Highland Pines Vacations from $582
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The Latest Highland Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $2,632, price is now $1,513 per person
$1,513
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
AC was really good. Good size TV, in good position to watch from the sofa or bed. Staff very helpful. Plenty of free parking. Great location for Ringling Museum and other attractions, and nice walking areas without driving. Breakfast was very good and well worth getting included. It is a coupon for $35 per too, which was more than enough if two.
Reviewed on Nov 21, 2025
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $2,334, price is now $1,380 per person
$1,380
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This place was a great surprise ! So friendly so helpful ! Great location and rooms super clean . Tons of amenities too! Will definitely stay again
Reviewed on Dec 8, 2025
SkyBeach Resort
Greater Pinellas Point
Save 100% on your flight
Price was $1,074, price is now $651 per person
$651
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (417 reviews)
I didn’t know about the $50 resort fee! Place is great!
Reviewed on Dec 10, 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
4 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
$72 nightly
The price is $82 total per night from Dec 29 to Dec 30
$82 total
Dec 29 - Dec 30
Total with taxes and fees
7.6/10 Good! (1,154 reviews)
Staff is friendly. Room was clean. Proximity to port of Tampa is nice. A bit noisy in the hallway.
Reviewed on Dec 6, 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 $157 total per night from Dec 22 to Dec 23
$157 total
Dec 22 - Dec 23
Total with taxes and fees
8.6/10 Excellent! (2,443 reviews)
Due to an unexpected medical injury, I stayed at this hotel for 14 days to recovery. Every staff member I came in contact with was kind, compassionate, and concern about my health recovery. Their actions and words were outstanding and helped in my daily improvement to eventually travel home to Illinois. ...
Reviewed on Dec 13, 2025
Hotel Tampa Riverwalk
200 N Ashley Dr Tampa FL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $152 total per night from Dec 23 to Dec 24
$152 total
Dec 23 - Dec 24
Total with taxes and fees
7/10 Good! (1,778 reviews)
Great
Reviewed on Dec 12, 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
4/5(1,773 reviews)
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
4.5/5(1,674 reviews)
Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.
Raymond James Stadium
4.5/5(729 reviews)
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
$29
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
$31
per adult
90% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
$32
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.