Island Estate Vacations from $551
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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
Saddlebrook Resort
Reviewed on Jan 1, 2026
Plaza Beach Hotel Beachfront Resort
Reviewed on Jan 8, 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
The hotel was really great. The service and staff were really helpful and courteous. The last day, housekeeping did not come to clean the room. The heated pool was a bit cold and would have preferred it to be warmer. Aside from that, it was a great resort. I would stay here again. It is family friendly ...
Reviewed on Jan 6, 2026
Hilton Clearwater Beach Resort & Spa
Great place truly amazing
Reviewed on Jan 5, 2026
Ramada by Wyndham Tampa Westshore Airport South
Affordable. Sometimes a bit noisy from the road. Room a tad “rough around the edges”
Reviewed on Jan 6, 2026
Discover the most popular places to visit in Island Estate
John's Pass Village & Boardwalk
You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants.
St. Petersburg - Clearwater Beaches
Why not spend a lazy afternoon at St. Petersburg - Clearwater Beaches during your trip to 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
Parasailing in Clearwater Beach
