Hillsborough County Holidays from NZ$2,720

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Top destinations in Hillsborough County

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

Tampa

The Latest Hillsborough County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
per person
20 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.4/10 Very Good! (994 reviews)
Clean and close to shopping areas

Reviewed on 22 Jun. 2025

ette hotel

ette hotel

5 out of 5
per person
20 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.8/10 Exceptional! (310 reviews)
very friendly helpful staff. nice area with many restaurants and grocery stores around. clean rooms. elegant hotel

Reviewed on 4 Jul. 2025

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
per person
20 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (1,142 reviews)
Spacious accommodations near Disney, with some amenities.

Reviewed on 4 Jun. 2025

The Fold Hotels Orlando

The Fold Hotels Orlando

2 out of 5
per person
20 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Orlando (MCO)
No reviews
We loved our stay at this resort. It looks exactly as it is shown in the pictures. The place was clean and everything is new. Also, great location. We would love to come back. Thank you

Reviewed on 24 Jun. 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
per person
20 Sept - 24 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.4/10 Exceptional! (339 reviews)
so did they go back to school beginning of August last week under the 27th?

Reviewed on 5 Jul. 2025

Our pick of the best Hillsborough County Hotel Deals

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is NZ$283 per night from 3 Aug to 4 Aug
NZ$283
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (1,637 reviews)
"Very beautiful"

Reviewed on 5 Jul. 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Hotel Alba, Tapestry Collection by Hilton
Hotel Alba, Tapestry Collection by Hilton
4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 13 July to 14 July
NZ$237
13 July - 14 July
includes taxes & fees
8.6/10 Excellent! (1,969 reviews)
"Everything was great!!!"

Reviewed on 5 Jul. 2025

Hotel Alba, Tapestry Collection by Hilton
Sailport Waterfront Suites
Sailport Waterfront Suites
3.5 out of 5
2506 N Rocky Point Dr, Tampa, FL
The price is NZ$255 per night from 21 July to 22 July
NZ$255
21 July - 22 July
includes taxes & fees
8.2/10 Very Good! (4,596 reviews)
"Great room with a beautiful view!! Sunsets are amazing too!"

Reviewed on 1 Jul. 2025

Sailport Waterfront Suites
See all 3,987 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County holiday package cost?
Chart your own course with our Hillsborough County holiday packages, which start from only NZ$2,720. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County holiday packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1 000 000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cosy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County holiday?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a holiday package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights --- decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia holiday package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County holiday package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County holiday package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.