Highland Pines Vacation Packages
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Top Holiday Package Deals in Highland Pines
Price found within the past 48 hours. Click for updated prices.
Cedar Cove Resort and Cottages
Price was CA $1,710, price is now CA $1,127 per person
CA $1,127
per person
Sep 17 - Sep 21
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (537 reviews)
Very clean, excellent customer service and staff
Reviewed on Jul 1, 2026
ChartHouse Clearwater Beach Marina Hotel
Price was CA $1,962, price is now CA $1,182 per person
CA $1,182
per person
Sep 16 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (1,179 reviews)
The hotel was very clean and new. The pool area is very nice with a marina view. The gym is ok for a hotel gym, but some equipment could use some attention. I would stay here again.
Reviewed on Jul 1, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $3,099, price is now CA $2,146 per person
CA $2,146
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Tampa (TPA)
9.6/10 Exceptional! (1,035 reviews)
We stayed 3 nights and love the stay. It was super clean and well equipped with what you need for a meal . The staff were pleasant too. This facility was so convenient to the beach. Would recommend this place.
Reviewed on Jul 1, 2026
The Hotel Zamora
Price was CA $1,631, price is now CA $1,160 per person
CA $1,160
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Tampa (TPA)
8.6/10 Excellent! (351 reviews)
The staff is amazing, especially the Valet! Location is perfect! Pool is on the marina, with beautiful views. Don’t quote me but I believe Kayaking and bike rentals are included with your resort fee. I Kayaked at 9 am and it was amazing, so peaceful and meditative! They shuttle you to the public beach accesses (one is right next to Don Cesar Hotel); they also offer free charging for your electric car.
Reviewed on Jul 1, 2026
Where to stay in Highland Pines
Find the best Highland Pines areas and neighborhoods for the activities you enjoy most. Learn more about Highland Pines
Downtown Tampa
4 out of top 10 points of interest in this area
4.5/5(56 area reviews)
Explore top attractions like the Florida Aquarium, Glazer Children's Museum, and Tampa Riverwalk, or indulge in the vibrant nightlife and dining scene in the River Arts District. Easily navigate the area with TECO Streetcar and HART public transportation.
Highland Pines Hotel Deals
Quality Inn & Suites Tampa near Fairgrounds and Casino
4955 E 18th Avenue Tampa FL
Fully refundable
The price is CA $103 per night from Jul 5 to Jul 6
CA $103
CA $123 total
Jul 5 - Jul 6
includes taxes & fees
7.6/10 Good! (1,279 reviews)
"This property was close to many attractions. The neighborhood was a bit questionable but the hotel had night security and the cars and grounds were all safe. The price was excellent, rooms and bathrooms were clean. The halls are ready for new carpet. I would stay here again."
Reviewed on Jun 25, 2026
The Barrymore Hotel Tampa Riverwalk
111 W Fortune St Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 5 to Jul 6
CA $190
CA $219 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (2,656 reviews)
"Staff very helpful and pleasant"
Reviewed on Jul 1, 2026
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is CA $228 per night from Jul 5 to Jul 6
CA $228
CA $259 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,403 reviews)
"Great location, great staff 10/10"
Reviewed on Jul 1, 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.
Stay near popular Highland Pines attractions
Things to do
Pirate Adventure Cruise - John's Pass
CA $62
per adult
94% of travellers recommend
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
CA $92
per adult
100% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
CA $51
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.