Island Estate Vacations from $414

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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.
Mar Bay Motel &Suites
FUSION Resort Waterfront Suites
Pelican Pointe Clearwater Beach Hotel
Crystal Palms Beach Resort
Hotel Alba, Tapestry Collection by Hilton

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
$309 nightly
The price is $349 total per night from Mar 22 to Mar 23
$349 total
Mar 22 - Mar 23
Total with taxes and fees
8.4/10 Very Good! (1,686 reviews)
If you have shellfish allergy they cannot accommodate you at any restaurant except the pizza during the day. For dinner they can. So just know hanging at the pool or beach you will need to go else where for food. Our toilet overflowed twice, the room with double bed is actually the size of a single ...

Reviewed on Mar 16, 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
$385 nightly
The price is $435 total per night from Apr 16 to Apr 17
$435 total
Apr 16 - Apr 17
Total with taxes and fees
9.4/10 Exceptional! (3,073 reviews)
We had a gulf-front room, so the view of the beach & ocean was great. Noise from the street and other events could be a bit however, the patio doors/windows were pretty solid so not a lot of noise got inside the room. Staff was great, helpful and friendly. Nice location. Pricey, for one, i don't ...

Reviewed on Mar 15, 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
$319 nightly
The price is $361 total per night from Mar 22 to Mar 23
$361 total
Mar 22 - Mar 23
Total with taxes and fees
8.2/10 Very Good! (2,496 reviews)
Hilton was beautiful! You couldn’t ask for a better location right on the beach and 2 pools. You could walk to shops, restaurants, the park and pier. Staff went above and beyond every day! We actually booked extra days because we loved it so much!

Reviewed on Mar 15, 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.