Carrollwood Vacation Packages

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    Save up to CA $1,096 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.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Price was CA $1,884, price is now CA $1,183 per person
CA $1,183
per person
Apr 25 - May 2
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
2/10 (4 reviews)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was CA $2,828, price is now CA $1,598 per person
CA $1,598
per person
Apr 25 - May 2
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
7/10 Good! (1,744 reviews)
The staff were very professional and courteous. However, the room itself was not worth the cost. The paint and furniture need to be updated and refreshed.

Reviewed on Feb 16, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $5,579, price is now CA $3,279 per person
CA $3,279
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Whole property was AMAZING!!

Reviewed on Feb 15, 2026

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $2,800, price is now CA $1,743 per person
CA $1,743
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (1,097 reviews)
Perfect location, very helpful staff and the accommodation was just what we wanted. I would recommend staying here 👍

Reviewed on Feb 16, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $2,833, price is now CA $1,772 per person
CA $1,772
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Restaurant & bar staff, service staff & Cabana beach service is outstanding ! Beach access is unmatched ! White flour soft sand ! However the Parking lot access to hotel was obstructed by several large service delivery trucks ! This is unacceptable & a very bad look ! This needs to be resolved! A simple parking lot wall & delivery row parallel to building is the obvious fix.!

Reviewed on Feb 6, 2026

Where to stay in Carrollwood

Find the best Carrollwood areas and neighborhoods for the activities you enjoy most. Learn more about Carrollwood
Curtis Hixon Waterfront Park

Downtown Tampa

4 out of top 10 points of interest in this area
4.5/5(55 area reviews)

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 $464 per night from Feb 22 to Feb 23
CA $464
CA $578 total
Feb 22 - Feb 23
includes taxes & fees
9.2/10 Wonderful! (3,027 reviews)
A perfect stay.

Reviewed on Feb 11, 2026

Wyndham Grand Clearwater Beach
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is CA $101 per night from Mar 8 to Mar 9
CA $101
CA $114 total
Mar 8 - Mar 9
includes taxes & fees
6.2/10 (3,946 reviews)
Mucha limpieza y descanso pleno

Reviewed on Feb 10, 2026

Ramada by Wyndham Tampa Westshore Airport South
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 $235 per night from Mar 8 to Mar 9
CA $235
CA $267 total
Mar 8 - Mar 9
includes taxes & fees
8.4/10 Very Good! (1,126 reviews)
Excellent!!

Reviewed on Feb 15, 2026

The Westin Tampa Bay
See all 8,788 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 $1,183. 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.

Things to do

Multiple boats for groups larger than 12

Escape to Paradise: Private Island Boat Adventure in Tampa Bay

CA $859
per traveller
Escape to Paradise: Private Island Boat Adventure in Tampa Bay
Self-Guided Driving Bundle of Florida Tours

Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle

CA $55
per traveller
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
Tides of Tethered Terror: Tampa Ghost Tours

Tides of Tethered Terror: Tampa Ghost Tours

CA $44
per adult
Tides of Tethered Terror: Tampa Ghost Tours
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.