Highland Oaks Holidays

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Where to stay in Highland Oaks

Find the best Highland Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Highland Oaks
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Pass-a-Grille

5/5(3 area reviews)

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

Find hotels in Pass-a-Grille

Top hotels in Highland Oaks

The Westin Tampa Bay
The Westin Tampa Bay
4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is Rp2.051.097 per night from 13 Jul to 14 Jul
Rp2.051.097
Rp2.327.995 total
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"This property has a great location. The staff was friendly and helpful. The hotel is nice but the air in our room barely worked, maintenance was very nice but our room never really cooled off. Also, be advised that if your room is on the 7th floor, so are the banquet rooms and it noisy. I would go ..."

Reviewed on 23 Jun 2025

The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa
Hilton Clearwater Beach Resort & Spa
4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is Rp3.336.785 per night from 30 Jun to 1 Jul
Rp3.336.785
Rp4.411.633 total
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (1,950 reviews)
Convenient location and good value
"Arrived to the hotel early and we were able to drop the car and bags with valet. Our room wasn’t ready but they gave us temporary wristband keys so we could use the pool. Unfortunately there was lightning within a 10 mile radius so the pool was closed until about lunchtime. The beach chairs are not ..."

Reviewed on 26 Jun 2025

Hilton Clearwater Beach Resort & Spa
Hilton Garden Inn Tampa Airport Westshore
Hilton Garden Inn Tampa Airport Westshore
3 out of 5
5312 Avion Park Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is Rp1.913.439 per night from 4 Jul to 5 Jul
Rp1.913.439
Rp2.171.754 total
4 Jul - 5 Jul
includes taxes & fees
8.8/10 Excellent! (1,727 reviews)
"The lobby/ bar area is nice and the staff is very friendly. Room was spacious and favorite part was the pool/ hot tub. Not much to walk to other than World of Beer, but it’s a good central location if you want to make the most of Tampa and St Pete Beach."

Reviewed on 25 Jun 2025

Hilton Garden Inn Tampa Airport Westshore
See all 17,551 properties in Highland Oaks
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.

Frequently asked questions

How much does a Highland Oaks holiday package cost?
Say yes to new adventures with our Highland Oaks holiday packages, which start from only . Pick the hotels and flights that match your travel plans. Then, add on one or two enriching experiences for a memorable adventure.
How do I get a cheap travel package to Highland Oaks?
Book everything all in one place with our Highland Oaks holiday packages. You'll find deals on flights, hotels and more that'll keep your budget happy and adventurous side satisfied. And, with more than 550 partner airlines and 1,000,000 properties around the world to choose from, you have countless opportunities to mix and match your own way.
Where should I stay in Highland Oaks?
A visit to Highland Oaks isn't complete without seeing Salvador Dali Museum and Tropicana Field. Stay somewhere right nearby and easily access these popular tourist attractions.
How far in advance should I book my Highland Oaks holiday?
Reserving your seat early with Expedia means one less thing to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, great deals to Highland Oaks will sometimes occur just a few weeks before departure.
What does an Expedia Highland Oaks travel package include?
Hotels, flights and rental cars --- you'll find them all here. With Expedia, you can shape your Highland Oaks package the way you like it. All you have to do is decide what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a Highland Oaks travel package?
Bundling your bookings into a Highland Oaks holiday package is the easiest way to organise your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Highland Oaks Expedia holiday package?
You sure can. We have more than 550 airline partners worldwide, so select the carrier that best suits your needs.
If I'm not able to travel, can I cancel my Highland Oaks holiday package?
You sure can, and we're here to help. You may be able to cancel or change your Highland Oaks holiday package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances suddenly change, have a look at our Customer Service Portal for further information.

Popular places to visit

Salvador Dali Museum featuring night scenes and modern architecture

Salvador Dali Museum

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum
Sand Key Park

Sand Key Park

If a restful holiday is part of your travel plans, Sand Key Park might be the perfect place to visit during your trip to Clearwater Beach. Stroll along the clear-water beaches in this family-friendly area or visit its top-notch restaurants.

Sand Key Park
Eckerd College

Eckerd College

Walk around the campus at Eckerd College as part of your travels around St. Petersburg. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.

Eckerd College

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

Rp521.293
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

Rp601.805
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

Rp2.033.125
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
See all activities in St. Petersburg - Clearwater
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.