Highland Pines Vacations from $261
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The Latest Highland Pines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
GALAXY HOTEL
Downtown St. Petersburg
Save 100% on your flight
Price was $413, price is now $261 per person
$261
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (362 reviews)
Nice property but would have been nice to get fresh towels! We had to keep going to the front to ask for them!
Reviewed on Sep 2, 2025
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $785, price is now $439 per person
$439
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,006 reviews)
I had an excellent stay, the staff was welcoming and the amenities were enjoyable. The pool is on the smaller side, but everything else made the experience wonderful.
Reviewed on Aug 31, 2025
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $831, price is now $502 per person
$502
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (609 reviews)
Very nice place and very clean! Great price, will be back!
Reviewed on Sep 1, 2025
RumFish Beach at TradeWinds
Save 100% on your flight
Price was $633, price is now $409 per person
$409
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,383 reviews)
Las instalaciones del hotel deberían estar abiertas hasta las once de la noche
Reviewed on Sep 2, 2025
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $869, price is now $562 per person
$562
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (2,592 reviews)
I wouldn't recommend eating on property but everything else was amazing.
Reviewed on Sep 1, 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
$80 nightly
The price is $90 total per night from Sep 7 to Sep 8
$90 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Alba, Tapestry Collection by Hilton
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $172 total per night from Sep 7 to Sep 8
$172 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (2,057 reviews)
"My stay was awesome"
Reviewed on Aug 29, 2025
Grand Hyatt Tampa Bay
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $227 total per night from Sep 7 to Sep 8
$227 total
Sep 7 - Sep 8
Total with taxes and 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
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
ZooTampa at Lowry Park Admission Ticket
$50
per adult
94% of travellers recommend
Tampa Terrors Ghost Tour By US Ghost Adventures
$26
per adult
100% of travellers recommend
Tampa Bar Crawl on a 2023 Street Legal Golf Cart
$36
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.