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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

Sunshine Beach
CA $1,023
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,173 reviews)
CW Resort

CW Resort

CA $1,126
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (117 reviews)
The Avalon Club

The Avalon Club

CA $1,332
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (594 reviews)
The Hotel Zamora

The Hotel Zamora

CA $1,172
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (397 reviews)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

CA $2,366
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Tampa (TPA)
9.2/10 Wonderful! (584 reviews)
The room was immaculate and the beds and pillows were the comfiest I have ever slept in. The room had everything we needed to make our stay comfortable. The location is perfect and the beach there is amazing. We have stayed here 4 times now and will be back again. This is a small, locally owned resort and they take great pride in the property. We absolutely love it.

Reviewed on Sep 3, 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
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.

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.

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.

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 Countryway Golf Club are top sights worth seeing.

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.

South Westshore Hotel Deals

The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
CA $203
per night
Sep 6 - Sep 7
The Westin Tampa Bay
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
CA $299
per night
Sep 6 - Sep 7
9.4/10 Exceptional! (3,820 reviews)
"Our room face the gulf , it was clean and the ded was comfortable, the hotel was very nice and clean and the staff was helpful and friendly."

Reviewed on Sep 3, 2026

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 $328
per night
Sep 4 - Sep 5
9.4/10 Exceptional! (2,306 reviews)
"Great view of the gulf!"

Reviewed on Sep 3, 2026

Hyatt Regency Clearwater Beach Resort and Suites
See all 14,469 properties in South Westshore
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.

Frequently asked questions

How much does a South Westshore vacation package cost?
The most affordable South Westshore package is CA $1,023, 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.

Things to do

Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

CA $39
per adult
96% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

CA $51
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Howl-O-Scream Tickets at Busch Gardens Tampa

Howl-O-Scream Tickets at Busch Gardens Tampa

CA $66
per traveller
78% of travellers recommend
Howl-O-Scream Tickets at Busch Gardens Tampa
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.