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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Downtown St. Petersburg

1 out of top 10 points of interest in this area

Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and Jannus Live.

Find hotels in Downtown St. Petersburg

Top hotels in Highland Oaks

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
3050 N Rocky Point Dr W Tampa FL
Fully refundableReserve now, pay when you stay
The price is 3.219.443 ₫ per night from 20 Nov to 21 Nov
3.219.443 ₫
3.654.067 ₫ total
20 Nov - 21 Nov
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
When you’re in a nice vacation hotel. You never know when you arrive? Because you have to go by the flight you can get. We were told There was rooms available. But for 60.00. When you have rooms available. Get your guest their Rooms!!! I say

Reviewed on 11 Nov 2025

DoubleTree by Hilton Tampa Rocky Point Waterfront
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is 3.562.520 ₫ per night from 23 Nov to 24 Nov
3.562.520 ₫
4.043.460 ₫ total
23 Nov - 24 Nov
includes taxes & fees
8.2/10 Very Good! (1,044 reviews)
Nice rooms

Reviewed on 13 Nov 2025

The Westin Tampa Bay
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy Tampa FL
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,586 reviews)
The place was nice but it was a motel. The name of the hotel is definitely misleading. Its a typical motel layout w the office as soon as you come in and then 2 levels of motel rooms. The pool was really small so don't plan on going in. If you have more than 2 people this probably isn't the best ...

Reviewed on 15 Nov 2025

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Hotel South Tampa & Suites
See all 18,259 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 1null000null000 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

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

You can enjoy retail therapy at John's Pass Village & Boardwalk during your trip to Madeira Beach. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.

John's Pass Village & Boardwalk
Vinoy Park

Vinoy Park

After visiting Vinoy Park, make a plan to see the other sights and activities in St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Vinoy Park
Salvador Dali Museum featuring night scenes and modern architecture

Salvador Dali Museum

You can spend time browsing the exhibits at Salvador Dali Museum during your trip to St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Salvador Dali Museum