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
"No parking, you’re required to use the valet service which is $40 per day. Lots of unexpected/hidden fees. No security or lifeguards on site, there was an active shooter event in front of the property and a child drowned in the pool. Very traumatizing stay for my kids."
Reviewed on 2 Jun 2026
Hilton Clearwater Beach Resort & Spa
"The location was the best thing about this property. It's centrally located within walking distance from the pier, restaurants, bars, and activities. The private beach was also a plus, as it was not as congested and open and was conducive to a more relaxed experience. What I found undesirable was ..."
Reviewed on 2 Jun 2026
The Westin Tampa Bay
"Very clean updated and modern room and decor. Staff was exceptionally friendly and helpful"
Reviewed on 1 Jun 2026
Compass Hotel by Margaritaville Anna Maria Sound
"My wife and I stayed here for 3 nights in May. Staff were very attentive and helpful when we needed them and had a good knowledge of the local area. We had a room facing the road with no balcony which suited us as it looks like the marina facing room balconies were not very private. The breakfast ..."
Reviewed on 2 Jun 2026
Opal Sands Resort
"Great location, great staff Restaurant was top notch Sea-guini. Loved it"
Reviewed on 2 Jun 2026
Grand Hyatt Tampa Bay
"Everything was good especially a old guy was taking us for a ride to Bayside dont remember his name but he was great!"
Reviewed on 1 Jun 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 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 Pasadena Shopping Center or Corey Ave.
Belle Vista
If you're spending some time in Belle Vista, St. Petersburg - Clearwater Beaches and Pass-a-Grille Beach 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.
