Island Estate Vacations from $558

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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.
Bay Palms Waterfront Resort - Hotel and Marina
voco Sarasota by IHG
Ocean Club Treasure Island Hotel
Plaza Beach Hotel Beachfront Resort
Arvilla

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
$254 nightly
The price is $287 total per night from Apr 12 to Apr 13
$287 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (1,744 reviews)
Chris at front desk was terrible and rude.

Reviewed on Apr 1, 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
$366 nightly
The price is $414 total per night from Apr 21 to Apr 22
$414 total
Apr 21 - Apr 22
Total with taxes and fees
9.4/10 Exceptional! (3,104 reviews)
Nice place. Needs more character or culture. Very peaceful. Good for quiet relaxation.

Reviewed on Apr 1, 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
$281 nightly
The price is $317 total per night from Apr 12 to Apr 13
$317 total
Apr 12 - Apr 13
Total with taxes and fees
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.