Pinebrook Estates Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Price found within the past 48 hours. Click for updated prices.
  • Jul 25 - Jul 31

    ChartHouse Clearwater Beach Marina Hotel + Flight

    Clearwater Beach
    6 nights
    2.0 star property
    9.6/10 - Exceptional (1,029 reviews)
    "Nos encantó todo ! La habitación linda, limpia y amplia con una vista espectacular! Definitivamente volveremos lo recomiendo 10/10"
    Reviewed May 18, 2026
    Roundtrip Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA1 stop TPA - YYZ1 stop
    CA $1,662
    CA $1,072
    per traveller
    found 1 day ago
    ChartHouse Clearwater Beach Marina Hotel
  • Jun 29 - Jul 6

    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 Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA1 stop TPA - YYZ1 stop
    CA $1,867
    CA $1,103
    per traveller
    found 1 day ago
    The BC Resort on the Water
  • Jun 29 - Jul 6

    Ocean Club Treasure Island Hotel + Flight

    Sunshine Beach
    7 nights
    4.0 star property
    9.6/10 - Exceptional (968 reviews)
    "excellent"
    Reviewed May 17, 2026
    Roundtrip Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA1 stop TPA - YYZ1 stop
    CA $3,177
    CA $1,882
    per traveller
    found 1 day ago
    Ocean Club Treasure Island Hotel
  • Jul 27 - Aug 3

    Cedar Cove Resort and Cottages + Flight

    Holmes Beach
    7 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 - TPANonstop TPA - YYZNonstop
    CA $2,532
    CA $1,588
    per traveller
    found 1 day ago
    Cedar Cove Resort and Cottages
  • Jun 29 - Jul 6

    Wyndham Grand Clearwater Beach + Flight

    Clearwater Beach
    7 nights
    4.0 star property
    9.4/10 - Exceptional (3,252 reviews)
    "Great breakfast, clean room, friendly staff!"
    Reviewed May 18, 2026
    Roundtrip Toronto (YYZ) - Tampa (TPA)
    YYZ - TPA1 stop TPA - YYZ1 stop
    CA $3,228
    CA $2,071
    per traveller
    found 1 day ago
    Wyndham Grand Clearwater Beach

Where to stay in Pinebrook Estates

Find the best Pinebrook Estates areas and neighborhoods for the activities you enjoy most. Learn more about Pinebrook Estates

Pinebrook Estates Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is CA $461 per night from May 25 to May 26
CA $461
CA $576 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (3,252 reviews)
"Great breakfast, clean room, friendly staff!"

Reviewed on May 18, 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! (1,310 reviews)
"Sadly the pool was not open however Jimmy & Jenny at the bar were supre friendly and gave great service. The hotel staff was friendly"

Reviewed on May 18, 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 $301 per night from May 25 to May 26
CA $301
CA $395 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,626 reviews)
"The amenities I read online were not free and even after showing the hotel they did nothing about it."

Reviewed on May 18, 2026

Hilton Clearwater Beach Resort & Spa
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 Pinebrook Estates vacation package cost?
From as low as , you can tailor make your Pinebrook Estates package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Pinebrook Estates?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we've got it all. Select a combination that best suits you and watch your savings pile up. Of course, a package deal is never a one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options globally, which lets you customize your Pinebrook Estates vacation.
Where should I stay in Pinebrook Estates?
Stay close to the action. Many people like to book hotels within easy reach of popular sights, like Largo Mall, Fairway Village Golf Course and AirHeads Trampoline Arena.
How far in advance should I book my Pinebrook Estates vacation?
To land rock-bottom prices, book as early as you can. Air carriers typically release flights, along with some of the lowest fares, up to a year prior to departure. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway in Pinebrook Estates, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Pinebrook Estates travel package include?
With Expedia, you can select a combination of car rentals, flights and hotels to create your perfect Pinebrook Estates package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Don't forget — the more you bundle, the more discounts you'll get!
What should I know before booking a Pinebrook Estates travel package?
A package can be easier on the credit card than individually booking all you need for your adventure. For example, combine your flights, hotels and rental cars and score big savings. No matter your vacation goals, there's bound to be a package to suit your budget.
Can I choose my airline with a Pinebrook Estates Expedia vacation package?
You sure can. We have more than 550 partner airlines globally, so select the carrier that best suits your needs.
If I'm not able to travel, can I cancel my Pinebrook Estates vacation package?
Whether it's your hotel, flight or rental car, you can cancel and rebook it. Booked your Pinebrook Estates vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For further information, look up our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Pinebrook Estates

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.