Century Oaks Vacations from $459

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Your Century Oaks Vacation

Take all the hassle out of organizing your next adventure by booking a Century Oaks vacation package. Take in the sights and sounds of this captivating neighborhood and experience what it has to offer. Your trip to Century Oaks wouldn't be complete without exploring big-name attractions nearby such as Florida Botanical Gardens, Pinellas Trail and Indian Rocks Shopping Center. Don't just wish for it — do it! Lock in your perfect Century Oaks vacation with Expedia and travel your way.

The Latest Century Oaks Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Clearwater Suites

Clearwater Suites

2.5 out of 5
Save 100% on your flight
Price was $711, price is now $459 per person
$459
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (18 reviews)
Super convenient, clean, and right across the street from the beach. Staff was very friendly

Reviewed on Aug 25, 2025

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,157, price is now $616 per person
$616
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,006 reviews)
Voco was an excellent choice for a night away from home. The service was top-notch, with a staff that was truly accommodating. Exceptional location with a shuttle that takes you where ever within 3 miles. I want to give a special shout-out to Rich and Tiffany, who went above and beyond to share their favorite local spots for dining and entertainment. Overall. I enjoyed my stay and highly recommend Voco!

Reviewed on Aug 28, 2025

GALAXY HOTEL

GALAXY HOTEL

3.5 out of 5
Downtown St. Petersburg
Save 100% on your flight
Price was $943, price is now $550 per person
$550
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (362 reviews)
Very clean and everyone was super helpful

Reviewed on Aug 24, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,167, price is now $709 per person
$709
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (598 reviews)
I love it, all staff super nice Beautiful place, clean, awesome beach Thanks

Reviewed on Aug 24, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,417, price is now $897 per person
$897
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (443 reviews)
Excellent place no word to explain how perfect everything was. We definitely go there from now on

Reviewed on Aug 24, 2025

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
Downtown St. Petersburg featuring outdoor art

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Century Oaks 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
$221 nightly
The price is $250 total per night from Sep 7 to Sep 8
$250 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Clearwater Beach Resort & Spa
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S, St. Petersburg, FL
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $127 total per night from Sep 7 to Sep 8
$127 total
Sep 7 - Sep 8
Total with taxes and fees
7.6/10 Good! (1,012 reviews)
"Really needed a cup of tea to start my day but you only catered to coffee drinkers...."

Reviewed on Aug 25, 2025

Hilton St. Petersburg Bayfront
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $208 total per night from Sep 2 to Sep 3
$208 total
Sep 2 - Sep 3
Total with taxes and fees
8.2/10 Very Good! (1,378 reviews)
"Go every year. Always a joy to be there."

Reviewed on Aug 23, 2025

RumFish Beach at TradeWinds
See all 13,479 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Century Oaks

John's Pass Village & Boardwalk

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 beautiful beaches in this family-friendly area, or check out its lively bars.

John's Pass Village & Boardwalk
The sunset behind the lifeguard tower in combination with a bit of filtering made this image quite unique. #LifeAtExpedia

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
Beach Walk featuring a sandy beach

St. Petersburg - Clearwater Beaches

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

$37
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

$35
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
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.