The Best Hotels in Highland Oaks, St. Petersburg - Clearwater - 2026 Updated Prices

A large suspension bridge over calm water with a sunset in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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

Grand Central District, 2.9 km from Highland Oaks

Christopher

฿3,372 total

includes taxes & fees

25 Oct - 26 Oct

A multi-story hotel with a modern design, featuring large windows and a prominent "Hyatt Place" sign.

2. Hyatt Place St. Petersburg / Downtown

Downtown St. Petersburg, 4.3 km from Highland Oaks

Turhaan

฿6,376 total

includes taxes & fees

5 Oct - 6 Oct

A hotel entrance with a blue-lit facade, a covered walkway, and a palm tree.

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

8.3 km from Highland Oaks

Karen

฿4,301 total

includes taxes & fees

29 Sept - 30 Sept

A modern hotel lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

4. Fairfield Inn & Suites by Marriott St Petersburg North

8.3 km from Highland Oaks

Amanda

฿4,867 total

includes taxes & fees

27 Sept - 28 Sept

The exterior of the Marie Hotel in St. Petersburg, FL, featuring a classic stone facade, a prominent entrance with a black awning, and a clear view of the street.

5. Mari Jean Hotel - All Adults Welcome

Grand Central District, 2.7 km from Highland Oaks

Roy

฿3,810 total

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with a wooden fence, palm trees, and lounge chairs.

6. Crystal Bay Historic Hotel

7.5 km from Highland Oaks

Steven

฿3,927 total

includes taxes & fees

29 Sept - 30 Sept

A restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.

7. Hollander Boutique Hotel

Downtown St. Petersburg, 4.4 km from Highland Oaks

Brenda

฿4,051 total

includes taxes & fees

28 Sept - 29 Sept

A modern living room with a fireplace, a white sofa, and a bookshelf.

8. Avalon Hotel Downtown St. Petersburg

Downtown St. Petersburg, 4.4 km from Highland Oaks

Michael

฿3,701 total

includes taxes & fees

28 Sept - 29 Sept

A modern hotel with a curved facade, multiple balconies, and a mix of glass and wood paneling.

9. GALAXY HOTEL

Downtown St. Petersburg, 4.6 km from Highland Oaks

Guilherme

฿3,177 total

includes taxes & fees

30 Sept - 1 Oct

A hotel room with two beds, a desk, and a chair.

10. Comfort Inn St Petersburg North

8.2 km from Highland Oaks

William

฿2,964 total

includes taxes & fees

26 Oct - 27 Oct

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

12.6 km from Highland Oaks

Victoria

฿3,223 total

includes taxes & fees

26 Oct - 27 Oct

A multi-story hotel with balconies, outdoor seating, and a palm tree.

12. The Birchwood

Downtown St. Petersburg, 4.8 km from Highland Oaks

Lorinda

฿7,764 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a bed, a desk with a chair, a TV, and a blue sofa.

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

13.2 km from Highland Oaks

Persephne

฿4,225 total

includes taxes & fees

1 Oct - 2 Oct

A covered patio area with outdoor seating, potted plants, and a building entrance.

14. The Inn on Third

Downtown St. Petersburg, 4.3 km from Highland Oaks

bruce

฿3,362 total

includes taxes & fees

27 Sept - 28 Sept

A spacious living area with a fireplace, comfortable seating, and a dining area.

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

11.1 km from Highland Oaks

Samuel

฿3,420 total

includes taxes & fees

4 Oct - 5 Oct

A woman in a black dress standing on a beach with a large hotel in the background.

16. The Don CeSar

7.9 km from Highland Oaks

Dan

฿11,662 total

includes taxes & fees

18 Oct - 19 Oct

A beachside hotel with a view of the ocean, outdoor seating, and a mural on the building.

17. RumFish Beach at TradeWinds

7.8 km from Highland Oaks

M Gladys

฿8,136 total

includes taxes & fees

27 Sept - 28 Sept

A bar area with stools, a bar counter, and a staircase leading to another level.

18. The Cordova Inn, a New Hotel Collection Property

Downtown St. Petersburg, 4.3 km from Highland Oaks

Glen

฿5,172 total

includes taxes & fees

27 Sept - 28 Sept

A bar area with a view of the ocean, wooden ceiling, and bar stools.

19. SkyBeach Resort

Greater Pinellas Point, 4.7 km from Highland Oaks

Joseph

฿7,103 total

includes taxes & fees

5 Oct - 6 Oct

A modern hotel lobby with wooden and upholstered seating, a large table, and contemporary lighting fixtures.

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

16.4 km from Highland Oaks

Donte

฿4,300 total

includes taxes & fees

4 Oct - 5 Oct

View all properties

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.

See properties

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.

See properties

A beach with white sand, a red lifeguard tower, and buildings in the background.

Sand Key

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

See properties

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.

See properties

A sunset over the ocean with a person paddleboarding and a floating structure.

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.

See properties

Top Highland Oaks Hotel Reviews

Barefoot Beach Club

10/10 Excellent

"Loved the location and stay Will be back"

Four Points by Sheraton Suites Tampa Airport Westshore

8/10 Good

"The hotel was nice overall. The garden area inside the lobby is nice and maintained. The front desk staff was courteous and professional. One of the main elevators was out of order while we were there. The bedroom was nice and spacious. There was a sitting area with the microwave and mini fridge, and coffee maker. The AC vent was leaking a little in the sitting room. We had to put a trash can under it for the drips. The bathroom is a little small with the shower and tub. The carpet looks old, but it didn't smell bad. The curtains in our room had tiny holes that were obvious at night. The hotel room was semi quiet, you could hear other guests muffled noises. The bed was comfortable. The ice machine on our floor was broken."

The Beachcomber

10/10 Excellent

"there was construction going on during our stay, but it did not interfere with the amenities nor our experience. the pool was enjoyable, access to the beach was excellent, and the live music every night was very good. there are 2 open air bars and another that could be closed up and air conditioned. the menu was limited on choices and the food was just ok. other bars/restaurants and the like within walking distance. i give it a 9/10, 10/10 if the food on site was a bit better. i would return."

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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Highland Oaks on Expedia.com

Search Hotels in Highland Oaks, St. Petersburg - Clearwater

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Highland Oaks hotels

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

2. Hyatt Place St. Petersburg / Downtown

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

4. Fairfield Inn & Suites by Marriott St Petersburg North

5. Mari Jean Hotel - All Adults Welcome

6. Crystal Bay Historic Hotel

7. Hollander Boutique Hotel

8. Avalon Hotel Downtown St. Petersburg

9. GALAXY HOTEL

10. Comfort Inn St Petersburg North

11. Comfort Inn & Suites Northeast - Gateway

12. The Birchwood

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

14. The Inn on Third

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

16. The Don CeSar

17. RumFish Beach at TradeWinds

18. The Cordova Inn, a New Hotel Collection Property

19. SkyBeach Resort

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

Where to stay in Highland Oaks

Downtown St. Petersburg

Pass-a-Grille

Sand Key

Sunset Beach

Sunshine Beach

Top Highland Oaks Hotel Reviews

Barefoot Beach Club

Frequently asked questions

Explore a world of travel with Expedia