Highland Pines Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Highland Pines
Price found within the past 48 hours. Click for updated prices.
The Avalon Club
Price was CA $1,534, price is now CA $909 per person
CA $909
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (445 reviews)
Place was very clean loved how large it was and was in a great location, could walk to everything The only negative thing was the pool seemed to be pictured different on the website and was very small and the rooftop bar really cannot be called a bar. They were out of most of the beers didn’t sell liquor and really was not a bar at all.
Reviewed on Sep. 1, 2025
FUSION Resort Waterfront Suites
Price was CA $2,259, price is now CA $1,136 per person
CA $1,136
per person
Nov 15 - Nov 22
found 8 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.2/10 Wonderful! (1,053 reviews)
The room was fantastic with a big wrap around balcony. Even though the weather did not cooperate, we all enjoyed chilling on the balcony with many trips to the pool. Beach was great. My only disappointment was they did not have any type of grill anywhere. I brought some really expensive steaks, burgers,hot dogs, which we had to cook in a pan.
The staff was fantastic and made sure we had everything we needed
Reviewed on Aug. 24, 2025
Inn on the Beach
Pass-a-Grille
Price was CA $1,678, price is now CA $1,060 per person
CA $1,060
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.8/10 Exceptional! (330 reviews)
I loved the room and they supply so much beach towel a cooler there bikes looked like u can take the beach chairs to the beach and basically on the beach
Reviewed on Aug. 29, 2025
Plaza Beach Hotel Beachfront Resort
Price was CA $2,650, price is now CA $1,687 per person
CA $1,687
per person
Nov 2 - Nov 9
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.8/10 Excellent! (1,002 reviews)
Awesome boutique hotel! With the best staff ever! Can’t wait to go back in October- and unlike all the other family owned properties on the beach who sold out to corporate interests they are still family owned! Best price on this sandbar! And no gouging- even at their beach bar!
Reviewed on Aug. 21, 2025
The Fold Hotels Indian Shores
Price was CA $1,463, price is now CA $943 per person
CA $943
per person
Nov 2 - Nov 9
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (912 reviews)
This hotel was the perfect place for my son and I to visit while on vaca. I’ve never been to Indian Shores before but I wasn’t disappointed at all. The hotel was clean, roomy, comfortable, and had all the amenities that we needed. The sitting areas out back was a great touch and so fun for evening relaxing. The hotel is also a very short walk away from the beach access road so that made beach time very easy. During my short stay there I didn’t have a chance to use the pool, the laundry facilities, or the gaming area. I would only suggest that for guests staying more than one night, there should be provided additional coffee packets for the coffee maker in the room. I’m sure I could have gone to the front desk for it but I didn’t want to do so at 7am. No worries. Still enjoyed my stay there.
Reviewed on Aug. 25, 2025
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
5 out of top 10 points of interest in this area
4.5/5(55 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-Ybor City
4955 E 18th Avenue, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Sep 7 to Sep 8
CA $104
CA $124 total
Sep 7 - Sep 8
includes taxes & fees
Hotel Alba, Tapestry Collection by Hilton
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Sep 7 to Sep 8
CA $208
CA $236 total
Sep 7 - Sep 8
includes taxes & fees
Grand Hyatt Tampa Bay
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Sep 7 to Sep 8
CA $234
CA $312 total
Sep 7 - Sep 8
includes taxes & fees
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.
Discover the most popular places to visit in Highland Pines
Busch Gardens Tampa Bay
Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.
Raymond James Stadium
Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football game or simply enjoy the top-notch restaurants while you're in the area.
Tampa Riverwalk
Walk, bike or rollerblade along Tampa’s waterside neighborhood, with public art, museums, restaurants and more attractions right on the waterfront.
Things to do
The Florida Aquarium in Tampa General Admission
CA $46
per adult
82% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
CA $55
per traveller
100% of travellers recommend
Tampa Terrors Ghost Tour By US Ghost Adventures
CA $36
per adult
100% of travellers recommend
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.