Pinebrook Estates Vacation Packages
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- ChartHouse Clearwater Beach Marina Hotel
Jul 25 - Jul 31ChartHouse Clearwater Beach Marina Hotel + Flight
Clearwater Beach6 nights9.6/10 - 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, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $1,662CA $1,072found 1 day agoper traveller - The BC Resort on the Water
Jun 29 - Jul 6The BC Resort on the Water + Flight
St. Petersburg7 nights7.8/10 - 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, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $1,867CA $1,103found 1 day agoper traveller - Ocean Club Treasure Island Hotel
Jun 29 - Jul 6Ocean Club Treasure Island Hotel + Flight
Sunshine Beach7 nights9.6/10 - Exceptional (968 reviews)"excellent"Reviewed May 17, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $3,177CA $1,882found 1 day agoper traveller - Cedar Cove Resort and Cottages
Jul 27 - Aug 3Cedar Cove Resort and Cottages + Flight
Holmes Beach7 nights9.2/10 - 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, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • Nonstop TPA - YYZ • NonstopCA $2,532CA $1,588found 1 day agoper traveller - Wyndham Grand Clearwater Beach
Jun 29 - Jul 6Wyndham Grand Clearwater Beach + Flight
Clearwater Beach7 nights9.4/10 - Exceptional (3,252 reviews)"Great breakfast, clean room, friendly staff!"Reviewed May 18, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $3,228CA $2,071found 1 day agoper traveller
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
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.
Pinebrook Estates Hotel Deals
Wyndham Grand Clearwater Beach
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
The Westin Tampa Bay
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
Hilton Clearwater Beach Resort & Spa
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
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
Discover the most popular places to visit in Pinebrook Estates
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.
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.
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.
Things to do
Sunset Celebration Cruise on Tropics Boat Tours
CA $51
per adult
92% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
CA $50
per adult
90% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
CA $75
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.