Island Estate Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
A beach with people, a city skyline, and a distinctive pink building.

Pass-a-Grille

As you view this neighborhood’s iconic pink hotel it feels as if you’ve crossed into the past. Find beautiful beaches and serene enjoyment here.

Find hotels in Pass-a-Grille
A modern plaza with a large sculpture, palm trees, and a high-rise building in the background.

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Come here for the beaches and sunshine and discover much more in this Florida city with something for all ages and tastes.

Find hotels in Downtown St. Petersburg
A beach with a rainbow over the ocean.

Sand Key

1 out of top 10 points of interest in this area

If you're spending some time in Sand Key, St. Petersburg - Clearwater Beaches and Sand Key Park are top sights worth seeing.

Find hotels in Sand Key
A beach with people walking along the shore, waves crashing onto the sand, and a city skyline in the background.

Sunset Beach

Sunset Beach is noteworthy for its beaches, and you can make a stop at top attractions like St. Petersburg - Clearwater Beaches and Sunset Beach.

Find hotels in Sunset Beach
A sunset over the ocean with a person paddleboarding and a floating structure.

Sunshine Beach

While visiting Sunshine Beach, you might make a stop by sights like St. Petersburg - Clearwater Beaches and St. Petersburg Municipal Beach at Treasure Island.

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Top hotels in Island Estate

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL
Fully refundableReserve now, pay when you stay
S$331
25 Aug - 26 Aug
includes taxes & fees
9.4/10 Exceptional! (3,701 reviews)
"Excellent experience"

Reviewed on 8 Aug, 2026

Wyndham Grand Clearwater Beach
The Westin Tampa Bay

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL
S$208
23 Aug - 24 Aug
includes taxes & fees
The Westin Tampa Bay
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

400 Mandalay Ave Clearwater Beach FL
Fully refundableReserve now, pay when you stay
S$286
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very good! (2,904 reviews)
"Everything was good but the property is a little bit old"

Reviewed on 8 Aug, 2026

Hilton Clearwater Beach Resort & Spa
See all 14,486 properties in Island Estate
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.

Frequently asked questions

How much does an Island Estate holiday package cost?
Go from looking to booking with our Island Estate holiday packages, which start from a low . Choose the flights and hotels that suit your travel plans. Then, add on some sightseeing tours to round off your unique adventure.
How do I get a cheap travel package to Island Estate?
Combine your bookings with Expedia to save on your next getaway. With more than 550 airlines and 1,000,000 properties worldwide, your Island Estate holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in some awesome tours and activities? It's an easy way to unlock even more bargains. Your dream holiday in Island Estate is much closer than you thought!
Where should I stay in Island Estate?
A journey to Island Estate isn't complete without stopping by Clearwater Marine Aquarium and Sand Key Park. Book somewhere right nearby so you can easily access these terrific tourist attractions.
What are the top hotels in Island Estate?
Get your holiday off to a good start by reserving a room at 818 Harbour Island - 4 Bedroom Condo. It's one of most popular properties in Island Estate. Another welcoming option is Starboard Clipper Cove #605 - 2 Bedroom Apts.
How far in advance should I book my Island Estate holiday?
Travellers are generally able to look up international fares on Expedia within 12 months of departure. Booking last minute? With a stroke of luck, it's still possible to purchase an affordable ticket just weeks before your flight.
What does an Expedia Island Estate travel package include?
Flights, car rentals and hotels — we bring you the very best bargains. All you have to do is figure out your favourite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to create an unforgettable Island Estate escape.
What should I know before booking an Island Estate travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with an Island Estate Expedia holiday package?
Yes, and with over 550 airlines to pick from around the world, you've got lots of choice. Take a look at the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Island Estate holiday package?
We totally understand — life sometimes gets in the way of your plans. If you've booked an Island Estate holiday package and have to cancel or change it, we're here to help. We recommend looking up our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to change your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.

Things to do

Sunset Celebration Cruise on Tropics Boat Tours

Sunset Celebration Cruise on Tropics Boat Tours

S$48
per adult
94% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Starlite Infinity Evening Yacht Cruise Clearwater

Starlite Infinity Evening Yacht Cruise Clearwater

S$47
per adult
90% of travellers recommend
Starlite Infinity Evening Yacht Cruise Clearwater
Clearwater Beach: Dolphin & Island Sandbar Cruise

Clearwater Beach: Dolphin & Island Sandbar Cruise

S$36
per adult
92% of travellers recommend
Clearwater Beach: Dolphin & Island Sandbar Cruise
See all activities in St. Petersburg - Clearwater

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.