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.
St. Petersburg - Clearwater Beaches
Nothing says holiday like spending a care-free day in St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.
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.
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
2 Hour Sunset Cruise in Clearwater, Florida
Mega Bite Dolphin Tour Boat in Clearwater Beach
Pirate Adventure Cruise - John's Pass
Top hotels in Highland Oaks
Wyndham Grand Clearwater Beach
"Everything! Brooke was so helpful at the pool!"
Reviewed on 31 May 2026
Hilton Clearwater Beach Resort & Spa
"We did not enjoy this hotel as much as we expected. It’s a little older, rundown and needs an update. The rugs in the room did not look clean and looked very old. Also the crowd was not the classiest."
Reviewed on 31 May 2026
The Westin Tampa Bay
"I went there to enjoy a beautiful day at the pool, chill and relax. But the pool, although it looked fine, was closed. We had to lay out on the beach which had brown dirty water. We wanted to swim and chill in the pool! Also I thought that breakfast was to be included, that may have my misunderstanding. ..."
Reviewed on 31 May 2026
Compass Hotel by Margaritaville Anna Maria Sound
"Everyone super friendly accommodations very nice and awesome breakfast in the mornings"
Reviewed on 31 May 2026
Opal Sands Resort
"Beautiful property"
Reviewed on 1 Jun 2026
Grand Hyatt Tampa Bay
"Beautiful property and rooms! The staff was very nice!"
Reviewed on 31 May 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 Palladium Theater.
Isla del Sol
Isla del Sol might not have many top sights, but Gulfport Beach and Boca Ciega Bay Aquatic Preserve 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 Pasadena Shopping Center or Corey Ave.
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 Merry Pier and Splash Island Water Park are two attractions nearby that you can check out.
Causeway Isles
Though Causeway Isles may not have many top sights, you can venture to the surrounding area to see attractions like St. Petersburg Municipal Beach at Treasure Island and Sunset Beach.
