Island Estate Vacations from $574
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.
Crystal Palms Beach Resort
Sunshine Beach
Price was $1,251, price is now $795 per person
$795
per person
Jan 28 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (2,409 reviews)
It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating
Reviewed on Nov 7, 2026
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
Downtown St. Petersburg
1 out of top 10 points of interest in this area
A noteworthy feature of Downtown St. Petersburg is its fantastic nightlife. While you're in town, be sure to stop and check out Tampa Bay and The Coliseum.
Island Estate Hotel Deals
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $271 total per night from Dec 13 to Dec 14
$271 total
Dec 13 - Dec 14
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Fully refundableReserve now, pay when you stay
$267 nightly
The price is $301 total per night from Dec 8 to Dec 9
$301 total
Dec 8 - Dec 9
Total with taxes and fees
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
$147 nightly
The price is $167 total per night from Nov 22 to Nov 23
$167 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (1,650 reviews)
"La estancia fue muy agradable todo muy limpio y confortable ,la chica del var muy atenta un excelente servicio. Lo recomiendo al 💯"
Reviewed on Nov 14, 2026
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.
Things to do
Starlite Infinity Evening Yacht Cruise Clearwater
$37
per adult
90% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
$32
per adult
92% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
$28
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.