Diamond Isle Holidays from £1,062

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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.
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was £1,498, price is now £1,062 per person
£1,062
per person
26 Apr - 3 May
found 15 hours ago
Return flight included
London (LHR) to Tampa (TPA)
8.4/10 Very Good! (2,509 reviews)
Everyone and everything was great! Room was clean, staff was very friendly and super informative! Thanks for a great stay.

Reviewed on 15 Feb 2026

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was £2,889, price is now £1,913 per person
£1,913
per person
18 Mar - 23 Mar
found 1 day ago
Return flight included
London (LON) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Wonderful staff and facilities. Rooms were spacious, clean, and quiet. Staff was very attentive to the needs of guests and were the best! Would highly recommend a stay here. We were first-time guests, and plan to stay here again when we return to Clearwater Beach.

Reviewed on 31 Jan 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Save 100% on your flight
Price was £1,986, price is now £1,344 per person
£1,344
per person
25 Apr - 2 May
found 16 hours ago
Return flight included
London (LHR) to Tampa (TPA)
7/10 Good! (1,744 reviews)
Bathroom was clean however there was still damage from previous holes on tile wall and the caulking in the bath tub was messy and all over. The rest of the room was clean.

Reviewed on 14 Feb 2026

The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was £2,152, price is now £1,493 per person
£1,493
per person
18 Mar - 23 Mar
found 1 day ago
Return flight included
London (LON) to Tampa (TPA)
9/10 Wonderful! (1,044 reviews)
Great stay! Plan on the beach. Alternate to the pool to cool off. Will be back. Beautiful!

Reviewed on 14 Feb 2026

Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Rocky Point
Price was £1,690, price is now £1,247 per person
£1,247
per person
17 Apr - 24 Apr
found 15 hours ago
Return flight included
London (LHR) to Tampa (TPA)
8.4/10 Very Good! (4,810 reviews)
Hotel room look like it had been updated very nice and clean. Only thing that I would say is they could use a new couch. It looks pretty worn other than that. It’s a great hotel.

Reviewed on 2 Feb 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
Downtown St. Petersburg featuring outdoor art

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

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
The price is £311 per night from 22 Feb to 23 Feb
£311
22 Feb - 23 Feb
includes taxes & fees
9.2/10 Wonderful! (3,037 reviews)
Everything was wonderful!!! Best stay ever

Reviewed on 8 Feb 2026

Wyndham Grand Clearwater Beach
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
The price is £62 per night from 8 Mar to 9 Mar
£62
8 Mar - 9 Mar
includes taxes & fees
6.2/10 (3,954 reviews)
Room clean and very convenient for the airport and malls.

Reviewed on 14 Feb 2026

Ramada by Wyndham Tampa Westshore Airport South
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 £221 per night from 16 Feb to 17 Feb
£221
16 Feb - 17 Feb
includes taxes & fees
8.2/10 Very Good! (1,630 reviews)
Would definetly come back again! Great experience!

Reviewed on 14 Feb 2026

RumFish Beach at TradeWinds
See all 13,480 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 £1,062. 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

Florida. Madeira Beach Florida. Gulf of Mexico or ocean beach, Hotels and Resorts. John's Pass Village and Boardwalk. Turquoise color of salt water. American shore. Summer or Autumn vacation.

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 top-notch restaurants.

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
Salvador Dali Museum featuring night scenes and modern architecture

Salvador Dali Museum

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum

Things to do

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

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

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

£40
per adult
100% 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.