Island Estate Vacations from $552
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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
Hotel Alba, Tapestry Collection by Hilton
Reviewed on Mar 9, 2026
Arvilla
Reviewed on Mar 7, 2026
The Beachcomber
Reviewed on Mar 10, 2026
The Fold Hotels Indian Shores
Reviewed on Mar 1, 2026
Where to stay in Island Estate
Downtown St. Petersburg
Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.
Island Estate Hotel Deals
Wyndham Grand Clearwater Beach
Perfect view
Reviewed on Mar 9, 2026
RumFish Beach at TradeWinds
Very nice
Reviewed on Mar 11, 2026
Hilton Clearwater Beach Resort & Spa
Had to switch rooms right when I got there because the room was not cleaned, and there was blood on the door in the bathroom. The cleanliness of the property was low, pretty much all the rooms beed to be updated. The pool and ocean service and area were great though!
Reviewed on Mar 10, 2026
Discover the most popular places to visit in Island Estate
John's Pass Village & Boardwalk
When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.
St. Petersburg - Clearwater Beaches
Nothing says vacation like spending a carefree day at St. Petersburg - Clearwater Beaches, a popular beach in St. Petersburg - Clearwater.
Clearwater Beach
Why not spend a lazy afternoon at Clearwater Beach during your trip to Clearwater Beach? Wander the clear-water beaches or discover the area's beautiful sunsets.
Things to do
Sunset Celebration Cruise on Tropics Boat Tours
StarLite Majesty Evening Yacht Cruise Clearwater
