Carrollwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    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.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Oct 2 - Oct 5
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (2,352 reviews)
Hotel is nice and close to everything. Pool was a little loud and crowded, we couldn’t get lounge chairs despite going down early. The beach has covered bed but you have to pay for them, the chairs under umbrellas are free. The food at the pool was decent- grouper was really good but pizza was not. Staff was friendly and helpful. We would go back!

Reviewed on Jul. 12, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (499 reviews)
Nice location, beautiful beach, nice thought to amenities and fun stay

Reviewed on Jul. 12, 2025

Barsala At The Wayland Condos

Barsala At The Wayland Condos

4 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 19
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
7.8/10 Good! (9 reviews)
My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!!

Reviewed on Jun. 10, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 24
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (421 reviews)
Beautiful property I would highly recommend this place to anyone looking for clean,friendly,convenience with a beautiful view.

Reviewed on Jul. 10, 2025

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Wesley Chapel South
Save 100% on your flight
per person
Aug 17 - Aug 24
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
6.2/10 (1,005 reviews)
Wish the big pool was open

Reviewed on Jul. 11, 2025

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

5 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

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 $255 per night from Aug 7 to Aug 8
CA $255
CA $342 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (2,001 reviews)
"Great servics great location"

Reviewed on Jul. 12, 2025

Hilton Clearwater Beach Resort & Spa
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
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Aug 3 to Aug 4
CA $207
CA $235 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,651 reviews)
"Nice overnight stay! Super comfortable"

Reviewed on Jul. 12, 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
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 $349 per night from Aug 3 to Aug 4
CA $349
CA $449 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (2,363 reviews)
An excellent hotel with amazing staff.
"Our stay was excellent. Tammy (check in) was most amazing and helpful. We will only stay here when visiting Clearwater. Thanks!"

Reviewed on Jul. 11, 2025

Wyndham Grand Clearwater Beach
See all 8,317 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 $797. 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

Sharks in 500,000 gallon Coral Reef habitat

The Florida Aquarium in Tampa General Admission

CA $46
per adult
82% of travellers recommend
The Florida Aquarium in Tampa General Admission
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
Step into the shadows and discover the haunting tales of our city's past.

Tampa Terrors Ghost Tour By US Ghost Adventures

CA $44
per adult
100% of travellers recommend
Tampa Terrors Ghost Tour By US Ghost Adventures
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.