Diamond Isle Vacations

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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
Pass-a-Grille

Pass-a-Grille

5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotels in Pass-a-Grille

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 AED 526 per night from May 7 to May 8
AED 526
AED 822 total
includes taxes & fees
7 May - 8 May
8.2/10 Very Good! (1,243 reviews)
"Oceanview"

Reviewed on 19 April 2025

RumFish Beach at TradeWinds
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is AED 584 per night from May 18 to May 19
AED 584
AED 657 total
includes taxes & fees
18 May - 19 May
8.6/10 Excellent! (1,503 reviews)
"No at this time but it is a really nice place to stay with your spouse or family. Very convenient to a lot of areas within the Tampa area"

Reviewed on 19 April 2025

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
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
The price is AED 903 per night from May 4 to May 5
AED 903
AED 1,166 total
includes taxes & fees
4 May - 5 May
7.8/10 Good! (1,821 reviews)
Just ok
"For a resort not much was included"

Reviewed on 18 April 2025

Hilton Clearwater Beach Resort & Spa
See all 12,480 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.

Discover the most popular places to visit in Diamond Isle

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Tropicana Field

Tropicana Field

4.5/5(591 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
Fort De Soto Park which includes a sandy beach

Fort De Soto Park

4.5/5(676 reviews)

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the lively bars and great live music in this family-friendly area.

Fort De Soto Park