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 The Coliseum.

Find hotels in Downtown St. Petersburg

Top hotels in Highland Oaks

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is 5.785.457 ₫ per night from 4 Jan to 5 Jan
5.785.457 ₫
7.578.207 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (2,887 reviews)
Everything was fantastic!!

Reviewed on 13 Dec 2025

Wyndham Grand Clearwater Beach
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 3.646.317 ₫ per night from 23 Dec to 24 Dec
3.646.317 ₫
5.160.978 ₫ total
23 Dec - 24 Dec
includes taxes & fees
8/10 Very Good! (2,355 reviews)
Yes great view

Reviewed on 13 Dec 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is 3.646.317 ₫ per night from 23 Dec to 24 Dec
3.646.317 ₫
4.138.569 ₫ total
23 Dec - 24 Dec
includes taxes & 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 13 Dec 2025

Hotel Alba, Tapestry Collection by Hilton
See all 18,458 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 marina 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