Carrollwood Vacation Packages

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  • Better together

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

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

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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.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was CA $1,406, price is now CA $916 per person
CA $916
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very good! (1,000 reviews)
Very clean, wonderful people very quiet. I would stay there again and again and again.

Reviewed on Aug 5, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $3,768, price is now CA $2,327 per person
CA $2,327
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (575 reviews)
t

Reviewed on Aug 4, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $2,150, price is now CA $1,328 per person
CA $1,328
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (29 reviews)
All of things and location ,very cleaning .

Reviewed on Aug 5, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $2,038, price is now CA $1,400 per person
CA $1,400
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,163 reviews)

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was CA $2,471, price is now CA $1,725 per person
CA $1,725
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,604 reviews)
Loved it! It was nice and I actually wanted to stay for longer lol. Thanks!

Reviewed on Aug 6, 2026

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

4 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

Carrollwood Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $311 per night from Aug 16 to Aug 17
CA $311
CA $407 total
Aug 16 - Aug 17
includes taxes & fees
9.4/10 Exceptional! (3,683 reviews)
"Loved it! It was nice and I actually wanted to stay for longer lol. Thanks!"

Reviewed on Aug 6, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Aug 31 to Sep 1
CA $201
CA $228 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,484 reviews)
"Overall satisfied with our 3 nights stay."

Reviewed on Aug 4, 2026

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Aug 19 to Aug 20
CA $229
CA $314 total
Aug 19 - Aug 20
includes taxes & fees
8.2/10 Very good! (2,891 reviews)
"Great location right on the beach and in the middle of the strip with all the shops and restaurants right outside the hotel property. Great customer service and attentiveness from the entire staff"

Reviewed on Aug 5, 2026

Hilton Clearwater Beach Resort & Spa
See all 9,073 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

Frequently asked questions

How much does a Carrollwood vacation package cost?
Custom make your Carrollwood vacation package from just CA $916. 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

Side Splitters Comedy Club

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

Things to do

The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

CA $69
per adult
94% of travellers recommend
Pirate Adventure Cruise - John's Pass
Wine Tasting Experience in Historic Ybor

Wine Tasting Experience in Historic Ybor

CA $56
per adult
Wine Tasting Experience in Historic Ybor
The Official Downtown Tampa Ghost Tour

The Official Downtown Tampa Ghost Tour

CA $42
per adult
100% of travellers recommend
The Official Downtown Tampa Ghost 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.