On Top of The World Holidays

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Where to stay in On Top of The World

Find the best On Top of The World areas and neighborhoods for the activities you enjoy most. Learn more about On Top of The World
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Downtown St. Petersburg

1 out of top 10 points of interest in this area

Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and Palladium Theater.

Find hotels in Downtown St. Petersburg

Top hotels in On Top of The World

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
The price is 4.465.729 ₫ per night from 5 Oct to 6 Oct
4.465.729 ₫
6.090.434 ₫ total
5 Oct - 6 Oct
includes taxes & fees
8/10 Very Good! (2,223 reviews)
"Great location. Rooms are a bit dated but very clean."

Reviewed on 25 Sept 2025

Hilton Clearwater Beach Resort & Spa
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr, Tampa, FL
The price is 3.146.999 ₫ per night from 30 Sept to 1 Oct
3.146.999 ₫
4.365.986 ₫ total
30 Sept - 1 Oct
includes taxes & fees
6.8/10 (1,671 reviews)
"I loved the Riverwalk. It made getting around the area so nice. I would suggest there be better public access areas to it."

Reviewed on 24 Sept 2025

Hotel Tampa Riverwalk
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is 3.792.504 ₫ per night from 3 Oct to 4 Oct
3.792.504 ₫
4.304.419 ₫ total
3 Oct - 4 Oct
includes taxes & fees
8.6/10 Excellent! (1,743 reviews)
"The hotel offers very spacious rooms for a good rate. The Publix Supermarket right next to the hotel offered all the items I needed, and there is a nice shopping mall across the street with many food places. I will consider this hotel again when I am in the Tampa region again."

Reviewed on 22 Sept 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
See all 15,482 properties in On Top of The World
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.

Frequently asked questions

How much does an On Top of The World holiday package cost?
Maybe less than you imagined — from just , actually! By combining hotels, flights and car rentals into a customized holiday package, your trip to On Top of The World is only clicks away.
How do I get a cheap travel package to On Top of The World?
Our On Top of The World holiday packages mean plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and extras (including tours) into a budget-friendly package. But low prices are just the beginning of your next awesome adventure. When you book with Expedia, and you'll have over 550 airlines and 1null000null000 hotels around the world to pick from. Whatever your budget or style, there's a package with your name on it.
Where should I stay in On Top of The World?
Stay where the action is. Many travellers book hotels around top attractions, like Ruth Eckerd Hall, Eddie C. Moore Softball Complex and Westfield Countryside Mall.
How far in advance should I book my On Top of The World holiday?
You'll be rewarded with the widest variety and the cheapest prices by booking your trip to On Top of The World early. Air carriers usually release flight tickets anywhere up to a year prior to departure, so reserve your spot as soon as you can. That said, Expedia is committed to providing you with the best bargains around, so it's always a good time to book your dream holiday!
What does an Expedia On Top of The World travel package include?
Expedia has all you need to plan your On Top of The World trip, but what your package looks like is your call. Choose from a combination of flights, rental cars and hotels. Looking for some activities to keep you on the move? Once you've made your booking, you can add them too. No matter your style, there's a package deal to meet your needs.
What should I know before booking an On Top of The World travel package?
You'll enjoy big savings when you combine your flights, hotels and rental cars into a travel package. Not only that, booking everything in one place will make your trip planning easier. So why waste your money or time? Whether you're organising a ritzy city getaway or a budget solo adventure, have a look at our package deals today.
Can I choose my airline with an On Top of The World Expedia holiday package?
You certainly can. We offer more than 550 airline partners all over the world, so fly with the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my On Top of The World holiday package?
Because we know life can be unpredictable, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it with no penalties. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Popular places to visit

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area or visit its top-notch restaurants.

John's Pass Village & Boardwalk
Fort De Soto Park featuring a beach

Fort De Soto Park

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Fort De Soto Park
Salvador Dali Museum featuring night scenes and modern architecture

Salvador Dali Museum

You can spend time browsing the exhibits at Salvador Dali Museum during your trip to St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Salvador Dali Museum