Diamond Isle Holidays from £969

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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.
Seffner Inn and Suites

Seffner Inn and Suites

2.5 out of 5
Price was £1,221, price is now £969 per person
£969
per person
11 Jul - 18 Jul
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
7/10 Good! (1,007 reviews)
This was a one and done for us. The property has a great location but the rooms need some serious improvements. The bathroom had mold and the tub needs to be seriously scrubbed. The carpet in the room was so dark I couldn’t tell if it was meant to be that way. The property has potential but it needs to be maintained better.

Reviewed on 18 May 2026

Landing Tampa Westshore

Landing Tampa Westshore

4.5 out of 5
Port Tampa City
Price was £1,695, price is now £1,304 per person
£1,304
per person
17 Jun - 24 Jun
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
9/10 Wonderful! (191 reviews)
Very nice and clean. We didn’t want to leave. Felt very at home. Fully furnished but if you’re a cook, bring seasonings.

Reviewed on 5 May 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was £3,081, price is now £2,372 per person
£2,372
per person
21 Jun - 28 Jun
found 1 day ago
Return direct flight included
Glasgow (GLA) to Tampa (TPA)
9.4/10 Exceptional! (534 reviews)
Pool was tiny. The hotel was very clean and beds were comfortable.

Reviewed on 17 May 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was £1,582, price is now £1,238 per person
£1,238
per person
19 Jul - 26 Jul
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
8.6/10 Excellent! (2,628 reviews)
A great place to stay very clean. The front desk staff was very helpful and friendly

Reviewed on 17 May 2026

Landing Apartments near Sun City Center and Riverview

Landing Apartments near Sun City Center and Riverview

4 out of 5
Price was £1,510, price is now £1,196 per person
£1,196
per person
17 Jun - 24 Jun
found 1 day ago
Return flight included
London (LHR) to Tampa (TPA)
8.8/10 Excellent! (29 reviews)
Is great property but be very careful on location of unit. The external doors are very loud when they open and close and if you are close it will disturb you thru night. Everything else was so great though. That was really our only complaint. I highly recommend it, just pay attention to location of unit.

Reviewed on 29 Apr 2026

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
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 Diamond Isle

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is £291 per night from 1 Jun to 2 Jun
£291
1 Jun - 2 Jun
includes taxes & fees
9.4/10 Exceptional! (3,250 reviews)
"Amazing"

Reviewed on 17 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 £148 per night from 7 Jun to 8 Jun
£148
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (1,308 reviews)
"Great staff, very clean and wonderful food."

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 7 Jun to 8 Jun
£214
7 Jun - 8 Jun
includes taxes & fees
8.2/10 Very Good! (2,623 reviews)
"Lovely view of the ocean. Only thing I didn’t like about the stay is valet only parking Sounds good till you get the charge to rent the parking space."

Reviewed on 17 May 2026

Hilton Clearwater Beach Resort & Spa
See all 13,644 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.
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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 £969. 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

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

4.5/5(34 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

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
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
The Pirate Ship at John's Pass

Pirate Adventure Cruise - John's Pass

£33
per adult
100% of travellers recommend
Pirate Adventure Cruise - John's Pass
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.