Crescent Oaks Vacation Packages

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Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jul 28 - Aug 4

    The BC Resort on the Water + Flight

    St. Petersburg
    7 nights
    4.0 star property
    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 April 24, 2026
    Roundtrip • Detroit (DTW) - Tampa (TPA)
    DTW - TPA • Nonstop TPA - DTW • Nonstop
    CA $1,339
    CA $924
    per traveller
    found 13 hours ago
    The BC Resort on the Water
  • Exterior
    Jun 29 - Jul 11

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    12 nights
    3.0 star property
    9.2/10 - Wonderful (515 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 May 17, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $4,618
    CA $2,606
    per traveller
    found 1 day ago
    Cedar Cove Resort and Cottages
  • 2 bedrooms, memory foam beds, in-room safe, blackout drapes
    Jun 29 - Jul 11

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    12 nights
    4.0 star property
    9.6/10 - Exceptional (973 reviews)
    "Great location. Super clean and entire property is well maintained. Large 2 bedroom suite with well equipped kitchen, and large laundry machines. Bar onsite was nice as well. We loved our stay!"
    Reviewed May 21, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $4,784
    CA $2,899
    per traveller
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • Grand Suite, 3 Bedrooms, Ocean View | Terrace/patio
    Jun 29 - Jul 11

    The Avalon Club + Flight

    Clearwater Beach
    12 nights
    4.0 star property
    9.4/10 - Exceptional (543 reviews)
    "Pool was tiny. The hotel was very clean and beds were comfortable. "
    Reviewed May 17, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $7,243
    CA $4,691
    per traveller
    found 1 day ago
    The Avalon Club
  • Exterior
    Jun 29 - Jul 5

    Stones Throw Beachfront Luxury Suites + Flight

    Independence Square
    6 nights
    2.0 star property
    8.4/10 - Very good (6 reviews)
    "Smelled moldy, ac unit had dirty filters and what looked like mold inside, rattled like crazy, so loud. Tons of stains under the sheets, stained extra sheet, no extra blankets for the pull out, pull out was more like a futon in a college dorm, no access when we got there, windows didn't open, no fire exit. Coffee pot wasn't a normal coffee pot, dark and sad honestly. But...Close to the beach. Wouldn't stay here again"
    Reviewed May 4, 2026
    Roundtrip • Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA • 1 stop TPA - YYZ • 1 stop
    CA $2,541
    CA $1,754
    per traveller
    found 1 day ago
    Stones Throw Beachfront Luxury Suites

Crescent Oaks Hotel Deals

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
The price is CA $491 per night from May 31 to Jun 1
CA $491
CA $609 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (3,262 reviews)
"Outdated room"

Reviewed on May 22, 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 refundableReserve now, pay when you stay
The price is CA $227 per night from Jun 7 to Jun 8
CA $227
CA $257 total
Jun 7 - Jun 8
includes taxes & fees
8.6/10 Excellent! (1,312 reviews)
"Same boring breakfast for at least 10 years besides they charge $75, that should be includes in the room price like all other hotels. Pool was not open with 100°F outside, nobody was working to fix it. Staff was nice A++"

Reviewed on May 21, 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 $268 per night from Jun 7 to Jun 8
CA $268
CA $358 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (2,617 reviews)
"The rooms were ok could use an update, bed was very comfortable. The food at the restaurant was ok nothing fancy. Pool area could use an upgrade as well. Beach location great however you have to pay for all the extras lounge chairs are not included in beach access. Location was great easy to walk ..."

Reviewed on May 20, 2026

Hilton Clearwater Beach Resort & Spa
See all 6,942 properties in Crescent 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.
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Frequently asked questions

How much does a Crescent Oaks vacation package cost?
Our Crescent Oaks packages, which start from just , are the perfect way to save. Pick and choose your preferred flights, hotels and rental cars to create a personalized trip.
How do I get a cheap travel package to Crescent Oaks?
Bundle your flights and hotels with Expedia to save on your next exciting adventure. With over 550 partner airlines and 1,000,000 hotels worldwide, your Crescent Oaks vacation package can be customized exactly to suit your budget. With all that extra money, why not add one or more interesting experiences and tours? It's an easy way to unlock even more savings. Your dream vacation in Crescent Oaks is closer than you thought!
Where should I stay in Crescent Oaks?
A getaway in Crescent Oaks isn't complete without checking out Wentworth Golf Club. Why not choose a hotel close to this great tourist attraction?
How far in advance should I book my Crescent Oaks vacation?
While prices fluctuate, we generally advise booking your spot as soon as possible. Most international airfares can be compared on Expedia up to 12 months in advance. If you're booking last minute, you might still be in luck. Discount prices to Crescent Oaks occasionally appear in the weeks prior to departure.
What does an Expedia Crescent 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 some tours and activities and watch your savings stack up. When it comes to planning your Crescent Oaks vacation, the choice is all yours!
What should I know before booking a Crescent Oaks travel package?
You'll save plenty with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with fabulous discounts. Hotels aren't your only choice, however. We've got beachside villas, chalets in the middle of mountains and even castles and houseboats!
Can I choose my airline with a Crescent Oaks Expedia vacation package?
Yes, you're in control. Expedia has access to more than 550 airlines around the world, so you can customize your Crescent Oaks adventure according to your style and budget.
If I'm not able to travel, can I cancel my Crescent Oaks vacation package?
Because we know life is full of surprises, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Crescent Oaks vacation package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may charge 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.