Island Estate Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Downtown St. Petersburg

1 out of top 10 points of interest in this area

Downtown St. Petersburg is beloved for its fantastic nightlife. Take some time to explore sights in the area like Tampa Bay and St. Pete's Historic Coliseum.

Find hotels in Downtown St. Petersburg

Top hotels in Island Estate

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
The price is 4.005.858 ₫ per night from 11 May to 12 May
4.005.858 ₫
6.163.464 ₫ total
11 May - 12 May
includes taxes & fees
8.2/10 Very Good! (1,809 reviews)
Beach is beautiful, staff aided in reserving us beach chairs and setting up an umbrella

Reviewed on 16 Apr 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
The price is 8.043.003 ₫ per night from 23 Apr to 24 Apr
8.043.003 ₫
10.130.221 ₫ total
23 Apr - 24 Apr
includes taxes & fees
9.4/10 Exceptional! (3,158 reviews)
What a beautiful hotel right across the street from the beach and within walking distance to everything!! Our room was clean and modern and the hotel staff were very nice.

Reviewed on 16 Apr 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
The price is 7.110.463 ₫ per night from 10 May to 11 May
7.110.463 ₫
9.076.452 ₫ total
10 May - 11 May
includes taxes & fees
8.2/10 Very Good! (2,544 reviews)
This was the worst place I ever stayed. The pool was congested with lots of children and it was very loud starting early morning until late at night. I was there 6 nights and could not use the pool once due to being overcrowded with children. The pool bathrooms were very dirty, and toilets overflowing ...

Reviewed on 15 Apr 2026

Hilton Clearwater Beach Resort & Spa
See all 14,208 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 1null000null000 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.

Popular places to visit

Aerial view of the pink-tinged waters reflecting the vibrant sunset hues next to the John's Pass Village & Boardwalk, Treasure Island, Florida, United States.

John's Pass Village & Boardwalk

4.5/5(34 reviews)

When you visit John's Pass Village & Boardwalk, a popular shopping spot in Madeira Beach, you can browse for souvenirs. Stroll along the marina in this family-friendly area or visit its lively bars.

John's Pass Village & Boardwalk
Fort De Soto Park

Fort De Soto Park

4.5/5(25 reviews)

Enjoy the beautiful sunsets and explore Fort De Soto Park, a lovely green space in Tierra Verde. Discover the top-notch restaurants and great live music in this family-friendly area.

Fort De Soto Park
Salvador Dali Museum

Salvador Dali Museum

5/5(21 reviews)

You can spend time browsing the exhibits at Salvador Dali Museum during your trip to St. Petersburg. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Salvador Dali Museum