation rental type in Hillsborough County. But that goes without saying, everyone's idea of an epic trip can differ. Vrbo has vacation rentals of all shapes and sizes, so you're bound to find the perfect match.
How much does it cost to rent a vacation rental in Hillsborough County?
A number of things affect what you'll pay for a vacation rental in Hillsborough County, such as the season, length of stay and type of property. Still, all our vacation homes have one thing in common — amazing value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Hillsborough County?
The average price for a vacation rental near the beach in Hillsborough County depends on when you're going and the size and style of property you want. You can easily and quickly find prices on Vrbo by entering your preferred travel dates. Then use our filters to pick the number of bedrooms and amenities that you need, like WiFi, a pool and air conditioning.
What are popular rental amenities in Hillsborough County?
The most popular rental amenities people are searching for in Hillsborough County are a microwave oven, a fridge and off-street parking options. Whether you're taking a trip with family, friends or even pets, Vrbo vacation rentals include the best amenities for starting a new adventure with the people who matter most.
Are there large group vacation rentals in Hillsborough County?
With 277 vacation rentals that can host 10 guests or more in Hillsborough County, you won't have to keep anyone off the invite list. From vacations with the extended family to events like Christmas and birthday parties, Vrbo will help you find a large group rental that fits the occasion.
What are the top attractions for families in Hillsborough County?
You'll find loads of fabulous things to do and see with the family in Hillsborough County, such as:

  • Tampa Riverwalk
  • Busch Gardens Tampa Bay
  • Raymond James Stadium

Can I find two-bedroom vacation rentals in Hillsborough County?
Hillsborough County has 587 two-bedroom vacation properties to choose from. Enjoy a vacation home with all the privacy and comfort you're looking for at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Hillsborough County?
Whether you want to keep up with the latest headlines, check emails or surf social networks, there are 1,086 vacation homes with WiFi in Hillsborough County. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How old do you have to be to rent a vacation rental in Hillsborough County?
The minimum age is generally 16, 18 or 21. It can vary across properties on Vrbo, so look at the rules of your preferred Hillsborough County vacation home before you book.
How long can I rent a vacation rental in Hillsborough County for?
It all depends on the Hillsborough County property. To see a list of options offering extended stays, simply enter your dates and number of people into Vrbo's search page. Look forward to having the whole property to yourself, as well as comforts such as a kitchen, air conditioning and a backyard where the little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

Explore destinations around Hillsborough County

More Vacation Rentals ideas

People also search for