Century Oaks Vacations from $408

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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.
Hampton Inn Sarasota - I-75 Bee Ridge

Hampton Inn Sarasota - I-75 Bee Ridge

2.5 out of 5
Save 100% on your flight
Price was $776, price is now $408 per person
$408
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (317 reviews)
Inside room very frayed carpeting in room going from entryway to bedroom. Other than that everything is good.

Reviewed on Nov 28, 2025

Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $834, price is now $445 per person
$445
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,002 reviews)
Staff was very friendly and happy to help. The room was clean. The front area was organized, and plenty of snack items were available to purchase.

Reviewed on Nov 24, 2025

Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Price was $1,612, price is now $863 per person
$863
per person
Jan 20 - Jan 27
found 10 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
9.4/10 Exceptional! (40 reviews)
Room was a little outdated but very clean, and comfy!

Reviewed on Nov 27, 2025

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Price was $904, price is now $486 per person
$486
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,002 reviews)
The hotel was very clean. We were rather pleased.. The breakfast choices left something to be desired. The lady's servicingThe breakfast cafe was wonderful.

Reviewed on Nov 28, 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,224, price is now $674 per person
$674
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.

Reviewed on Nov 26, 2025

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Limited-time deals: Save up to 50% on select hotels.
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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

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Dec 18 to Dec 19
$139 total
Dec 18 - Dec 19
Total with taxes and fees
8.2/10 Very Good! (1,012 reviews)
Staff was great and friendly facilities where nice and relaxing rooms where clean the only thing I did or know is they charge for parking. Other than that great

Reviewed on Nov 24, 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
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
$206 nightly
The price is $233 total per night from Dec 1 to Dec 2
$233 total
Dec 1 - Dec 2
Total with taxes and fees
9.4/10 Exceptional! (2,823 reviews)
Clean room.

Reviewed on Nov 24, 2025

Wyndham Grand Clearwater Beach
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
$159 nightly
The price is $180 total per night from Dec 14 to Dec 15
$180 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,524 reviews)
Great location and beautiful amenities near the beach i.e. comfy sofas with the barbecue pit and hammock. That’s what drove me to this location.

Reviewed on Nov 26, 2025

RumFish Beach at TradeWinds
See all 13,888 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

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
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
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

Things to do

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

$37
per adult
88% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

$32
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

$35
per adult
90% 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.