Island Estate Vacations

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Where to stay in Island Estate

Find the best Island Estate areas and neighborhoods for the activities you enjoy most. Learn more about Island Estate
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

Island Estate Hotel Deals

Sailport Waterfront Suites
Sailport Waterfront Suites
3.5 out of 5
2506 N Rocky Point Dr, Tampa, FL
The price is AED 378 per night from Jun 9 to Jun 10
AED 378
AED 491 total
9 Jun - 10 Jun
includes taxes & fees
8.2/10 Very Good! (4,500 reviews)
"The place was nice and I enjoyed the pool and the staff that worked at the bar"

Reviewed on 10 May 2025

Sailport Waterfront Suites
Hyatt Regency Clearwater Beach Resort & Spa
Hyatt Regency Clearwater Beach Resort & Spa
4 out of 5
301 S Gulfview Blvd, Clearwater Beach, FL
The price is AED 996 per night from Jun 2 to Jun 3
AED 996
AED 1,271 total
2 Jun - 3 Jun
includes taxes & fees
9.2/10 Wonderful! (1,865 reviews)
"Fantastic! We had the best stay at the Hyatt. Coming from a bad hotel situation, these people stepped in and saved our 25th anniversary. The rooms are clean and comfortable. If you need anything the bring it immediately. I will always stay in this hotel, not only in Clearwater, but wherever we ..."

Reviewed on 11 May 2025

Hyatt Regency Clearwater Beach Resort & Spa
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 800 per night from Jun 2 to Jun 3
AED 800
AED 1,049 total
2 Jun - 3 Jun
includes taxes & fees
7.8/10 Good! (1,865 reviews)
"We loved the location - close to restaurants, shops & on the beach. Housekeeping was so kind and great. The waitstaff by the pool was great! The waitstaff at the restaurant which overlooks the beach wasn’t. The restaurant manager was great."

Reviewed on 7 May 2025

Hilton Clearwater Beach Resort & Spa
See all 13,062 properties in Island Estate
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 Island Estate

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 marina in this family-friendly area, or check out its lively bars.

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 top-notch restaurants and great live music in this family-friendly area.

Fort De Soto Park