Diamond Isle Trip

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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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Pass-a-Grille

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 hotel + flight trips in Pass-a-Grille

Top hotels in Diamond Isle

Sirata Beach Resort
Sirata Beach Resort
3 out of 5
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is ₹12,854 per night from 3 Jun to 4 Jun
₹12,854
per night
3 Jun - 4 Jun
7.2/10 Good! (2,239 reviews)
"Close to the beach"

Reviewed on 29 May 2024

Sirata Beach Resort
RumFish Beach Resort by TradeWinds
RumFish Beach Resort by TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is ₹14,172 per night from 2 Jun to 3 Jun
₹14,172
per night
2 Jun - 3 Jun
8.2/10 Very Good! (1,011 reviews)
Great time!
"This hotel offered several fun things for the whole family to do. Plenty of pool Options, too! The on site restaurants are a little pricey (especially for my family of 7), but there is SO much within walking distance. We had a great time."

Reviewed on 31 May 2024

RumFish Beach Resort by TradeWinds
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 ₹18,705 per night from 30 Jun to 1 Jul
₹18,705
per night
30 Jun - 1 Jul
9/10 Wonderful! (1,866 reviews)
Excellent Hotel
"We loved the location of this hotel. It is basically on the beach. There is a small two lane road which separates the hotel from the beach. Early morning and late evening the noise does distract you from the calmness of the beach (due to large trucks, many cars). The hotel is excellent overall and ..."

Reviewed on 29 May 2024

Wyndham Grand Clearwater Beach
See all 13,783 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 , 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

Image for John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4/5(33 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 top-notch restaurants.

John's Pass Village & Boardwalk
Image for Tropicana Field

Tropicana Field

4.5/5(9 reviews)

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
Image for 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

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.