Highland Pines Vacations from $438
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The Latest Highland Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Save 100% on your flight
Price was $693, price is now $438 per person
$438
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Close to downtown safety harbor, oldsmar and Clearwater, the perfect retreat being close to everything but not in the heart of it all.
Reviewed on May 12, 2025
The Avalon Club
Price was $2,667, price is now $1,357 per person
$1,357
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (466 reviews)
Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc…
Reviewed on Oct 15, 2025
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,281, price is now $801 per person
$801
per person
Jan 16 - Jan 19
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (669 reviews)
Fantastic! All around, the views were amazing. Amazing! The room was clean. Very well decorated super upscale. Just amazing.
Reviewed on Oct 27, 2025
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $1,103, price is now $703 per person
$703
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,018 reviews)
This is a small place but the location is great. Beautiful beach with direct access and views from Some Rooms. Conveniently located to stores and restaurants or public transportation. Rooms are clean, beds could’ve been more comfortable. Staff helpful and pleasant. Pool was very nice and clean with a small bar. Overall great place to stay.
Reviewed on Oct 26, 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(1,135 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
$75 nightly
The price is $86 total per night from Nov 11 to Nov 12
$86 total
Nov 11 - Nov 12
Total with taxes and fees
7.6/10 Good! (1,104 reviews)
yes
Reviewed on Oct 27, 2025
Hilton Tampa Airport Westshore
2225 N Lois Ave, Tampa, FL
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $126 total per night from Nov 16 to Nov 17
$126 total
Nov 16 - Nov 17
Total with taxes and fees
8.4/10 Very Good! (1,077 reviews)
Great room
Reviewed on Oct 25, 2025
Hotel Alba, Tapestry Collection by Hilton
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $158 total per night from Nov 23 to Nov 24
$158 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (2,316 reviews)
All was clean and fresh
Reviewed on Oct 27, 2025
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
Port of Tampa
Explore the waterfront in Tampa with a trip to Port of Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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.
Things to do
StarLite Majesty Evening Yacht Cruise Clearwater
$32
per adult
88% of travellers recommend
ZooTampa at Lowry Park Admission Ticket
$52
per adult
94% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
$37
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.