Diamond Isle Vacations from $372

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Your Diamond Isle Vacation

Book a Diamond Isle vacation package and discover the rhythm and lifestyle of this captivating neighborhood. 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 vacation into reality, whatever your budget or travel plans.

The Latest Diamond Isle Vacation Packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG
Clearwater Suites
GALAXY HOTEL
Ocean Club Treasure Island Hotel
Wyndham Grand Clearwater Beach

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

Diamond Isle Hotel Deals

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
$221 nightly
The price is $250 total per night from Sep 7 to Sep 8
$250 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd, Tampa, FL
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $155 total per night from Sep 7 to Sep 8
$155 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (2,103 reviews)
"Beautiful hotel… very helpful staff… great food and bar and pool area. Daughter goes to U Tampa and I will definitely be staying here again!"

Reviewed on Aug 27, 2025

Hotel Alba, Tapestry Collection by Hilton
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
$184 nightly
The price is $208 total per night from Sep 2 to Sep 3
$208 total
Sep 2 - Sep 3
Total with taxes and fees
RumFish Beach at TradeWinds
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.

Discover the most popular places to visit in Diamond Isle

Things to do

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