On Top of The World Holidays from £643

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your On Top of The World Holiday

Let our On Top of The World holiday packages take you to a destination where unforgettable memories are waiting to be made. While it's especially noted for its golfing, there's plenty more to like about this neighbourhood. Your trip to On Top of The World wouldn't be complete without stopping by top attractions nearby such as Ruth Eckerd Hall, Eddie C. Moore Softball Complex and Westfield Countryside Mall. Don't just imagine it — do it! Lock in your ideal On Top of The World holiday with Expedia and travel your way.

Price found within the past 48 hours. Click for updated prices.
Clearwater Suites

Clearwater Suites

2.5 out of 5
per person
16 Sept - 23 Sept
found 19 hours ago
Return direct flight included
London (LON) to Tampa (TPA)
8.8/10 Excellent! (12 reviews)
Nice very spacious room. Close tobthe beach and restaurants.

Reviewed on 11 Aug 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
1 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.4/10 Exceptional! (438 reviews)
Nice place...near the beach, would've rated it a 5 but I was denied a later checkout. Other than that a very nice place convenient to all the sites.

Reviewed on 8 Aug 2025

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
1 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.4/10 Exceptional! (2,470 reviews)
The hotel is outstanding! Beach, restaurants, shopping within 2 -5 minutes walk, beautiful area, safe and fun! We had a great time, coming back for sure!

Reviewed on 15 Aug 2025

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
per person
1 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
8.2/10 Very Good! (1,345 reviews)
Needs some upgrades on current rooms, but we had a great stay there

Reviewed on 11 Aug 2025

The Hotel Zamora

The Hotel Zamora

4 out of 5
per person
1 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Tampa (TPA)
8.2/10 Very Good! (134 reviews)
Great experience. Friendly staff. Clean. Wish we could have stayed longer.

Reviewed on 13 Aug 2025

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
Default Image

Pass-a-Grille

5/5(3 area reviews)

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.

Find hotels in Pass-a-Grille

Top hotels in On Top of The World

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is £131 per night from 31 Aug to 1 Sept
£131
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great hotel"

Reviewed on 12 Aug 2025

The Westin Tampa Bay
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is £167 per night from 17 Aug to 18 Aug
£167
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"Excellent!!!"

Reviewed on 12 Aug 2025

Grand Hyatt Tampa Bay
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
The price is £152 per night from 25 Aug to 26 Aug
£152
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,357 reviews)
"Needs some upgrades on current rooms, but we had a great stay there"

Reviewed on 11 Aug 2025

RumFish Beach at TradeWinds
See all 15,225 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an On Top of The World travel package cost?
Handcraft your On Top of The World travel package from a low £643. Pick from any combination of flights, hotels and rental cars to build the escape you've been dreaming about. Be sure to add on a few activities!
If I'm not able to travel, can I cancel my On Top of The World travel package?
Yes you can, and we're here to help. You may be able to cancel or change your On Top of The World travel package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your travel plans unexpectedly change, browse our Customer Service Portal for further information.
How do I get a cheap travel package to On Top of The World?
Our On Top of The World travel packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your hotel, flights and extras (such as activities) into an affordable package. But cheap prices are just the beginning of your next unforgettable adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotels worldwide to choose from. No matter your style or budget, there's a travel package here just for you.
Does Expedia offer Book Now, Pay Later On Top of The World holidays?
Expedia has joined forces with online lender Klarna to make booking your next break easier on your hip pocket. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that suit all types of budgets, so you can lock in that well-deserved holiday sooner.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you see an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in On Top of The World?
A trip to On Top of The World isn't complete without seeing Bright House Field, Ruth Eckerd Hall and Eddie C. Moore Softball Complex. Stay close to these top sights and make sightseeing simple.
What are the top hotels in On Top of The World?
SureStay Hotel by Best Western St. Pete Clearwater Airport and Residence Inn by Marriott Clearwater Downtown are two of the most sought-after hotels in On Top of The World. Why not check out the amenities and rates at each and then make a decision?
How far in advance should I book my On Top of The World holiday?
Reserving your seat early with Expedia means one less thing to have to worry about. A number of air carriers advertise prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to On Top of The World sometimes occur a few weeks before departure.
What does an Expedia On Top of The World travel package include?
Flights, hotels and a cool set of wheels for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on some sightseeing tours and watch your savings stack up. When it comes to organising your On Top of The World holiday, you're in charge!
What should I know before booking an On Top of The World travel package?
Whether it's relaxation or adventure you're seeking, an On Top of The World travel package lets you plan your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with an On Top of The World Expedia travel package?
Definitely. Expedia has over 550 airline partners to pick from around the world. With such a big range of choice, finding the ideal carrier to get you to On Top of The World will be a breeze.

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 beautiful beaches in this family-friendly area or visit its lively bars.

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

Fort De Soto Park

Admire the vestiges of the fortress, bring your kids to the pirate ship playground and relax on the beaches of this archipelago.

Fort De Soto Park
Tropicana Field

Tropicana Field

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

£24
per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

£28
per adult
94% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

£93
per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
See all activities in St. Petersburg - Clearwater

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.