Hillsborough County Holiday Rentals

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Top Cities in Hillsborough County

Tampa Bay featuring night scenes, a river or creek and skyline

Top Holiday Rentals Destinations in Hillsborough County

"Everyone was very friendly. Property was under construction due to hurricane damage however the workers were very respectful to guests. "

includes taxes & fees

19 Jan - 20 Jan

"Nice place to stay, would recommend to others "

includes taxes & fees

13 Jan - 14 Jan

"We had a 2 bed/2 bath condo, was clean and comfortable. "

On the beach, sun-loungers, beach towels

"Please update your listing stating that since the hurricane, there are things on the property still not available, sun deck, beach area.More dish towels and cloths would be nice. We only had one dish towel. A storage area in the bathroom would be nice or have the linen closet unlocked for use. Pizza pan and cutter along with a few more sets of Silverware would be nice along with salt and pepper. More garbage bags too, as we only had one. "

includes taxes & fees

16 Jan - 17 Jan

"We stayed the middle of November after Hurricane Helene and Hurricane Milton had hit. The property grounds were already cleaned up when we arrived despite having lost some big trees. The pool house is charming with everything you would need for a comfortable stay. We were in town for a wedding and visit ing family. The pool was Soo relaxing that I took a couple of days to myself and relaxed by the pool, read my book and enjoyed the sound of the water feature in the pool while I drifted off...

"3 families fit conveniently in the house. The house had all described amenities and even more! Ongoing communication and responses were immediate and fully addressed. Our kids loved the swimming pool, kitchen was full of appliances and kitchenware. A lot of space, even bigger from than what we got from the pictures on the website! The outdoor area was great, with a lot of chairs and tables and BBQ. We highly recommend this property for vacation rentals. "

"My wife and I rented a room to attend our friend's wedding. A few days before, I accessed the web site and asked for our check in instruction(s) and a "form letter" email informed me that another email with all our info would be forthcoming. That didn't happen. When we were on the property we are still trying to get someone to reply through the web site. We could not get access to the room so we had to get prepared for the wedding in the parking lot in the car. Suffice it to say my wife was not...

includes taxes & fees

18 Jan - 19 Jan

"The place was beautiful wondering service and very welcoming I definitely would recommend this place amd would come again. "

includes taxes & fees

28 Jan - 29 Jan

1 bedroom, iron/ironing board, free WiFi, bed sheets

"Llegamos supee tarde, pero nos recibieron muy bien, nos dieron mas tiempo para el check out. Lindo espacio, limpio y con todo lo necesario."

includes taxes & fees

13 Jan - 14 Jan

"Nice and clean affordable place to stay"

includes taxes & fees

11 Feb - 12 Feb

"We are 5 couples, long-time friends, who enjoy gathering and enjoying each others company. We found this private resort after our 5 bedroom VRBO on Indian Rocks Beach sustained hurricane damage. The resort facility offered such terrific amenities, we were happy to make the discovery and change. We sure enjoyed the hot tub and swimming pool and there were many other amenities we that made the stay enjoyable. Although there are multiple kitchens, as a small group (for this facility) we used just...

"The cabin and it’s grounds was clean as a whistle!"

"We stayed here for a bit over a month before moving out of the area. It’s a nice and clean place in a quiet neighborhood. The yard could use a little cleaning up but the view over the river is beautiful."

"Close to the poet "

includes taxes & fees

9 Feb - 10 Feb

"Great place - easy walk to stadium and very clean!"

includes taxes & fees

10 Feb - 11 Feb

"This is a perfect air b and b for two. The property is so inviting. There is a seating area outside surrounded by gorgeous trees. The bed is so comfortable. Everything is clean. The shower is huge. Walmart, super markets, all fast food, waffle House is a 5 min drive or 10 min walk. 10/10 recommend to everyone. Super convenient and wonderful. The renter was super responsive and helpful. Thank you so much for a beautiful experience. "

"We had a great experience at this property! It was close to the Arena and a great overall location. We would love to stay again in the future!"

"It’s an older house in a neighborhood of older houses, but has been completely remodeled inside as a rental. Basic and clean. Plenty of places to eat nearby. Easy to get around. It is right beside I-275 but the roadway is elevated so you’re not really hearing traffic when in the house. I thought the beds were very comfortable. "

includes taxes & fees

9 Feb - 10 Feb

"Thanks to Adaline, my husband and me were able to spend quality time with family in the area with our pups in a safe and walkable area. "

includes taxes & fees

19 Jan - 20 Jan

"The owners were wonderful, great at responding to questions."

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Find out more about Hillsborough County

Everything you need to know about Hillsborough County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsborough County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsborough County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Hillsborough County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsborough County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsborough County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Hillsborough County holiday rentals we have chosen for you start as low as AU$190 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Hillsborough County rentals

At Expedia, we put the best Hillsborough County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hillsborough County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsborough County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsborough County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Hillsborough County Holiday Home Travel Info

Holiday homes	191
Popular accommodation	Hillsborough County private holiday homes
Known landmarks	Busch Gardens Tampa Bay, Florida Aquarium and ZooTampa at Lowry Park
International airport	Tampa, FL (TPA-Tampa Intl.)

Recent reviews in Hillsborough County

Ramada by Wyndham Tampa Westshore Airport South

5/5 Excellent

Great for our use

"We stayed here for an overnight hotel layover. It’s nothing fancy but it was great for what we needed! The staff was very kind, promptly got us a crib for our baby, the shuttle drivers we had were great, and the area felt safe, my husband was able to easily walk and get us to go food nearby. I would stay here again"

A verified traveller stayed at Ramada by Wyndham Tampa Westshore Airport South

Posted 21 hours ago