The Best Hotels in On Top of The World, St. Petersburg - Clearwater - 2026 Updated Prices

Top the best beaches in the world. Wide and long Ocean beach. Summer or autumn vacation. Location Clearwater beach Florida. American Coast or shore. Island in Gulf of Mexico. Aerial view of city.

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Where to stay in On Top of The World

Find the best On Top of The World areas for the activities you enjoy most.

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.

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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.

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Sand Key

If you're spending some time in Sand Key, St. Petersburg - Clearwater Beaches and Belleair Beach are top sights worth seeing.

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Sunset Beach

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

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Aerial panoramic view of St. Pete Beach, Florida. USA January 4th 2023

Don Cesar

Don Cesar might not have many top sights, but Gulf Beaches Historical Museum and Splash Island Water Park are two attractions nearby that you can check out.

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Top On Top of The World Hotel Reviews

The Westin Tampa Bay

10/10 Excellent

"Property was beautiful and very modern. Staff was friendly and valet was quick and helpful. The bar staff was also friendly and nice. Only down side was the pool area was not open. But still had access to the water at the bay."

Island Grand at TradeWinds

10/10 Excellent

"Our stay at the TradeWinds Resort was absolutely incredible. This place is an amazing beachfront paradise that goes above and beyond, offering a completely unique vacation filled with memories we couldn't have made anywhere else. It is packed with energy, beauty, and non-stop entertainment. The culinary experience here is top-tier. We ate at the nicest resort restaurants I’ve been to in a long time—every meal was an absolute masterpiece with phenomenal flavors, beautiful presentation, and an upscale atmosphere that made every dinner feel special. Beyond the food, the sheer variety of amenities and activities kept us endlessly entertained. There is always something fun happening, from classic resort bingo to a hilarious belly flop contest, and even feeding the ducks along the scenic waterways. The absolute highlights of our trip were the unique evening activities. We went to a stand-up comedy show right on the property that was incredibly funny and had the whole crowd laughing. But the most memorable highlight was getting to roll my own cigar! It was a genuinely cool, hands-on experience that I had never seen offered anywhere else before, adding a wonderful touch of unique luxury to our stay. The entire property is stunning, the staff is extraordinarily welcoming, and the vibe is perfect. TradeWinds provides the ultimate getaway, and we cannot wait to return!"

Clearwater Beach Sheraton Resort on Sand Key

10/10 Excellent

"The property is well maintained, it has plenty of amenities (pool bar, 2 restaurant, a food truck by the pool, room service, beach volley courts, kiddy pool and adult pool, etc). We chose to stay here because it was advertised to be beach front but to our surprise the beach is quite of a walk away... however they do have golf cart service to take you there and back! You can also rent chairs and umbrellas for the day at thw beach and the best part... they have a mobile mini bar (golf cart) driving around for guests to get refreshments, snacks and drinks! Food was delicious both at both restaurants and even the food truck food was quite tasty! Service throughout the property is hospitable and friendly, and to our surprise beds and pillows were comfy! We truly enjoyed the stay from beginning to end."

RumFish Beach at TradeWinds

8/10 Good

"Location is excellent, and having the beach chairs and umbrellas available is a huge plus. You have a pool right at the beach and several other pools too. We only had problems with the elevators (only 1 out of 4 was working at one point), the games at the entrance were broken, one of the shower gel bottles was broken, and the table inside the room was made of glass and was flimsy, we had to take out the top so my kids wouldnt flip it over. Those were relatively minor inconveniences, but when traveling with kids, waiting for an elevator that doesnt come can feel like hours... Staff was very courteous and helpful explaining the amenities."

Frequently asked questions

What is On Top of The World like?

Travellers will be sure to find plenty to entertain them in Clearwater's On Top of The World neighbourhood.

How many hotels will I find in the On Top of The World area?

Expedia has 9 On Top of The World hotels and other accommodation options, and one might make a good home base for venturing out into the greater Clearwater area.

If I need to cancel my hotel reservation in On Top of The World, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Enter your dates, click on "Search", then filter by "fully refundable" to view the best options available in On Top of The World.

What can I see and do in this Clearwater neighbourhood?

A few places to visit in the area around On Top of The World include Celebration Station, Westfield Countryside Mall and Total Tennis Center. When you're sightseeing in Clearwater, Moccasin Lake Nature Park and BayCare Ballpark are also worth a stop.

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Our top choices for On Top of The World hotels

Quality Inn Tampa Airport - Cruise Port

Hampton Inn & Suites Tampa Airport Avion Park Westshore

Hotel South Tampa & Suites

Crystal Bay Historic Hotel

Tru By Hilton St. Petersburg Downtown Central Ave, FL

Hyatt Place St. Petersburg / Downtown

Wyndham Grand Clearwater Beach

Hampton Inn Tampa-International Airport/Westshore

Hyatt House Tampa Airport Westshore

Barefoot Beach Club

Four Points by Sheraton Suites Tampa Airport Westshore

Hampton Inn Tampa Downtown Channel District

Belleair Beach Resort Motel

Cambria Hotel St Petersburg-Madeira Beach Marina

Home2 Suites by Hilton Tampa Downtown Channel District

Holiday Inn & Suites Clearwater Beach by IHG

Fairfield Inn & Suites by Marriott Clearwater Beach

Hampton Inn Tampa/Rocky Point-Airport

The Hacienda

GALAXY HOTEL

Where to stay in On Top of The World

Pass-a-Grille

Downtown St. Petersburg

Sand Key

Sunset Beach

Don Cesar

Top On Top of The World Hotel Reviews

The Westin Tampa Bay

Frequently asked questions

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