Highland Oaks Travel Guide
St. Petersburg - Clearwater
Popular places to visit
John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area or visit its lively bars.
Clearwater Beach
Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.
St. Petersburg - Clearwater Beaches
Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?
Fort De Soto Park
Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.
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.
Vinoy Park
While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.
Things to do
Sunset Celebration Cruise on Tropics Boat Tours
StarLite Majesty Evening Yacht Cruise Clearwater
St. Petersburg, FL: 4-Hour Catamaran Cruise to Egmont Key
Mega Bite Dolphin Tour Boat in Clearwater Beach
Little Toot Dolphin Adventure at Clearwater Beach
Pirate Adventure Cruise - John's Pass
Top hotels in Highland Oaks
RumFish Beach at TradeWinds
For premium price paid the rooms were very outdated. Shower was very poor. The beach and lounge chairs were perfect. The kids working the beach are great. Bartenders by pool very slow an seemed annoyed when bar was busy. For a pool area with many kids present at 10 am the DJ played rap music as loud ...
Reviewed on 14 Apr 2026
Wyndham Grand Clearwater Beach
We've stayed here two years in a row and have now had another great experience. Very clean, great amenities, friendly staff and unmatched location. Pool area does get very crowded during the day, but we just go to the beach instead! Family friendly, great for couples (us) and every trip in between. ...
Reviewed on 14 Apr 2026
Hotel Tampa Riverwalk
Under construction, I wish I would have known before booking, had to pay for amenities they didn’t have
Reviewed on 14 Apr 2026
Hilton Clearwater Beach Resort & Spa
Love everything from our stay
Reviewed on 14 Apr 2026
SkyBeach Resort
Comfortable/friendly—-great weather helped! Breakfast by the pool and evening drinks in the bar were both terrific. Staff was completely helpful and friendly+++
Reviewed on 13 Apr 2026
Hyatt Regency Clearwater Beach Resort and Suites
Very nice place
Reviewed on 13 Apr 2026
Other neighbourhoods around Highland Oaks
Downtown St. Petersburg
Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and St. Pete's Historic Coliseum.
Historic Old Northeast
While visiting Historic Old Northeast, you might make a stop by sights like Renaissance Vinoy Golf Club and Vinoy Park Beach.
Isla del Sol
Isla del Sol might not have many top sights, but Gulf Beaches Historical Museum and Merry Pier are two attractions nearby that you can check out.
South Pasadena
You'll enjoy the restaurants and seafood restaurants in South Pasadena. You might want to make time for a stop at Corey Ave or Pasadena Shopping Center.
Belle Vista
If you're spending some time in Belle Vista, Pass-a-Grille Beach and St. Petersburg - Clearwater Beaches are top sights worth seeing.
Don Cesar
Don Cesar might not have many top sights, but Gulf Beaches Historical Museum and Splash Island Water Park are two attractions nearby that you can check out.
