Diamond Isle Holidays

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Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park

3 out of 5
Limona Improvement
Price was €589, price is now €436 per person
€436
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Portland (PDX) to Tampa (TPA)
8.2/10 Very Good! (1,532 reviews)
The parking was very near to our room and we had no issues wi

Reviewed on 13 Aug 2025

Hampton Inn & Suites Tampa East (Casino Area)

Hampton Inn & Suites Tampa East (Casino Area)

2.5 out of 5
Save 100% on your flight
Price was €696, price is now €480 per person
€480
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Portland (PDX) to Tampa (TPA)
8.8/10 Excellent! (963 reviews)
We arrived late and the front desk clerk was so friendly, nice, and helpful. The breakfast was great, the room was clean and bed was comfortable.

Reviewed on 14 Aug 2025

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Price was €627, price is now €467 per person
€467
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Portland (PDX) to Tampa (TPA)
9.4/10 Exceptional! (1,009 reviews)
Very nice stay I will be back

Reviewed on 20 Aug 2025

Holiday Inn Express & Suites Ruskin by IHG

Holiday Inn Express & Suites Ruskin by IHG

2.5 out of 5
Price was €687, price is now €521 per person
€521
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Portland (PDX) to Tampa (TPA)
9.6/10 Exceptional! (1,000 reviews)
Very quiet and staff was very nice

Reviewed on 21 Aug 2025

TownePlace Suites Tampa Casino Area

TownePlace Suites Tampa Casino Area

3 out of 5
Price was €650, price is now €509 per person
€509
per person
16 Oct - 22 Oct
found 1 day ago
Return direct flight included
Portland (PDX) to Tampa (TPA)
9.4/10 Exceptional! (567 reviews)
Perfect Stay if Attending a Concert at the Florida State Fairgrounds! Friendly staff and clean rooms! Only a short drive or Uber to places like Historic Ybor, and more!

Reviewed on 13 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
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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 €184 per night from 24 Aug to 25 Aug
€184
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,376 reviews)
"Was a decent room with gulf front view. In a side separate building small bath 2 beds. . Fair condition. Location is excellent and pools, beach, and bars/ restaurants are very good and reasonable prices for on the beach."

Reviewed on 21 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 €195 per night from 24 Aug to 25 Aug
€195
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,024 reviews)
"M"

Reviewed on 19 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 €157 per night from 5 Sept to 6 Sept
€157
5 Sept - 6 Sept
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Awesome"

Reviewed on 21 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.

Frequently asked questions

How much does a Diamond Isle holiday package cost?
Starting from a low €436, a package is your gateway to low-priced travel. Custom make your Diamond Isle getaway by picking from our wide range of airfares, hotels and rental cars.
How do I get a cheap travel package to Diamond Isle?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and rental cars — we've got them all covered. Select a combination that suits you and see your savings grow. Of course, a travel package 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 holiday.
Where should I stay in Diamond Isle?
Make sightseeing easier by staying in a hotel within walking distance of Diamond Isle's iconic attractions. Clearwater Marine Aquarium and Sand Key Park are two traveller favourites.
How far in advance should I book my Diamond Isle holiday?
Search Expedia to compare international fares as soon as you know your travel dates. You can generally purchase a ticket up to a year prior to departure. If you don't see your preferred air carrier, or you've left things to the last minute, don't stress. Low prices to Diamond Isle occasionally appear a few weeks before departure.
What does an Expedia Diamond Isle travel package include?
Much of that depends on you. You can select from a range of Diamond Isle bundles, such as a hotel, flight and rental car. You can also book a flight and a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your dream Diamond Isle trip looks like, you're sure to save!
What should I know before booking a Diamond Isle travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've made your booking, you can add on things like activities or sightseeing tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Diamond Isle Expedia holiday package?
Yes, you're in charge. Expedia has access to more than 550 airlines around the world, so you can design your Diamond Isle holiday according to your budget and travel needs.
If I'm not able to travel, can I cancel my Diamond Isle holiday package?
Your situation can change without warning, so yes, you can. You may be able to cancel and rebook your Diamond Isle holiday package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make changes, but your car rental company, airline or hotel may impose a fee. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

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
Salvador Dali Museum showing modern architecture and night scenes

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 StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

€28
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

€32
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

€106
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.