Highland Oaks

St. Petersburg - Clearwater

Popular places to visit

John's Pass Village & Boardwalk

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 beautiful beaches in this family-friendly area or visit its lively bars.

John's Pass Village & Boardwalk
Clearwater Beach

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.

Clearwater Beach
St. Petersburg - Clearwater Beaches

St. Petersburg - Clearwater Beaches

Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to St. Petersburg - Clearwater?

St. Petersburg - Clearwater Beaches
Fort De Soto Park showing a beach

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.

Fort De Soto Park
Tropicana Field

Tropicana Field

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field
Salvador Dali Museum showing night scenes and modern architecture

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.

Salvador Dali Museum

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

S$41
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

S$47
per adult
94% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

S$160
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

S$45
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
Smiles are our specialty!

Parasailing in Clearwater Beach

S$133
per adult
100% of travellers recommend
Parasailing in Clearwater Beach
Shell Key Island bird's eye view

Shell Key Island Excursion

S$83
per adult
82% of travellers recommend
Shell Key Island Excursion
See all activities in St. Petersburg - Clearwater

Top hotels in Highland Oaks

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
The price is S$228 per night from 29 Aug to 30 Aug
S$228
29 Aug - 30 Aug
includes taxes & fees
Stay at this 4-star beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,005 reviews)
"Overall, it was a great place to stay, clean, comfortable, parking garage, private Bay access, jet ski rentals, Starbucks in the lobby, and nice staff. Things to note - hotel is right by interstate so you can hear traffic/cars, there is no pool available, or an outdoor shower. They currently have ..."

Reviewed on 5 Aug, 2025

The Westin Tampa Bay
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
The price is S$292 per night from 17 Aug to 18 Aug
S$292
17 Aug - 18 Aug
includes taxes & fees
Book a stay at this eco-certified hotel in Tampa. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,010 reviews)
"Place was clean and nice !"

Reviewed on 7 Aug, 2025

Grand Hyatt Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
The price is S$284 per night from 18 Aug to 19 Aug
S$284
18 Aug - 19 Aug
includes taxes & fees
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (2,095 reviews)
"Great location"

Reviewed on 8 Aug, 2025

Hilton Clearwater Beach Resort & Spa
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave, Tampa, FL
The price is S$139 per night from 17 Aug to 18 Aug
S$139
17 Aug - 18 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and 24-hour room service. Our guests praise the helpful ...
8.4/10 Very Good! (1,007 reviews)
"The property was very nice & the staff was professional & helpful."

Reviewed on 8 Aug, 2025

Hilton Tampa Airport Westshore
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
The price is S$197 per night from 24 Aug to 25 Aug
S$197
24 Aug - 25 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (2,049 reviews)
"Plenty of shops around the location, close to the airport, in a somewhat sketchier part of town but very close to everything!"

Reviewed on 7 Aug, 2025

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

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
301 S Gulfview Blvd, Clearwater Beach, FL
The price is S$410 per night from 24 Aug to 25 Aug
S$410
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,948 reviews)
"Very good place to stay"

Reviewed on 9 Aug, 2025

Hyatt Regency Clearwater Beach Resort & Spa
See all 17,633 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.

Other neighbourhoods around Highland Oaks

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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.

Downtown St. Petersburg
Great Explorations Children\'s Museum which includes signage

Historic Old Northeast

While visiting Historic Old Northeast, you might make a stop by sights like Renaissance Vinoy Golf Club and Vinoy Park Beach.

Historic Old Northeast
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Isla del Sol

Isla del Sol might not have many top sights, but Boca Ciega Bay Aquatic Preserve and Eckerd College Beach are two attractions nearby that you can check out.

Isla del Sol
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Disston Heights

While Disston Heights isn't home to many top sights, Tropicana Field and Palladium Theater are some notable places to visit nearby.

Disston Heights
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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.

South Pasadena
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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.

Belle Vista

Highland Oaks