Diamond Isle Holidays

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Your Diamond Isle Holiday

Book a Diamond Isle holiday package and discover the rhythm and lifestyle of this captivating neighbourhood. With all your travel plans worked out, the only thing you need to concentrate on here is living your best life. Not sure what to do during your trip to Diamond Isle? Nearby attractions such as Clearwater Marine Aquarium, Sand Key Park and Pier 60 Park are good places to begin. Expedia can help turn your ideal Diamond Isle holiday into reality, whatever your budget or travel plans.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Our guide on 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

Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and Jannus Live.

Find hotel + flight trips in Downtown St. Petersburg

Our pick of the best Diamond Isle Hotel Deals

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 AU$325 per night from 24 Nov to 25 Nov
AU$325
includes taxes & fees
24 Nov - 25 Nov
8.2/10 Very Good! (1,138 reviews)
"I stay here for the beach cabanas and for service on the beach. Great for families, something for everyone. A quiet corner or full on activity. Food is really good as well."

Reviewed on 18 Nov. 2024

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 AU$332 per night from 27 Nov to 28 Nov
AU$332
includes taxes & fees
27 Nov - 28 Nov
8.8/10 Excellent! (1,001 reviews)
"Very nice and friendly staff, however not much right around the hotel"

Reviewed on 19 Nov. 2024

Grand Hyatt Tampa Bay
Wyndham Grand Clearwater Beach
Wyndham Grand Clearwater Beach
4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$454 per night from 2 Dec to 3 Dec
AU$454
includes taxes & fees
2 Dec - 3 Dec
9.2/10 Wonderful! (1,892 reviews)
"Our stay at Wyndham Grand was exceptional. The room and balcony offered breathtaking views. The room was immaculate, breakfast was divine. Staff were extremely friendly and helpful. We will return to this hotel."

Reviewed on 18 Nov. 2024

Wyndham Grand Clearwater Beach
See all 12,769 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Diamond Isle holiday package cost?
Starting from a low , 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.

Discover the most popular places to visit in Diamond Isle

Sunken Gardens

Sunken Gardens

Located in the heart of St. Petersburg, this historic botanical oasis behind vine-covered walls offers tropical plants, colorful flower beds, meandering paths, picturesque ponds and cascading waterfalls.

Sunken Gardens

Activities

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

AU$49
Per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
BEST Mexico Gulf Dolphin Watch&Clearwater Beach Day Tour from Orlando

Mexico Gulf Dolphin Watch&Clearwater Beach Day Tour from Orlando

AU$163
Per adult
100% of travellers recommend
Mexico Gulf Dolphin Watch&Clearwater Beach Day Tour from Orlando
Everglades Arena

FloridaRAMA

AU$46
Per adult
FloridaRAMA
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.