Diamond Isle Holidays from £597

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 Diamond Isle Holiday

Experience everything this neighbourhood has to offer with a customized Diamond Isle holiday package. However you picture yourself spending your days here, you'll find countless opportunities for fun, relaxation and adventure. Start your trip to Diamond Isle by visiting nearby attractions such as Clearwater Marine Aquarium, Sand Key Park and Pier 60 Park. Stop dreaming and start doing. When it's time to lock in your next holiday to Diamond Isle, Expedia is here to help.

Price found within the past 48 hours. Click for updated prices.
GALAXY HOTEL

GALAXY HOTEL

3.5 out of 5
Downtown St. Petersburg
Price was £801, price is now £597 per person
£597
per person
11 Nov - 18 Nov
found 15 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
8.4/10 Very Good! (348 reviews)
Very clean and everyone was super helpful

Reviewed on 24 Aug 2025

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was £1,714, price is now £1,032 per person
£1,032
per person
20 Oct - 26 Oct
found 24 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.4/10 Exceptional! (443 reviews)
Excellent place no word to explain how perfect everything was. We definitely go there from now on

Reviewed on 24 Aug 2025

Clearwater Suites

Clearwater Suites

2.5 out of 5
Price was £1,038, price is now £732 per person
£732
per person
20 Oct - 26 Oct
found 24 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
8.8/10 Excellent! (18 reviews)
Super convenient, clean, and right across the street from the beach. Staff was very friendly

Reviewed on 25 Aug 2025

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was £1,156, price is now £868 per person
£868
per person
20 Oct - 26 Oct
found 24 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
9.6/10 Exceptional! (322 reviews)
Super clean and fun. Still getting some finalizations done on construction but a very nice property.

Reviewed on 25 Aug 2025

The Hotel Zamora

The Hotel Zamora

4 out of 5
Price was £1,145, price is now £862 per person
£862
per person
20 Oct - 26 Oct
found 24 hours ago
Return direct flight included
London (LHR) to Tampa (TPA)
8.4/10 Very Good! (150 reviews)
The restaurant was overpriced and not good. The staff was young and seemed not to like their jobs. Didn't give good direction for the beach access or information about the grounds etc. other than that, beautiful hotel and beach was perfection.... once we found it....

Reviewed on 26 Aug 2025

Where to stay in Diamond Isle

Find the best Diamond Isle areas and neighborhoods for the activities you enjoy most. Learn more about Diamond Isle
Default Image

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg

Top hotels in Diamond Isle

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 £148 per night from 10 Sept to 11 Sept
£148
10 Sept - 11 Sept
includes taxes & fees
8.2/10 Very Good! (1,378 reviews)
"Go every year. Always a joy to be there."

Reviewed on 23 Aug 2025

RumFish Beach at TradeWinds
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 £168 per night from 31 Aug to 1 Sept
£168
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (1,032 reviews)
"Casitas were clean and cozy and near a pool with cocktail waitress."

Reviewed on 25 Aug 2025

Grand Hyatt Tampa Bay
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Fully refundable
The price is £135 per night from 31 Aug to 1 Sept
£135
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"First, the location was great! Close to the airport & stadium. However, the property was undergoing construction. Aqua restaurant was only available in a limited capacity.The club was not available. I wish we would have known about the renovations before we booked."

Reviewed on 25 Aug 2025

The Westin Tampa Bay
See all 12,881 properties in Diamond Isle
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 a Diamond Isle travel package cost?
Custom make your Diamond Isle travel package from an affordable £597. Pick from any combination of flights, hotels and rental cars to create the trip you've been dreaming about. Don't forget to add on one or two experiences!
If I'm not able to travel, can I cancel my Diamond Isle travel package?
If your travel plans in Diamond Isle have been upended, it's good to know that you can cancel your booking. If you booked within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a cancellation fee. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Diamond Isle?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Select the combination that best fits you and see your savings grow. We know a package deal is never one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 properties across the globe, which lets you customize your Diamond Isle getaway.
Does Expedia offer Book Now, Pay Later Diamond Isle holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this plan. Put down a small deposit on your holiday and then get on your way.

Where should I stay in Diamond Isle?
A visit to Diamond Isle isn't complete until you've seen Clearwater Marine Aquarium and Sand Key Park. Reserve a room as close as possible and easily access these famous tourist attractions.
What are the top hotels in Diamond Isle?
Get your trip off to an excellent start by locking in a room at Wyndham Grand Clearwater Beach. It's one of most sought-after properties in Diamond Isle. Another welcoming option is Edge Hotel Clearwater Beach.
How far in advance should I book my Diamond Isle holiday?
It all depends on the airline, but it's usually possible to compare international airfares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers occasionally find a cheaper flight just weeks prior to their intended journey.
What does an Expedia Diamond Isle travel package include?
Much of that is up to you. You can select from a variety of Diamond Isle bundles, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your Diamond Isle trip looks like, get set to save!
What should I know before booking a Diamond Isle travel package?
A travel package can be easier on the bank balance than separately booking all you need for your getaway. For example, combine your hotels, flights and rental cars and score big savings. Whatever sort of holiday you're planning, there's bound to be a package that's right for you.
Can I choose my airline with a Diamond Isle Expedia travel package?
Yes — that's the beauty of an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 airline partners worldwide, so you have lots of choice when creating your Diamond Isle trip.

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

£27
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

£26
per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
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.