Century Oaks Vacation Packages

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Top Holiday Package Deals in Century Oaks

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $1,662, price is now CA $1,072 per person
CA $1,072
per person
Jul 25 - Jul 31
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,005 reviews)
Overall, a good place for the vacation

Reviewed on May 15, 2026

The BC Resort on the Water

The BC Resort on the Water

4 out of 5
Price was CA $1,867, price is now CA $1,103 per person
CA $1,103
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.8/10 Good! (18 reviews)
We had a great stay at this condo during our trip to Florida. Everything was very clean and well maintained, which made it easy to relax right away. Communication was excellent—clear, prompt, and the instructions were simple to follow from check-in to check-out. The accommodations were comfortable and nicely set up, with everything we needed for our stay. The location was a big highlight—perfect for easy beach access and close to plenty of activities. We would definitely stay here again.

Reviewed on Apr 24, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $3,176, price is now CA $1,882 per person
CA $1,882
per person
Jun 29 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (932 reviews)
Nice location Easy check in and out Great ocean view and walkable to beach Nice pool Easy to park vehicle on property Some of the staff were super friendly. Room was lovely but beds need to be replaced. In room washer and dryer did not work properly.

Reviewed on May 17, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was CA $2,532, price is now CA $1,588 per person
CA $1,588
per person
Jul 27 - Aug 3
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (506 reviews)
Property was great! I would definitely recommend people to stay here great place parking is a bit of an issue if you have more than one car coming in but that comes with the island pretty typical but overall great

Reviewed on May 17, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Price was CA $2,463, price is now CA $1,613 per person
CA $1,613
per person
Jul 25 - Jul 31
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,219 reviews)
All good ..customer service was great

Reviewed on May 17, 2026

Where to stay in Century Oaks

Find the best Century Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Century Oaks
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

Century Oaks Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is CA $423 per night from Jun 1 to Jun 2
CA $423
CA $533 total
Jun 1 - Jun 2
includes taxes & fees
9.4/10 Exceptional! (3,249 reviews)
"Amazing"

Reviewed on May 17, 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 refundable
The price is CA $238 per night from Jun 7 to Jun 8
CA $238
CA $271 total
Jun 7 - Jun 8
includes taxes & fees
8.6/10 Excellent! (1,305 reviews)
"Amazing staff , beautiful hotel and great food"

Reviewed on May 17, 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 $294 per night from Jun 7 to Jun 8
CA $294
CA $387 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (2,621 reviews)
"Lovely view of the ocean. Only thing I didn’t like about the stay is valet only parking Sounds good till you get the charge to rent the parking space."

Reviewed on May 17, 2026

Hilton Clearwater Beach Resort & Spa
See all 14,174 properties in Century Oaks
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 Century Oaks vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Century Oaks from just CA $1,072. And the more you bundle, the more dollars you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Century Oaks?
Lock in flights that suit your busy schedule, add a hotel to your booking and watch the savings pile up with a Century Oaks vacation package. It's as easy as that! From flights and hotels to rental cars and tours, Expedia is where your cheap getaway begins. And with more than 550 air carriers and 1,000,000 hotel options all over the world to pick from, you won't be short of choice.
Where should I stay in Century Oaks?
With lots to explore in Century Oaks, it makes sense to book a room in a hotel near its attractions. Pinellas Trail, Florida Botanical Gardens and Indian Rocks Shopping Center are some top ones to add to your itinerary.
How far in advance should I book my Century Oaks vacation?
To land cheap prices, book nice and early. Airlines generally start selling tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway in Century Oaks, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Century Oaks travel package include?
Hotels, flights and a shiny set of wheels for all your fun road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to crafting your Century Oaks trip, you're the boss!
What should I know before booking a Century Oaks travel package?
Our prices are already low. However, you'll snap up an even better deal if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and loads of choice.
Can I choose my airline with a Century Oaks Expedia vacation package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply choose your preferred carrier and put together the perfect Century Oaks escape.
If I'm not able to travel, can I cancel my Century Oaks vacation package?
If your vacation plans in Century Oaks have changed, it's a relief to know that it's possible to amend or cancel your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a cancellation fee. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Century Oaks

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
White sand and palm trees in Clearwater beach

Clearwater Beach

Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.

Clearwater Beach
Fort De Soto Park

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

CA $51
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

CA $50
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

CA $75
per adult
98% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.