Hillsborough County vacation rentals

We found 11,074 vacation rentals — enter your dates for availability

Select from 2290 houses, 751 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 Hillsborough County destinations on Vrbo

Vacation rentals with weekly discounts - Hillsborough County

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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, with opportunities for hiking, biking, and beach activities.
  2. Vibrant City Life: Explore Tampa's lively atmosphere, featuring family-friendly attractions and welcoming locals.
  3. Thrilling Theme Parks: Experience excitement at popular theme parks that cater to all ages.
  4. Charming Neighborhoods: Discover picturesque neighborhoods that embody the essence of Florida living.
  5. Variety of Accommodations: Choose from cozy apartments, spacious vacation homes, and convenient apart hotels for a comfortable stay.

Popular types of accommodation in Hillsborough County

Discover the perfect getaway with vacation rentals in Hillsborough County! Whether you're looking for apart hotels, cozy apartments, or spacious houses, we have options to suit every traveler’s needs. From charming country townhouses to modern Hillsborough County apartments, your ideal accommodation awaits. Explore the best rentals in Hillsborough County and enjoy a memorable stay filled with transparency, savings, and reassurance.

  • Apartments: These are the top choice for vacation rentals in Hillsborough County, offering convenience and comfort for travelers seeking a home-like atmosphere.
  • Houses: A popular option for large groups or families, these homes provide spacious accommodations and a personal touch.
  • Condos: Ideal for those wanting a blend of luxury and community, condos offer amenities and easy access to local attractions.
  • Cottages: Perfect for a quaint escape, cottages provide a cozy and charming environment for relaxation.
  • Villas: These upscale properties offer a lavish experience, complete with private pools and exquisite surroundings.**

Top attractions in Hillsborough County

Hillsborough County, Florida, is a fantastic destination for outdoor enthusiasts and beach lovers alike. Visitors can explore various attractions, including entertainment arenas, modern universities, and thrilling theme parks. Whether you're seeking family-friendly activities, outdoor adventures, or cultural experiences, Hillsborough County offers a diverse range of points of interest that cater to every traveler's needs. Enjoy the beautiful scenery and vibrant atmosphere that this area has to offer!

  1. Busch Gardens Tampa Bay: This exciting theme park combines thrilling rides with exotic animal encounters, offering a unique blend of adventure and entertainment for the whole family.
  2. Raymond James Stadium: Home to the Tampa Bay Buccaneers, this vibrant arena hosts thrilling sports events and concerts, providing an electrifying atmosphere for fans and visitors alike.
  3. University of South Florida: A modern campus with beautiful architecture and vibrant city vibes, it's a hub for education and culture, featuring art galleries, theaters, and lively events.

Things to do recommended for couples

Experience romance in Hillsborough County! Enjoy a concert at MidFlorida Credit Union Amphitheatre, sip wine at Keel & Curley Winery, or indulge in luxury at Hunter's Green Country Club. Each venue offers a perfect backdrop for unforgettable moments together.

Things to do recommended for families

Your family will have a blast at Adventure Island, a thrilling waterpark perfect for fun and excitement. Catch a game at George M. Steinbrenner Field for a taste of local sports culture, or unwind at Lettuce Lake Park, where you can enjoy nature and relaxation together.

Things to do recommended for groups

Groups visiting Hillsborough County can experience the thrill of gaming at the Seminole Hard Rock Casino Tampa, enjoy shopping and dining at Westshore Plaza Mall, and immerse themselves in culture at the historic Tampa Theater, offering a variety of entertainment options for everyone.

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, pets, or seeking longer accommodations—be sure to prioritize your preferences. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hillsborough County with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group activities. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Hillsborough County with young kids: Traveling with young children can be difficult. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Hillsborough County: For many, a family vacation isn’t truly enjoyable without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Hillsborough County: If you’re in search of 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 features like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Hillsborough County

Hillsborough County, Florida, offers an unforgettable vacation experience filled with outdoor adventures, stunning beaches, and picturesque scenery. Explore the vibrant city of Tampa, where family-friendly attractions and friendly locals create a welcoming atmosphere. Enjoy relaxing excursions along the coastline, or discover charming neighborhoods that capture the essence of Florida living. Whether you're seeking thrilling activities or serene moments, Hillsborough County has something for everyone to enjoy.

  • Tampa: Tampa is a vibrant metropolis nestled in Hillsborough County, known for its diverse attractions that cater to families and outdoor enthusiasts alike. Visitors can explore the beautiful nearby beaches, enjoy the scenic views of Tampa Bay, and engage in various outdoor activities. The city is home to popular venues such as amusement parks and arena entertainment facilities, making it a perfect spot for thrill-seekers and sports fans. Don't miss out on the local landmarks, including the stunning waterfront and charming neighborhoods that contribute to the city’s unique character.
  • Downtown Tampa: As the bustling core of the city, Downtown Tampa offers a dynamic blend of family-friendly activities and urban experiences. Visitors can take advantage of the vibrant shopping areas, indulge in delicious dining options, and catch a game at the local stadium. The area is well-known for its arena entertainment facilities and amusement parks, providing plenty of fun for all ages. With its proximity to the bay and charming town neighborhoods, Downtown Tampa is an ideal destination for those looking to immerse themselves in the local culture.
  • Brandon: Located in the Hillsborough County region, Brandon is a lively city that attracts families and outdoor lovers seeking a mix of city and amusement park experiences. The area is recognized for its fairgrounds and exciting fairground shows, which highlight local culture and entertainment. Visitors can explore nearby theme parks and enjoy the lively atmosphere of the town neighborhoods. The beautiful bay is also within reach, offering scenic views and recreational opportunities that enhance the overall travel experience in Brandon.

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your reservation. Being the planner truly has its perks! When you enroll in our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash™ on eligible bookings. Join us today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan exciting new trips, pick up from where you last left off, or manage and organize your travel plans. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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 Busch Gardens Tampa Bay. 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)
  • Westchase Golf Course (11.9 mi / 19.1 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)
  • Al Lopez Park (4.2 mi / 6.7 km)
  • Cypress Point Park (4.8 mi / 7.8 km)
  • Ben T. Davis Beach (7.6 mi / 12.2 km)
  • Beer Can Island (9.7 mi / 15.7 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?
If your itinerary includes Hillsborough County, Town ‘n’ Country is one of the more desired locations to spend a getaway. While here, pay a visit to leading attractions like Rocky Point Golf Course and Upper Tampa Bay Park.
What is the most popular type of vacation rental accommodation in Hillsborough County?
Apartments are the most popular type of vacation rental in Hillsborough County, according to our data. Even if you have a different idea in mind, Vrbo has vacation homes in many shapes and sizes. Look through our options to find your ideal match.
How much does it cost to rent a vacation rental in Hillsborough County?
The average price for a vacation rental in Hillsborough County can vary depending on factors such as property type, length of stay and season. Whether you’re in search of a sprawling villa with lots of bedrooms or a quaint cabin just enough for two, just enter your travel dates to discover stays that offer great value.
How much does it cost to rent a beach house in Hillsborough County?
Prices for beach houses in Hillsborough County can differ depending on the size and style of the property and when you plan to travel. Simply enter your travel dates into Vrbo and the number of guests to view vacation rental options and prices. From there you can use the filters to refine your search results by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in Hillsborough County?
With 351 properties that welcome four-legged guests, your happy hound can also come along on your Hillsborough County break. Use the filter tool to browse our pet-friendly vacation rentals and find your pawfect digs on Vrbo.
Are there large group vacation rentals in Hillsborough County?
Hillsborough County has 378 vacation properties that can host 10 or more guests. These stays come with all the space you need to enjoy good times with family and friends.
What are the top attractions for families in Hillsborough County?
Keeping the kids happy during your Hillsborough County vacation is child’s play with these cool family-friendly attractions:

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

Are there one-bedroom vacation rentals in Hillsborough County?
Take your pick from 759 one-bedroom rentals in Hillsborough County. Whether you’re looking for an apartment or an upmarket condo, our one-bedroom rentals are great if you don’t require lots of space. One of the major perks of having your own place? You’ll never need to share your trip with strangers.
Can I find two-bedroom vacation rentals in Hillsborough County?
Gather your loved ones and experience complete comfort and privacy in one of the 602 two-bedroom vacation properties Hillsborough County has to offer.
Are there vacation rentals with WiFi in Hillsborough County?
Hillsborough County has 1,333 vacation rentals with WiFi, so you’ll be able to stay connected while you’re away. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to writing and sending emails, these Vrbo homes make it a breeze to get online.
How can I find vacation rentals with air conditioning in Hillsborough County?
You’ll have a choice of 2,460 vacation homes with air conditioning in Hillsborough County giving you that gentle, cool breeze and extra touch of comfort. Just enter your preferred dates of travel and then use our handy filter tool to search for stays with air conditioning.
How old do you have to be to rent a vacation rental in Hillsborough County?
Age restrictions can differ between properties on Vrbo, so be sure to check the rules of the vacation home in Hillsborough County you want to book. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in Hillsborough County for?
The amount of time you can book a Hillsborough County vacation rental for varies depending on the property. Just enter your travel dates to view options that offer long-term stays. They feature all you need to make your extended getaway more enjoyable and comfortable, like kitchens and air conditioning. Some Vrbo vacation properties may also offer discounted weekly or monthly prices, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in Hillsborough County?
Weekend adventure or extended escape, Vrbo has some exclusive deals and discounted options in Hillsborough County that’ll match your style and budget. Browse our weekly and monthly discounts on vacation rentals, or see what’s just been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the perfect place to stay — without spending a fortune.

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