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11 Nov - 12 Nov
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12 Nov - 13 Nov
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13 Nov - 15 Nov
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20 Nov - 22 Nov

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Our top choices for Highland Oaks hotels

A multi-story hotel with a modern design, featuring a prominent 'TRU by Hilton' sign, large windows, and a well-lit facade.

1. Tru By Hilton St. Petersburg Downtown Central Ave, FL

Tru By Hilton St. Petersburg Downtown Central Ave, FL
2.5 star property
2.9 km from Highland Oaks
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice Hotel and location"
United States
Rhonda
The price is ฿3,378
฿3,817 total
includes taxes & fees
24 Nov - 25 Nov
Tru By Hilton St. Petersburg Downtown Central Ave, FL
A hotel entrance with a blue-lit facade, a covered walkway, and a palm tree.

2. Holiday Inn Express St. Petersburg North (I-275) by IHG

Holiday Inn Express St. Petersburg North (I-275) by IHG
2.5 star property
8.3 km from Highland Oaks
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay, parking, location"
United States
Danny
The price is ฿4,270
฿4,825 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express St. Petersburg North (I-275) by IHG
An outdoor patio with wicker furniture, white columns, and a view of the sea.

3. Residence Inn by Marriott St. Petersburg Tierra Verde

Residence Inn by Marriott St. Petersburg Tierra Verde
3.0 star property
8.2 km from Highland Oaks
9.4 out of 10, Exceptional, (711 reviews)
"Loved this hotel next to the marina and enjoyed their pool area. The breakfast was excellent as well"
Canada
Mark
The price is ฿5,110
฿5,774 total
includes taxes & fees
15 Nov - 16 Nov
Residence Inn by Marriott St. Petersburg Tierra Verde
A restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.

4. Hollander Boutique Hotel

Hollander Boutique Hotel
3.0 star property
Downtown St. Petersburg, 4.4 km from Highland Oaks
9.6 out of 10, Exceptional, (2,466 reviews)
"Great place !"
United States
Kevin
The price is ฿5,223
฿5,901 total
includes taxes & fees
15 Nov - 16 Nov
Hollander Boutique Hotel
A modern hotel with a curved facade, multiple balconies, and a mix of glass and wood paneling.

5. GALAXY HOTEL

GALAXY HOTEL
2.0 star property
Downtown St. Petersburg, 4.6 km from Highland Oaks
8.6 out of 10, Excellent, (1,164 reviews)
"Great location near shops and a short walk to the pier."
United States
Maria
The price is ฿4,629
฿5,231 total
includes taxes & fees
12 Nov - 13 Nov
GALAXY HOTEL
A bar area with a view of the ocean, wooden ceiling, and bar stools.

6. SkyBeach Resort

SkyBeach Resort
4.0 star property
Greater Pinellas Point, 4.7 km from Highland Oaks
8.6 out of 10, Excellent, (943 reviews)
"Loved our stay here!! Staff is extremely friendly, rooms and entire resort very clean, beautiful location right on the beach, and the cookies in the lobby were great! Would absolutely stay again!!"
United States
Jennifer
The price is ฿3,364
฿5,511 total
includes taxes & fees
12 Nov - 13 Nov
SkyBeach Resort
An outdoor lounge area with wicker furniture, a large chandelier, and a view of the cityscape.

7. Avalon Hotel Downtown St. Petersburg

Avalon Hotel Downtown St. Petersburg
2.5 star property
Downtown St. Petersburg, 4.4 km from Highland Oaks
9.2 out of 10, Wonderful, (1,498 reviews)
"A nice hotel with personality."
United States
Magali
The price is ฿3,878
฿4,382 total
includes taxes & fees
12 Nov - 13 Nov
Avalon Hotel Downtown St. Petersburg
A swimming pool with inflatable floats, lounge chairs, and umbrellas.

8. Mari Jean Hotel - All Adults Welcome

Mari Jean Hotel - All Adults Welcome
2.0 star property
2.7 km from Highland Oaks
9.0 out of 10, Wonderful, (597 reviews)
"We love staying there!"
United States
Stephanie
The price is ฿1,921
฿2,171 total
includes taxes & fees
22 Nov - 23 Nov
Mari Jean Hotel - All Adults Welcome
A hotel room with two beds, a desk, and a chair.

9. Comfort Inn St Petersburg North

Comfort Inn St Petersburg North
2.5 star property
8.2 km from Highland Oaks
7.8 out of 10, Good, (1,000 reviews)
"We enjoyed our stay to the fullest. Rooms were clean, location was convenient, on site parking was a plus and staff was courteous and welcoming."
United States
Alexander
The price is ฿2,791
฿3,154 total
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn St Petersburg North
A spacious living area with a fireplace, comfortable seating, and a dining area.

10. Country Inn & Suites by Radisson, St. Petersburg - Clearwater, FL

Country Inn & Suites by Radisson, St. Petersburg - Clearwater, FL
3.0 star property
11.1 km from Highland Oaks
8.0 out of 10, Very good, (1,000 reviews)
"Nice clean friendly staff and good breakfast."
United States
Anthony
The price is ฿3,204
฿3,687 total
includes taxes & fees
7 Dec - 8 Dec
Country Inn & Suites by Radisson, St. Petersburg - Clearwater, FL
A hotel reception area with a coffee station, including multiple coffee makers, a waffle maker, and a variety of condiments and utensils.

11. Comfort Inn & Suites Northeast - Gateway

Comfort Inn & Suites Northeast - Gateway
3.0 star property
12.6 km from Highland Oaks
9.0 out of 10, Wonderful, (1,000 reviews)
"Lovely stay! Clean rooms, helpful and friendly staff, quiet location"
United States
Samantha
The price is ฿3,392
฿3,833 total
includes taxes & fees
7 Dec - 8 Dec
Comfort Inn & Suites Northeast - Gateway
A hotel with multiple floors, a covered entrance, and palm trees in the foreground.

12. Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
2.5 star property
13.2 km from Highland Oaks
9.6 out of 10, Exceptional, (1,763 reviews)
"Stayed 1 nights b4 cruise -definitely would stay again"
Canada
Sandra
The price is ฿3,908
฿4,416 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
A pool with blue lounge chairs and a view of the water.

13. Courtyard St. Petersburg Clearwater/Madeira Beach

Courtyard St. Petersburg Clearwater/Madeira Beach
3.0 star property
14.2 km from Highland Oaks
9.4 out of 10, Exceptional, (959 reviews)
"Great Balcony overlooking the Marina, Friendly and Helpful Employees. Walkable to downtown Restaurants, Bars, and Shopping"
United States
Joseph
The price is ฿4,230
฿4,780 total
includes taxes & fees
17 Nov - 18 Nov
Courtyard St. Petersburg Clearwater/Madeira Beach
A modern hotel lobby with a grey sofa, wooden chairs, a round coffee table, and large windows offering a view of palm trees and buildings.

14. Bilmar Beach Resort

Bilmar Beach Resort
4.0 star property
10.2 km from Highland Oaks
8.6 out of 10, Excellent, (1,265 reviews)
"this is the third resort i stayed at in the area and the best"
United States
matthew
The price is ฿4,814
฿6,960 total
includes taxes & fees
29 Nov - 30 Nov
Bilmar Beach Resort
A covered patio area with outdoor seating, potted plants, and a building entrance.

15. The Inn on Third

The Inn on Third
2.0 star property
Downtown St. Petersburg, 4.3 km from Highland Oaks
9.6 out of 10, Exceptional, (1,009 reviews)
"Absolutely great place to stay!"
United States
Robert
The price is ฿3,429
฿3,875 total
includes taxes & fees
15 Nov - 16 Nov
The Inn on Third
A modern hotel lobby with wooden and upholstered seating, a large table, and contemporary lighting fixtures.

16. Hampton Inn & Suites Clearwater/St. Petersburg-Ulmerton Road, FL

Hampton Inn & Suites Clearwater/St. Petersburg-Ulmerton Road, FL
3.0 star property
16.4 km from Highland Oaks
8.8 out of 10, Excellent, (1,000 reviews)
"Perfect large room and friendly staff"
Canada
Martin
The price is ฿3,407
฿3,850 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Clearwater/St. Petersburg-Ulmerton Road, FL
A spacious lobby with a large white sofa, several armchairs, a coffee table, and a patterned rug. There are multiple doors leading outside, and a potted plant is visible.

17. Crystal Bay Historic Hotel

Crystal Bay Historic Hotel
3.0 star property
7.5 km from Highland Oaks
9.6 out of 10, Exceptional, (1,627 reviews)
"Excellent breakfast , comfy rooms, great time had."
United States
Jean
The price is ฿4,369
฿4,937 total
includes taxes & fees
15 Nov - 16 Nov
Crystal Bay Historic Hotel
An outdoor seating area with a fire feature, green chairs, and a covered patio.

18. Home2 Suites by Hilton Largo

Home2 Suites by Hilton Largo
3.0 star property
19.8 km from Highland Oaks
9.4 out of 10, Exceptional, (1,004 reviews)
"The rooms were clean and cozy, breakfast was great, and the location and price were great!"
United States
Dan
The price is ฿3,946
฿4,459 total
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites by Hilton Largo
A hotel entrance with a covered parking area, a sign indicating handicap accessibility, and a vehicle parked in the lot.

19. Comfort Inn & Suites St. Pete - Clearwater International Airport

Comfort Inn & Suites St. Pete - Clearwater International Airport
2.5 star property
16.4 km from Highland Oaks
8.2 out of 10, Very good, (1,340 reviews)
"Clean rooms...great staff and breakfast"
United States
Tre'Vareiez
The price is ฿2,983
฿3,370 total
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites St. Pete - Clearwater International Airport
A large, multi-story hotel with balconies, a reflecting pool, and a fountain.

20. Hilton St. Petersburg Carillon Park

Hilton St. Petersburg Carillon Park
4.0 star property
16 km from Highland Oaks
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean room and wonderful and super helpful staff."
United States
Jeanne
The price is ฿4,230
฿4,780 total
includes taxes & fees
23 Nov - 24 Nov
Hilton St. Petersburg Carillon Park
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.
View all properties

Compare popular hotels in Highland Oaks

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A multi-story hotel with a modern design, featuring a prominent 'TRU by Hilton' sign, large windows, and a well-lit facade.
Tru By Hilton St. Petersburg Downtown Central Ave, FL
2.5 star property
9.0
Wonderful
1,003 reviews
View
A restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.
Hollander Boutique Hotel
3.0 star property
9.6
Exceptional
2,466 reviews
View
An outdoor patio with wicker furniture, white columns, and a view of the sea.
Residence Inn by Marriott St. Petersburg Tierra Verde
3.0 star property
9.4
Exceptional
711 reviews
View
An outdoor lounge area with wicker furniture, a large chandelier, and a view of the cityscape.
Avalon Hotel Downtown St. Petersburg
2.5 star property
9.2
Wonderful
1,498 reviews
View
A covered patio area with outdoor seating, potted plants, and a building entrance.
The Inn on Third
2.0 star property
9.6
Exceptional
1,009 reviews
View

Where to stay in Highland Oaks

Find the best Highland Oaks areas for the activities you enjoy most.
A museum with columns, a banner, and a staircase.

Downtown St. Petersburg

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

A sandy beach with dunes and a clear sky.

Pass-a-Grille

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

A wooden boardwalk leading to the ocean, surrounded by greenery.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like Sunset Beach and St. Petersburg - Clearwater Beaches.

A red lifeguard tower on a sandy beach with a clear blue sky.

Sand Key

If you're spending some time in Sand Key, Belleair Beach and Sand Key Park are top sights worth seeing.

A sunset over the ocean with a person paddleboarding and a floating structure.
Photo by Elmin K
Open Photo by Elmin K

Sunshine Beach

While visiting Sunshine Beach, you might make a stop by sights like St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island.

Top Highland Oaks Hotel Reviews

A multi-story hotel with a modern design, featuring a prominent 'TRU by Hilton' sign, large windows, and a well-lit facade.
Tru By Hilton St. Petersburg Downtown Central Ave, FL

Tru By Hilton St. Petersburg Downtown Central Ave, FL

Tru By Hilton St. Petersburg Downtown Central Ave, FL
Downtown St. Petersburg

10/10 Excellent

All staff were great. Especially Nick on valet out front, solid guy!
United Kingdom
Tony
Reviewed May 18, 2026
Tru By Hilton St. Petersburg Downtown Central Ave, FL

Frequently Asked Questions

What is Highland Oaks like?

Guests are sure to enjoy their time checking out all that St. Petersburg's Highland Oaks neighbourhood has to offer. Consider a visit to Boyd Hill Nature Preserve as part of your Highland Oaks travel plans.

If I need to cancel my hotel reservation in Highland Oaks, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the best options available in Highland Oaks.

What is there to do around this St. Petersburg neighbourhood?

Boyd Hill Nature Preserve is an attraction you might want to check out while you're in Highland Oaks. When you're sightseeing in St. Petersburg, Dr. Carter G. Woodson African American Museum and Lake Maggiore are also worth a stop.