Island Estate Vacations from $532

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Your Island Estate Vacation

Discover the unique character of Island Estate with a tailor-made Island Estate vacation package. From its watersports to its nature, this neighborhood offers endless possibilities for relaxation and adventure. Can't wait to get out and see the sights during your trip to Island Estate? Don't miss nearby attractions such as Clearwater Marine Aquarium, Sand Key Park and Pier 60 Park. No matter your travel goals or the size of your budget, booking the ultimate Island Estate vacation is easy with Expedia.

The Latest Island Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Ocean Club Treasure Island Hotel
The Sarasota Modern, a Tribute Portfolio Hotel
FUSION Resort Waterfront Suites
voco Sarasota by IHG

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

Island Estate 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
$339 nightly
The price is $383 total per night from Mar 23 to Mar 24
$383 total
Mar 23 - Mar 24
Total with taxes and fees
8.4/10 Very Good! (1,696 reviews)
My third trip to this resort. Had a wonderful stay and every staff member I encountered were very helpful. Splurge on the gulf lanai villa rooms. You are so close to all the amenities and worth every penny. Beautifully kept beach and pools.

Reviewed on Mar 18, 2026

RumFish Beach at TradeWinds
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive Clearwater Beach FL
$391 nightly
The price is $442 total per night from Apr 12 to Apr 13
$442 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (3,073 reviews)
Great

Reviewed on Mar 17, 2026

Wyndham Grand Clearwater Beach
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
$319 nightly
The price is $361 total per night from Mar 25 to Mar 26
$361 total
Mar 25 - Mar 26
Total with taxes and fees
8.2/10 Very Good! (2,493 reviews)
The first room was not clean… moved us and then every day left us with no towels or body wash snd soap

Reviewed on Mar 18, 2026

Hilton Clearwater Beach Resort & Spa
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

Things to do

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