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Top hotels in Highland Oaks

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$340 nightly
The price is $385 total per night from May 21 to May 22
$385 total
May 21 - May 22
Total with taxes and fees
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
Amazing

Reviewed on May 12, 2026

Opens in a new windowWyndham Grand Clearwater Beach
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
$186 nightly
The price is $210 total per night from May 25 to May 26
$210 total
May 25 - May 26
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free ...
Excellent hotel clean room very good breakfast. Super staff.

Reviewed on May 12, 2026

Opens in a new windowCompass Hotel by Margaritaville Anna Maria Sound
Opal Sands Resort

Opal Sands Resort

4 out of 5
430 South Gulfview Blvd Clearwater Beach FL
$424 nightly
The price is $479 total per night from May 18 to May 19
$479 total
May 18 - May 19
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Make the most of the gym and hot tub, and relax with drinks at ...
We had a “Gulf view” but it actually overlooked the parking lot and then you could see the gulf. The beach wasn’t a private beach which I now know to look for before booking. Chairs were $50 a day so it was either pay $50 or sit on a towel. The menus at the restaurants were essentially all the same. ...

Reviewed on May 11, 2026

Opens in a new windowOpal Sands Resort
Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

4 out of 5
301 S Gulfview Blvd Clearwater Beach FL
$327 nightly
The price is $369 total per night from Jun 4 to Jun 5
$369 total
Jun 4 - Jun 5
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this resort. There's fun for all ages with a children's pool and a waterslide, and ...
Pros - The property was cleaned and the staff were accommodating and pleasant. I had two terraces with beautiful views. The pool was nicely maintained and plenty of seating. Cons - Couch was a bit old and sank when you sat. The outdoor hot tub is outdated and not working properly in terms of jets ...

Reviewed on May 12, 2026

Opens in a new windowHyatt Regency Clearwater Beach Resort and Suites
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
$143 nightly
The price is $163 total per night from May 25 to May 26
$163 total
May 25 - May 26
Total with taxes and fees
A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax ...
Pool was under construction, Bathroom has no fan. We ordered breakfast from the menu 1 day and got the buffet another morning and it was delicious. Aj and staff were very helpful and friendly!

Reviewed on May 12, 2026

Opens in a new windowThe Westin Tampa Bay
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $141 total per night from May 22 to May 23
$141 total
May 22 - May 23
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, express check-in, and free ...
the staff was very helpful and friendly. the room was clean!! i loved it!

Reviewed on May 12, 2026

Opens in a new windowHilton Tampa Airport Westshore
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $224 total per night from May 20 to May 21
$224 total
May 20 - May 21
Total with taxes and fees
2 restaurants, 4 outdoor pools, and 2 hot tubs are among this resort's featured amenities. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
Room was clean and nice view. Great restaurants. Great access to beach. However, the wheelchair to access beach needed repair and there was only one elevator working. Overall greatly recommended.

Reviewed on May 12, 2026

Opens in a new windowRumFish Beach at TradeWinds
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $230 total per night from May 25 to May 26
$230 total
May 25 - May 26
Total with taxes and fees
This resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside ...
Room had food and womens hair scrunchies on the floor. Needed a better cleaning and vacuuming. Limited view was air conditioning units!

Reviewed on May 12, 2026

Opens in a new windowHilton Clearwater Beach Resort & Spa
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $234 total per night from May 20 to May 21
$234 total
May 20 - May 21
Total with taxes and fees
A water park, 4 restaurants, and 5 outdoor pools are all featured at this resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring ...
The hotel with very good condition

Reviewed on May 11, 2026

Opens in a new windowIsland Grand at TradeWinds
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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.

Highland Oaks Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Highland Oaks area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Highland Oaks to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Highland Oaks are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Highland Oaks hotel reviews by fellow wanderers

Sirata Beach Resort St Pete Beach

Sirata Beach Resort St Pete Beach

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Clean room. Great location. Friendly staff."
A verified traveler stayed at Sirata Beach Resort St Pete Beach
Sirata Beach Resort St Pete Beach

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