Search Hotels in Highland Oaks, St. Petersburg - Clearwater

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15 Dec - 16 Dec
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16 Dec - 17 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Highland Oaks hotels

Outdoor pool, pool umbrellas, pool loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
4.0 star property
29.8 km from Highland Oaks
9.4 out of 10, Exceptional, (2899)
"Nice resort, clean, friendly staff and plenty of things to eat! "
United States
Danielle
The price is 5.784.357 ₫
7.576.765 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Wyndham Grand Clearwater Beach
Rooftop bar
Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach
3.0 star property
30.1 km from Highland Oaks
8.8 out of 10, Excellent, (1003)
"Great location for the price."
United States
Chayamon
The price is 3.761.901 ₫
4.250.948 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Courtyard by Marriott Clearwater Beach
Suite, 1 Bedroom, Pool View | View from room
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
27.9 km from Highland Oaks
9.4 out of 10, Exceptional, (1884)
"Very nice stay; wonderful staff"
United States
Karen
The price is 4.002.610 ₫
5.266.123 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Compass Hotel by Margaritaville Anna Maria Sound
Terrace/patio
DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
4.0 star property
26.7 km from Highland Oaks
8.2 out of 10, Very good, (1008)
"This place was great staff was very friendly and helpful "
United States
Michael
The price is 3.214.189 ₫
3.648.104 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Tampa Rocky Point Waterfront
Terrace/patio
Hampton Inn & Suites Tampa Airport Avion Park Westshore

Hampton Inn & Suites Tampa Airport Avion Park Westshore

Hampton Inn & Suites Tampa Airport Avion Park Westshore
2.5 star property
27 km from Highland Oaks
9.2 out of 10, Wonderful, (2615)
"Great staff, clean rooms and quiet."
United States
Michael
The price is 2.925.338 ₫
3.320.257 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Tampa Airport Avion Park Westshore
2 outdoor pools
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay
4.0 star property
27 km from Highland Oaks
9.0 out of 10, Wonderful, (1138)
"Beautiful hotel and great staff! "
United States
Turquinitra
The price is 4.972.023 ₫
6.688.555 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Grand Hyatt Tampa Bay
On the beach, white sand, beach towels, kayaking
Shephard's Beach Resort

Shephard's Beach Resort

Shephard's Beach Resort
3.5 star property
29 km from Highland Oaks
9.0 out of 10, Wonderful, (1466)
"Everything was Excellent top tier service from the front desk to cleaning staff, I will be returning!!!"
United States
paul
Shephard's Beach Resort
Exterior
Hollander Boutique Hotel

Hollander Boutique Hotel

Hollander Boutique Hotel
3.0 star property
Downtown St. Petersburg, 4.4 km from Highland Oaks
9.4 out of 10, Exceptional, (2185)
"It's in a great location and the staff is super helpful; we would stay here again."
United States
HENRIETTE
Hollander Boutique Hotel
Restaurant
Embassy Suites by Hilton Tampa Downtown Convention Center

Embassy Suites by Hilton Tampa Downtown Convention Center

Embassy Suites by Hilton Tampa Downtown Convention Center
3.5 star property
30.2 km from Highland Oaks
8.6 out of 10, Excellent, (1435)
"Very nice hotel in wonderful location, "
United States
Tommy
The price is 3.977.618 ₫
5.449.811 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Tampa Downtown Convention Center
Lobby
Hyatt House Tampa Airport Westshore

Hyatt House Tampa Airport Westshore

Hyatt House Tampa Airport Westshore
3.0 star property
26.9 km from Highland Oaks
9.6 out of 10, Exceptional, (1961)
"Good location close to airport and shopping. "
United States
Michael VanHouton
The price is 3.104.226 ₫
3.523.297 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Hyatt House Tampa Airport Westshore
Beach nearby, white sand
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
29.3 km from Highland Oaks
9.0 out of 10, Wonderful, (1008)
"Was a fun place to stay. Grounds kept up...Excellent job!"
United States
Kenneth
The price is 2.778.019 ₫
4.633.829 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Pelican Pointe Clearwater Beach Hotel
Exterior
Hyatt Place Tampa Airport/Westshore

Hyatt Place Tampa Airport/Westshore

Hyatt Place Tampa Airport/Westshore
3.0 star property
27.3 km from Highland Oaks
8.6 out of 10, Excellent, (1103)
"I enjoyed my stay and will recommend to others "
United States
Essie
The price is 3.183.147 ₫
3.612.872 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Tampa Airport/Westshore
Lobby sitting area
Avalon Hotel Downtown St. Petersburg

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, (1349)
"Wonderful stay, loved all the available amenities between the two hotels. "
United States
Mark
Avalon Hotel Downtown St. Petersburg
Outdoor pool
Hilton St. Petersburg Carillon Park

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, (1003)
"Great stay as always"
United States
Dawn
The price is 3.556.706 ₫
4.019.078 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hilton St. Petersburg Carillon Park
Family Double Room, Pool View | In-room safe, desk, laptop workspace, blackout curtains
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel
2.0 star property
29.8 km from Highland Oaks
9.6 out of 10, Exceptional, (581)
"Nice hotel, good location and proximity to the beach!"
United States
Jablan
The price is 4.480.345 ₫
5.062.791 ₫ total
includes taxes & fees
16 Dec - 17 Dec
ChartHouse Clearwater Beach Marina Hotel
Exterior
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4.0 star property
26.1 km from Highland Oaks
8.6 out of 10, Excellent, (1767)
"Excellent location and stay "
United States
George Albert
The price is 2.939.807 ₫
3.336.681 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Outdoor pool, pool cabanas (surcharge), pool umbrellas
The Saint Hotel

The Saint Hotel

The Saint Hotel
2.0 star property
8.3 km from Highland Oaks
9.6 out of 10, Exceptional, (493)
"So cute, clean, vibe-y. Great location also!! "
United States
charlene
The price is 3.471.079 ₫
4.962.464 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Saint Hotel
Exterior
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds
4.0 star property
7.7 km from Highland Oaks
8.2 out of 10, Very good, (1545)
"We got an upgrade on the room , the service was amazing ; hotel, amenities , everything was excellent. "
United States
Gaby Bonet
The price is 3.054.243 ₫
5.086.275 ₫ total
includes taxes & fees
16 Dec - 17 Dec
RumFish Beach at TradeWinds
Rooftop terrace
AC Hotel Clearwater Beach

AC Hotel Clearwater Beach

AC Hotel Clearwater Beach
3.5 star property
29.5 km from Highland Oaks
9.0 out of 10, Wonderful, (947)
"Very nice hotel, so close to beach and plenty walking distant restaurants ! "
United States
Alexis
The price is 5.366.628 ₫
6.064.289 ₫ total
includes taxes & fees
20 Dec - 21 Dec
AC Hotel Clearwater Beach
Outdoor pool, open 9:00 AM to 10:00 PM, free pool cabanas, pool loungers
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton
4.0 star property
25.8 km from Highland Oaks
8.8 out of 10, Excellent, (2445)
"Great boutique feel, clean rooms and friendly staff. Would stay again!!"
United States
Christine
The price is 3.645.624 ₫
4.137.783 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hotel Alba, Tapestry Collection by Hilton
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.
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Where to stay in Highland Oaks

Find the best Highland Oaks areas for the activities you enjoy most.

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 The Coliseum.

Pass-a-Grille

Pass-a-Grille is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Pass-a-Grille Beach or St. Petersburg - Clearwater Beaches.

Sand Key

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

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.

Clearwater featuring café lifestyle

Downtown Clearwater

If you're spending some time in Downtown Clearwater, Coachman Park and Nancy and David Bilheimer Capitol Theatre are top sights worth seeing.

Top Highland Oaks Hotel Reviews

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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 Duncan McClellan Gallery are also worth a stop.