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.

Top Holiday Package Deals in Carrollwood

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight
CA $952
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (2,434 reviews)
Clean Room, excelent location.

Reviewed on Sep 18, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Save 100% on your flight
CA $2,143
per person
Nov 7 - Nov 14
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
9.2/10 Wonderful! (591 reviews)
Un lugar muy bonito y cómodo para disfrutar en familia lo único es que los sofácama no son cómodos yo tuve que comprar un colchón y solo hay un parqueo por habitación el personal es muy amable la pasamos bien

Reviewed on Sep 16, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

Save 100% on your flight
CA $1,138
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,246 reviews)
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

Save 100% on your flight
CA $3,093
per person
Nov 26 - Dec 1
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (128 reviews)
Great place to stay! Friendly staff and beautiful ocean front rooms.

Reviewed on Sep 18, 2026

The Westin Sarasota

The Westin Sarasota

Central Sarasota
Save 100% on your flight
CA $1,492
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,150 reviews)

Where to stay in Carrollwood

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

Downtown Tampa

3 out of top 10 points of interest in this area

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.

Find hotels in Downtown Tampa
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.

Find hotels in Ybor City
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.

Find hotels in Hyde Park
A coastal cityscape with a marina, beach, and high-rise buildings during sunset.

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.

Find hotels in Town 'n' Country
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.

Find hotels in Temple Terrace

Carrollwood Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $256
CA $345 total
Sep 22 - Sep 23
includes taxes & fees
Wyndham Grand Clearwater Beach
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $296
CA $390 total
Sep 21 - Sep 22
includes taxes & fees
Hyatt Regency Clearwater Beach Resort and Suites
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
CA $155
CA $175 total
Oct 1 - Oct 2
includes taxes & fees
Hilton Tampa Airport Westshore
See all 9,106 properties in Carrollwood
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Frequently asked questions

How much does a Carrollwood vacation package cost?
Custom make your Carrollwood vacation package from just CA $952. 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.

Stay near popular Carrollwood attractions

Hindu Temple of Florida

Hindu Temple of Florida is just one of the places to see in Tampa, so why not enjoy the other things to explore during your travels?
See properties

Side Splitters Comedy Club

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

Lake Carroll

Commune with nature and explore the great outdoors at Lake Carroll during your travels in Tampa.
See properties

Things to do

Tampa: Pirate Adventure Cruise

Tampa: Pirate Adventure Cruise

CA $58
per adult
Tampa: Pirate Adventure Cruise
Wine Tasting Experience in Historic Ybor

Wine Tasting Experience in Historic Ybor

CA $55
per adult
Wine Tasting Experience in Historic Ybor
Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR

Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR

CA $42
per adult
88% of travellers recommend
Tampa City Trolley Tour - THE ULTIMATE ALL-IN-ONE TOUR
See all activities in Tampa
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.