South Westshore 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

Top Holiday Package Deals in South Westshore

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

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was CA $1,589, price is now CA $1,051 per person
CA $1,051
per person
Sep 9 - Sep 16
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (2,333 reviews)
Super bueno y muy cerca de todo

Reviewed on Jun 15, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,513, price is now CA $1,524 per person
CA $1,524
per person
Sep 9 - Sep 16
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (526 reviews)
Beautiful facility. Perfect for families close to all the beaches and fun. Can't wait to return for our next visit!

Reviewed on Jun 18, 2026

The Don CeSar

The Don CeSar

4 out of 5
Price was CA $2,367, price is now CA $1,582 per person
CA $1,582
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,165 reviews)
Excellent experience

Reviewed on Jun 18, 2026

CW Hotel

CW Hotel

4 out of 5
Price was CA $1,764, price is now CA $1,205 per person
CA $1,205
per person
Jul 26 - Jul 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

3 out of 5
Price was CA $2,300, price is now CA $1,614 per person
CA $1,614
per person
Jul 23 - Jul 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.4/10 Very Good! (122 reviews)
Me gustó todo muy buena atención limpio , agradable todo súper

Reviewed on Jun 15, 2026

Where to stay in South Westshore

Find the best South Westshore areas and neighborhoods for the activities you enjoy most. Learn more about South Westshore
Downtown Tampa

Downtown Tampa

4 out of top 10 points of interest in this area
4.5/5(56 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
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a South Westshore vacation package cost?
The most affordable South Westshore package is CA $1,051, so the trip of your dreams can become a reality — without breaking the bank. Bundle flights, hotels and car rentals to tailor make a package that suits you.
How do I get a cheap travel package to South Westshore?
Just think of all the thrilling things you could do in South Westshore with extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and extras into a South Westshore vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotel options globally. Whether you're vacationing with the family or embarking on a solo adventure, exploring South Westshore is better with a package.
Where should I stay in South Westshore?
A trip to South Westshore wouldn't be complete without paying a visit to Memorial Hospital of Tampa, Fresenius Medical Care at Memorial Hospital and Hester Park. Stay near these popular sights and make sightseeing easy.
What are the top hotels in South Westshore?
Calm Oasis In South Tampa - 4 Bedroom Private Pool Home and Entire House Near Tampa Airport And Downtown Close To Beaches are among the most popular hotels in South Westshore. Why not look up the amenities and rates at each and then decide?
How far in advance should I book my South Westshore vacation?
The earlier, the better. Air carriers typically release flight tickets up to a year prior to departure, and this is your chance to pick up some rock-bottom prices. Just been told you should take your vacation time in a few weeks? No problem! Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia South Westshore travel package include?
That's up to you. You can pick from a range of South Westshore bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your perfect South Westshore trip looks like, you're sure to save!
What should I know before booking a South Westshore travel package?
You'll pick up big savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything in one place just makes things easier. So why waste your money or time? Whether you're putting together a fancy romantic getaway or an affordable family break, browse our package deals today.
Can I choose my airline with a South Westshore Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my South Westshore vacation package?
Because we know life can be unpredictable, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you've booked your South Westshore vacation package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline 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.