On Top of The World Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • 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.
  • Exterior
    Jun 27 - Jul 5

    Holiday Inn Express & Suites Ruskin by IHG + Flight

    Ruskin
    8 nights
    2.5 star property
    9.6/10 - Exceptional (1,005 reviews)
    "Room was great with excellent lighting in the bathroom including a lighted mirror frame and also a magnifying mirror. Thank you!"
    Reviewed May 16, 2026
    Return • London (LGW) - Tampa (TPA)
    LGW - TPA • Direct TPA - LHR • Direct
    £1,016
    £864
    per traveller
    found 1 day ago
    Holiday Inn Express & Suites Ruskin by IHG
  • Outdoor pool
    Jun 21 - Jun 28

    Landing Tampa Westshore + Flight

    Port Tampa City
    7 nights
    4.5 star property
    9.0/10 - Wonderful (191 reviews)
    Return • London (LGW) - Tampa (TPA)
    LGW - TPA • Direct TPA - LHR • Direct
    £1,592
    £1,209
    per traveller
    found 1 day ago
    Landing Tampa Westshore
  • Front of property
    Jun 21 - Jun 28

    The Avalon Club + Flight

    Clearwater Beach
    7 nights
    4.0 star property
    9.4/10 - Exceptional (543 reviews)
    "Pool was tiny. The hotel was very clean and beds were comfortable. "
    Reviewed May 17, 2026
    Return • Glasgow (GLA) - Tampa (TPA)
    GLA - TPA • 1 stop TPA - GLA • 1 stop
    £3,081
    £2,372
    per traveller
    found 1 day ago
    The Avalon Club
  • View from property
    Jun 21 - Jun 28

    Pelican Pointe Clearwater Beach Hotel + Flight

    Clearwater Beach
    7 nights
    2.5 star property
    9.0/10 - Wonderful (1,005 reviews)
    "Easy to get to beach. Not the delays and crowds of a larger property "
    Reviewed May 17, 2026
    Return • Glasgow (GLA) - Tampa (TPA)
    GLA - TPA • 1 stop TPA - GLA • 1 stop
    £1,555
    £1,284
    per traveller
    found 1 day ago
    Pelican Pointe Clearwater Beach Hotel
  • View from property
    Jun 27 - Jul 5

    The Westshore Grand, A Tribute Portfolio Hotel, Tampa + Flight

    Beach Park
    8 nights
    4.0 star property
    8.6/10 - Excellent (1,811 reviews)
    "No, I thought it was included and ate elsewhere which cost less. Room was clean but there was only 2 places to charge my phone, the TV and a lamp which charged slowly. Some furniture needed fixing. It was part of an office complex, so I couldn’t open the drapes without seeing people working. I’m short and the bed was extremely high to get into. Not a bad place to stay. I give 3.75/5. If you want a view and sunshine I would stay somewhere else."
    Reviewed May 17, 2026
    Return • London (LGW) - Tampa (TPA)
    LGW - TPA • Direct TPA - LHR • Direct
    £1,195
    £988
    per traveller
    found 1 day ago
    The Westshore Grand, A Tribute Portfolio Hotel, Tampa

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
Pass-a-Grille

Pass-a-Grille

1 out of top 10 points of interest in this area
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

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
The price is £313 per night from 25 May to 26 May
£313
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (3,254 reviews)
"Wonderful all around. Just one tiny detail from the check in desk, where we could sense the attendant was probably dealing with some personal matters and projected that to her work."

Reviewed on 18 May 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
The price is £146 per night from 7 Jun to 8 Jun
£146
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (1,310 reviews)
"Sadly the pool was not open however Jimmy & Jenny at the bar were supre friendly and gave great service. The hotel staff was friendly"

Reviewed on 18 May 2026

The Westin Tampa Bay
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 £214 per night from 28 May to 29 May
£214
28 May - 29 May
includes taxes & fees
8.2/10 Very Good! (2,626 reviews)
"The amenities I read online were not free and even after showing the hotel they did nothing about it."

Reviewed on 18 May 2026

Hilton Clearwater Beach Resort & Spa
See all 16,123 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 . 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

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

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 lively bars.

John's Pass Village & Boardwalk
Fort De Soto Park

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
Vinoy Park

Vinoy Park

While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

Vinoy Park

Things to do

Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

£27
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

£27
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

£40
per adult
98% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
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.