Deals on vacations and trips to Hillsborough County

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Hillsborough County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $666, price is now $279 per person
$279
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $783, price is now $301 per person
$301
per person
Apr 7 - Apr 14
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $730, price is now $284 per person
$284
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $1,392, price is now $610 per person
$610
per person
Apr 4 - Apr 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,427, price is now $1,077 per person
$1,077
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.

Top Hillsborough County hotels deals

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
$77 nightly
The price is $87 total per night
$87 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Free Cancellation
$220 nightly
The price is $250 total per night
$250 total
Feb 8 - Feb 9
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free WiFi.
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
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $260 total per night
$260 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-in, express check-out, and free airport shuttle. Free self parking, a coffee shop, and limo/town car service are also offered.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr Tampa FL
Free Cancellation
Reserve now, pay when you stay
$202 nightly
The price is $231 total per night
$231 total
Feb 15 - Feb 16
Total with taxes and fees
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and conveniences like a 24-hour front desk and wedding services.
Quality Inn Airport - Cruise Port

Quality Inn Airport - Cruise Port

2.5 out of 5
1020 S Dale Mabry Hwy Tampa FL
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $126 total per night
$126 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
3001 University Center Dr Tampa FL
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $184 total per night
$184 total
Mar 4 - Mar 5
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Free perks include buffet breakfast, free self parking, and a theme park shuttle. Free WiFi in public areas, a garden, and luggage storage are also on offer.
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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.

Photos of local treasures

Browse Hillsborough County vacation photos for more inspiration

At the Perry Harvey, Sr. Park, James Simon’s sculptures of musicians, dancers, and a jukebox help highlight the importance of music to the history and culture of the historic Central Avenue Business District in Tampa. #sculpture #Tampa #OnTheRoad
At the Perry Harvey, Sr. Park, James Simon’s sculptures of musicians, dancers, and a jukebox help highlight the importance of music to the history and culture of the historic Central Avenue Business District in Tampa. #sculpture #Tampa #OnTheRoad
Great views of Downtown Tampa
The springs are so clear and such a nice refresher on a hot day, it was definitely a bonus while we RV camped at the county park #florida #swimming #underwater
ruins on Egmont Key #perspectives

Frequently asked questions

How much are vacation packages to Hillsborough County?
With offers starting from as little as $279, hotel and flight packages are an excellent way to stretch your vacation budget even further. Get ready Hillsborough County — here you come!
Where can I get the best vacation package deals for Hillsborough County?
For an amazing Hillsborough County package deal, book with Travelocity. Choose from 400 airlines and 1,000,000 worldwide properties to create your ultimate trip — the choice is all yours!
Why should I purchase my Hillsborough County vacation bundle via Travelocity?
We have experiences for every kind of traveler, first-rate service and 24/7 support. And to top it off, we'll match any better price you happen to find with our Price Match Guarantee.
Will I save money on my Hillsborough County car rental if I bundle it with a hotel or flight?
Certainly. And our Hillsborough County vacation packages are the best way to do it. With just a few clicks you can save cash and time by bundling your bookings. Pick up the keys to your rental car then chart your own course. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.
Which airport is best for Hillsborough County?
For passengers contemplating flying in and out of Hillsborough County, the most commonly used airports are Tampa Intl. Airport (TPA), Sarasota-Bradenton Intl. Airport (SRQ) and St. Petersburg-Clearwater Intl. Airport (PIE).
What is there to do in Hillsborough County?
Hillsborough County boasts hidden gems around every turn, however make sure you see Raymond James Stadium and ZooTampa at Lowry Park while you're in town. These landmarks are a must-see for visitors to the region.

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