Island Estate Vacations from $512

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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
The Westin Sarasota
Ocean Club Treasure Island Hotel
Legoland Florida Hotel
The Avalon Club

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

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
$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! (3,058 reviews)
Beautiful hotel , very easy beach access. Really helpful staff

Reviewed on Mar 12, 2026

Wyndham Grand Clearwater Beach
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
$309 nightly
The price is $349 total per night from Mar 22 to Mar 23
$349 total
Mar 22 - Mar 23
Total with taxes and fees
8.4/10 Very Good! (1,676 reviews)
Clean resort, phone didn’t work in room and had to go to lobby for washcloths that housekeeping didn’t leave. Otherwise, very nice resort with good food and beautiful beach.

Reviewed on Mar 12, 2026

RumFish Beach at TradeWinds
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
$309 nightly
The price is $349 total per night from Mar 24 to Mar 25
$349 total
Mar 24 - Mar 25
Total with taxes and fees
8.2/10 Very Good! (2,484 reviews)
Barely - mostly overlooked the parking lot . Paid extra for gulf view - very disappointed Decided on this hotel for its “private beach”claim not realizing the exorbitant fees charged to sit by the water. Spent vacation at pool which we could have done at a number of other hotels. Again very disappointed. ...

Reviewed on Mar 12, 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.