Island Estate Vacations from $532

Book a Hotel + Flight or Car together to unlock savings

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
voco Sarasota by IHG
The Westin Sarasota
Arvilla
Hotel Alba, Tapestry Collection by Hilton

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
$320 nightly
The price is $362 total per night from Apr 19 to Apr 20
$362 total
Apr 19 - Apr 20
Total with taxes and fees
8.4/10 Very Good! (1,702 reviews)
On the 5th floor, elevator went down entire trip. Moved us to a ground floor, which was nice but unit was dirty. Great family oriented resort, needs more bodies to accommodate size of property.

Reviewed on Mar 19, 2026

RumFish Beach at TradeWinds
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! (3,075 reviews)
Beautiful property with direct views of Clearwater Beach which is just across the street. Watched dolphins from our hotel balcony. Excellent for kids with several activities scheduled throughout the day for school aged kids to attend (held in the pool area). Pool was warm, hot tub is large and the ...

Reviewed on Mar 19, 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
$325 nightly
The price is $368 total per night from Mar 24 to Mar 25
$368 total
Mar 24 - Mar 25
Total with taxes and fees
8.2/10 Very Good! (2,495 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.