On Top of The World Holidays from £537

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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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
per person
3 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (3,977 reviews)
This is the best hotel I been to nice and clean and very modern and cozy 😌

Reviewed on 25 Jun 2025

Carlisle Inn

Carlisle Inn

3.5 out of 5
Pinecraft
per person
3 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
10/10 Exceptional! (1,852 reviews)
Very clean and good location. Great service and staff. Would definitely come back again.

Reviewed on 23 Jun 2025

Innisbrook Resort

Innisbrook Resort

3.5 out of 5
per person
29 Jul - 5 Aug
found 16 hours ago
Return flight included
Manchester (MAN) to Tampa (TPA)
8.2/10 Very Good! (1,000 reviews)
Not for me .. Breakfast at this property is expensive and not many options … and to reach staff at the property they is a in house landline which is not working… and they couldn’t even find my reservation when asked for additional info .. not worth for the buck.

Reviewed on 22 Jun 2025

Shephard's Beach Resort

Shephard's Beach Resort

3.5 out of 5
per person
3 Sept - 8 Sept
found 1 day ago
Return direct flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (1,306 reviews)
The property was clean and staff was great! I loved that the resort had an on-site beach, nightclub, restaurants, nightly entertainment, and bars.

Reviewed on 22 Jun 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
per person
29 Jul - 5 Aug
found 16 hours ago
Return flight included
Manchester (MAN) to Tampa (TPA)
9.2/10 Wonderful! (1,031 reviews)
Beautiful views, helpful employees, easy check in and out, nice room.

Reviewed on 18 Jun 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
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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 £106 per night from 13 Jul to 14 Jul
£106
13 Jul - 14 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"This property has a great location. The staff was friendly and helpful. The hotel is nice but the air in our room barely worked, maintenance was very nice but our room never really cooled off. Also, be advised that if your room is on the 7th floor, so are the banquet rooms and it noisy. I would go ..."

Reviewed on 23 Jun 2025

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 £200 per night from 30 Jun to 1 Jul
£200
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (1,944 reviews)
"I liked being on the beach. Not pleased with the uncomfortable beds."

Reviewed on 23 Jun 2025

Hilton Clearwater Beach Resort & Spa
Hilton Garden Inn Tampa Airport Westshore
Hilton Garden Inn Tampa Airport Westshore
3 out of 5
5312 Avion Park Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is £98 per night from 5 Jul to 6 Jul
£98
5 Jul - 6 Jul
includes taxes & fees
8.8/10 Excellent! (1,727 reviews)
"The lobby/ bar area is nice and the staff is very friendly. Room was spacious and favorite part was the pool/ hot tub. Not much to walk to other than World of Beer, but it’s a good central location if you want to make the most of Tampa and St Pete Beach."

Reviewed on 25 Jun 2025

Hilton Garden Inn Tampa Airport Westshore
See all 15,105 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 £537. 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

4/5(33 reviews)

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 featuring a beach

Fort De Soto Park

4.5/5(25 reviews)

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

4.5/5(9 reviews)

You can take time to visit Tropicana Field during your travels 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

£27
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
Sea Screamer boat in Orlando

Day Trip to Clearwater Beach with Sea Screamer Ride

£92
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.