Hillsborough County Holidays from NZ$3,358
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Top destinations in Hillsborough County
The Latest Hillsborough County Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
NZ$6,518
per person
26 Dec - 2 Jan
found 18 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on 25 Sept 2026
Westgate Blue Tree Resort in Lake Buena Vista
NZ$3,657
per person
26 Dec - 2 Jan
found 18 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.6/10 Excellent! (1,000 reviews)
The stay was immaculate. It was secluded and quiet. The perfect resting place for celebrating my husband’s birthday. We were near everything we wanted to enjoy. The staff was amazing; Morgan gave an excellent introduction to the property and we enjoyed throughly and hassle free. We will be returning in November for a concert after this amazing experience! Our pets enjoyed the property and the quiet and calm ambiance really helped them to relax into a new space.
Reviewed on 14 Sept 2026
Hilton Orlando Buena Vista Palace - Disney Springs® Area
NZ$3,767
per person
26 Dec - 2 Jan
found 18 hours ago
Return direct flight included
Auckland (AKL) to Orlando (MCO)
8.6/10 Excellent! (2,033 reviews)
We had a very enjoyable stay at this hotel! The staff were extremely helpful, friendly, and courteous throughout our visit. Our room was clean and comfortable, and the housekeeping staff did an awesome job keeping the room clean and refreshed every day.
There were a couple of minor signs of wear and tear in the room. The bedside electrical outlet was not functional, and some of the bathroom trim could use a little caulking and repainting. These were small issues and did not take away from our overall experience.
The pool and lazy river were both convenient and a lot of fun, making it easy to relax and enjoy some downtime. Another great benefit was the free transportation to all of the Disney parks, which made getting around very easy and convenient.
One of our favorite features was the short, relaxing walk to Disney Springs. The location made it very convenient to enjoy the restaurants, shopping, and entertainment without having to drive.
Overall, we had a great stay and would definitely consider staying here again. The friendly staff, cleanliness, amenities, free Disney transportation, and convenient location made for a wonderful experience!
Reviewed on 4 Oct 2026
Our pick of the best Hillsborough County Hotel Deals
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
NZ$342
12 Oct - 13 Oct
includes taxes & fees
Four Points by Sheraton Suites Tampa Airport Westshore
4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
NZ$188
12 Oct - 13 Oct
includes taxes & fees
The Westshore Grand, Tampa, A Tribute Portfolio Hotel
4860 West Kennedy Boulevard Tampa FL
Fully refundableReserve now, pay when you stay
NZ$308
5 Oct - 6 Oct
includes taxes & fees
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$3,358. 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.
Stay near popular Hillsborough County attractions
Busch Gardens Tampa Bay
8.8/10 (6,744 reviews)
This premier theme park seamlessly blends heart-racing roller coasters with one of North America's largest zoos. Experience the rush of Iron Gwazi or observe exotic wildlife on the Serengeti Plain safari.
Raymond James Stadium
8.8/10 (3,842 reviews)
Home of the Tampa Bay Buccaneers, Raymond James Stadium features a 103-foot pirate ship that fires confetti cannons after touchdowns. Experience the electric game-day atmosphere with vibrant tailgating.
Tampa Riverwalk
9.0/10 (7,225 reviews)
This 2.6-mile waterfront path connects Tampa's cultural treasures with scenic river views and vibrant public art. Stroll between museums and restaurants, or rent a bike to experience the illuminated pathway at sunset.
Seminole Hard Rock Casino Tampa
8.6/10 (4,106 reviews)
This AAA Four-Diamond casino resort boasts a vast gaming floor with high-stakes tables and thousands of slots. Complement your play with award-winning dining and luxury spa treatments at this entertainment destination.
Benchmark International Arena
9.0/10 (1,814 reviews)
This city centre Tampa entertainment powerhouse hosts the NHL's Lightning and 150+ events annually. Watch hockey games beneath Tesla coils that shoot real lightning or catch A-list concerts in the 20,500-seat arena.
Tampa Convention Center
8.4/10 (2,186 reviews)
This waterfront convention centre in city centre Tampa offers 600,000 square feet of versatile event space. Explore the adjacent Tampa Riverwalk for dining and entertainment before or after your event.
Florida State Fairgrounds
8.4/10 (798 reviews)
This sprawling 330-acre venue hosts the renowned Florida State Fair and over 150 events annually. Explore agricultural exhibits, thrilling midway rides, and the Cracker Country Living History Museum during your visit.
Florida Aquarium
8.8/10 (3,540 reviews)
The Florida Aquarium houses 7,000 aquatic species across diverse marine habitats including a 500,000-gallon coral reef. Explore touch pools or watch sharks glide overhead in this city centre Tampa educational adventure.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
