Island Estate Vacations from $413

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
The Westin Sarasota
Kompose Boutique Hotel
Ocean Club Treasure Island Hotel
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
$244 nightly
The price is $276 total per night from Apr 12 to Apr 13
$276 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (1,738 reviews)
this property is clearly aged

Reviewed on Mar 31, 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! (3,098 reviews)
Beautiful place close to the beach

Reviewed on Mar 31, 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
$328 nightly
The price is $371 total per night from Apr 12 to Apr 13
$371 total
Apr 12 - Apr 13
Total with taxes and fees
8.2/10 Very Good! (2,530 reviews)
Wonderful beach area. Pool is really nice too

Reviewed on Apr 1, 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.