Island Estate Vacations from $710

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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.
voco Sarasota by IHG
The Westin Sarasota
The Sarasota Modern, a Tribute Portfolio Hotel
Ocean Club Treasure Island Hotel

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
$326 nightly
The price is $368 total per night from Mar 25 to Mar 26
$368 total
Mar 25 - Mar 26
Total with taxes and fees
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
$369 nightly
The price is $417 total per night from Mar 10 to Mar 11
$417 total
Mar 10 - Mar 11
Total with taxes and fees
8.2/10 Very Good! (1,657 reviews)
Room was nicely furnished. Glad we stayed in the upgraded room.

Reviewed on Mar 5, 2026

RumFish Beach at TradeWinds
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Fully refundableReserve now, pay when you stay
$394 nightly
The price is $445 total per night from Mar 8 to Mar 9
$445 total
Mar 8 - Mar 9
Total with taxes and fees
7.6/10 Good! (1,028 reviews)
Beautiful

Reviewed on Mar 5, 2026

Island Grand at TradeWinds
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.