A wooden bridge over a calm river, surrounded by dense trees and greenery.

Carrollwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Carrollwood Vacation

Book a Carrollwood vacation package and get ready to experience all this city has to offer. Consider basing yourself in the neighborhood of Downtown Tampa, which is great for nightlife, shopping and families. Fill your itinerary with tours of Raymond James Stadium, ZooTampa at Lowry Park and Adventure Island, some of the top attractions you really should see during your trip to Carrollwood. Browse Expedia's wide range of travel options and start planning your dream vacation to Carrollwood now.

The Latest Carrollwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • An outdoor patio with a grill, white chairs, and a red umbrella.
    Jan 21 - Jan 24

    Hibiscus Suites - Gateway to Siesta Key + Flight

    Sarasota
    3 nights
    2.5 star property
    8.8/10 - Excellent (2,479 reviews)
    "Great location good price clean rooms"
    Reviewed November 1, 2026
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $819
    CA $529
    per traveller
    found 1 day ago
    Hibiscus Suites - Gateway to Siesta Key
  • Lobby
    Jan 14 - Jan 19

    Hotel Flor Tampa Downtown, Tapestry Collection by Hilton + Flight

    Downtown Tampa
    5 nights
    4.0 star property
    8.6/10 - Excellent (962 reviews)
    "Great place to stay"
    Reviewed November 4, 2026
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $1,588
    CA $976
    per traveller
    found 1 day ago
    Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
  • A spacious lobby with a high ceiling, a reception desk, and several seating areas with modern chairs.
    Jan 14 - Jan 19

    Holiday Inn Tampa Westshore - Airport Area by IHG + Flight

    Westshore
    5 nights
    3.0 star property
    8.4/10 - Very good (1,485 reviews)
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $1,038
    CA $654
    per traveller
    found 1 day ago
    Holiday Inn Tampa Westshore - Airport Area by IHG
  • A modern kitchen with a large island, white cabinetry, and a view of the beach.
    Jan 18 - Jan 22

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,312 reviews)
    "Excellent. Very clean, well equipped, secure, and a welcoming staff. Would do it again."
    Reviewed November 5, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • Nonstop TPA - YYZ • Nonstop
    Save 100% on your flight
    CA $1,302
    CA $825
    per traveller
    found 16 hours ago
    Ocean Club Treasure Island Hotel
  • An aerial view of a resort with multiple interconnected swimming pools, lounge areas with umbrellas, and palm trees.
    Jan 14 - Jan 19

    Saddlebrook Resort + Flight

    Wesley Chapel South
    5 nights
    4.0 star property
    8.2/10 - Very good (194 reviews)
    "N/A I won't book again. I have been to better resorts. For the money they charge I had torn curtains in my room and sugar ants and s stopped up tub that I had to call the maintenance"
    Reviewed November 3, 2026
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $1,603
    CA $1,026
    per traveller
    found 1 day ago
    Saddlebrook Resort

Where to stay in Carrollwood

Find the best Carrollwood areas and neighborhoods for the activities you enjoy most.
A cityscape with tall buildings, palm trees, and a fountain.

Downtown Tampa

Explore top attractions like the Florida Aquarium, Glazer Children's Museum, and Tampa Riverwalk, or indulge in the vibrant nightlife and dining scene in the River Arts District. Easily navigate the area with TECO Streetcar and HART public transportation.
A street lined with palm trees, vintage buildings, and parked cars.

Ybor City

Designated as a National Historic Landmark District, this Tampa neighborhood boasts the Ybor City Museum State Park and a variety of attractions like the Cigar Museum. Enjoy Florida's oldest restaurant, Columbia, and vibrant nightlife along 7th Avenue, easily accessible via TECO Line Streetcar.
A large, two-story house with a porch, surrounded by well-maintained lawns and trees.

Hyde Park

Historic homes and fine dining abound next to Downtown Tampa. Here it’s easy to develop a taste for the finer things in life.
A city skyline at dusk with illuminated buildings and palm trees in the foreground.

Town 'n' Country

If you're spending some time in Town 'n' Country, Tampa Bay and Rocky Point Golf Course are top sights worth seeing.
A calm lake with dense trees on both sides, a clear sky, and a distant house.

Temple Terrace

Rolling landscape, majestic trees, and Hillsborough River views define this Tree City USA, with attractions like Eureka Springs Park and Temple Terrace Golf and Country Club. The area is undergoing redevelopment for a pedestrian-oriented downtown.

Discover the most popular places to visit in Carrollwood

Side Splitters Comedy Club

You can make plans for a show at Side Splitters Comedy Club during your trip to Tampa.
See properties

What to do near Carrollwood

Tampa: Pirate Adventure Cruise

Tampa: Pirate Adventure Cruise

CA $59
per adult
0% of travellers recommend
Tampa: Pirate Adventure Cruise
See all activities near Carrollwood

Carrollwood Hotel Deals

A swimming pool with a clear edge, surrounded by a paved deck and a building with multiple windows.

Holiday Inn Express & Suites Tampa-Anderson Rd/Veterans Exp by IHG

Holiday Inn Express & Suites Tampa-Anderson Rd/Veterans Exp by IHG
2.5 star property
Town 'n' Country, 4.1 km from Carrollwood
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was spotless, breakfast was great, staff very helpful"
The price is CA $165
CA $187 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express & Suites Tampa-Anderson Rd/Veterans Exp by IHG
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.
See all properties in Carrollwood

Frequently Asked Questions

How much does a Carrollwood vacation package cost?

Custom make your Carrollwood vacation package from just CA $529. Pick from any combination of rental cars, flights and hotels to build the getaway of your dreams. Be sure to add on a few activities!

How do I get a cheap travel package to Carrollwood?

Book everything in the one place with our Carrollwood vacation packages. You'll find deals on flights, hotels, tours and more that'll keep your budget happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1,000,000 hotel options worldwide to choose from, you'll have the flexibility to mix and match.

Where should I stay in Carrollwood?

A vacation in Carrollwood isn't complete without checking out Carrolwood Golf Country Club, AdventHealth Carrollwood and Babe Zaharias Golf Course. Stay close to these tourist attractions and make sightseeing a breeze.

What are the top hotels in Carrollwood?

Get your vacation off to a fantastic start by staying at Tampa Vacation Home Close To Everything. It's one of most popular properties in Carrollwood. Another top option is Emerald Greens Hotel Condo Resort.

How far in advance should I book my Carrollwood vacation?

Smart travelers will likely want to book early. You can generally compare international fares on Expedia up to 12 months before your flight. If you're late to book, don't stress. Cheap prices sometimes occur in the last weeks before departure dates.

What does an Expedia Carrollwood travel package include?

Flights, car rentals and hotels — we bring you the very best bargains. All you'll have to do is pick and choose your favorite combination. Once you've made your booking, you can add on the exciting stuff like activities and sightseeing tours. Our travel packages make it simple to put together an exciting Carrollwood getaway.

What should I know before booking a Carrollwood travel package?

A package can be more affordable than separately booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and save a tidy sum. Whatever kind of vacation you're planning, you're sure to find a package that's perfect for you.

Can I choose my airline with a Carrollwood Expedia vacation package?

Expedia has access to more than 550 airline partners globally, so you certainly can. Just select the airline you want and create your ideal Carrollwood getaway.

If I'm not able to travel, can I cancel my Carrollwood vacation package?

Because we know life can be unpredictable, the answer is yes. To learn more, visit our Customer Service Portal. But generally speaking, if you've booked your Carrollwood vacation package in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.