Island Estate Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Island Estate Vacation

From its watersports to its nature, there are so many things to like about Island Estate. Book an Island Estate vacation package and get ready to experience the delights of this neighborhood. Kick start your trip to Island Estate with a visit to nearby attractions such as Clearwater Marine Aquarium, Sand Key Park and Pier 60 Park. No matter your travel goals or budget, booking the ultimate Island Estate vacation is simple with Expedia.

The Latest Island Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
9/10 Wonderful! (1,235 reviews)
Property is clean, modern, quiet. Great staff. Everything in Tampa is a 10-15 minute drive.

Reviewed on May 31, 2024

The Avalon Club

The Avalon Club

4 out of 5
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (297 reviews)
The property was really nice. It was across the street a park that the up-keeping was not that great.

Reviewed on May 27, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
8.4/10 Very Good! (1,035 reviews)
Beautiful area. Rooms were nice just wished AC worked better in rooms. Staff is very friendly. Everything you need is within walking distance.

Reviewed on Jun 1, 2024

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 19
found 24 hours ago
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
8.8/10 Excellent! (1,001 reviews)
We had a great time at the property!

Reviewed on Jun 1, 2024

TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
7.6/10 Good! (1,014 reviews)
Polite and always had quick solutions for any issues.

Reviewed on May 30, 2024

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
Pass-a-Grille

Pass-a-Grille

5/5(26 area reviews)

Discover a quaint beach neighborhood featuring the Pass-a-Grille Historic District and Gulf Beaches Historical Museum. Enjoy walkable attractions like boutiques, an ice cream shop, outdoor art market, and fishing piers around 8th Street.

Find hotel + flight trips in Pass-a-Grille

Island Estate Hotel Deals

RumFish Beach Resort by TradeWinds
RumFish Beach Resort by TradeWinds
4 out of 5
6000 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $161 per night from Jun 6 to Jun 7
$161
$244 total
includes taxes & fees
Jun 6 - Jun 7
8.2/10 Very Good! (1,011 reviews)
Great time!
"This hotel offered several fun things for the whole family to do. Plenty of pool Options, too! The on site restaurants are a little pricey (especially for my family of 7), but there is SO much within walking distance. We had a great time."

Reviewed on May 31, 2024

RumFish Beach Resort by TradeWinds
Sirata Beach Resort
Sirata Beach Resort
3 out of 5
5300 Gulf Blvd, St. Pete Beach, FL
Fully refundableReserve now, pay when you stay
The price is $155 per night from Jun 23 to Jun 24
$155
$221 total
includes taxes & fees
Jun 23 - Jun 24
7.2/10 Good! (2,248 reviews)
"Wonderful place"

Reviewed on May 31, 2024

Sirata Beach Resort
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 $224 per night from Jun 2 to Jun 3
$224
$288 total
includes taxes & fees
Jun 2 - Jun 3
9/10 Wonderful! (1,871 reviews)
"Very nice but very expensive"

Reviewed on May 31, 2024

Wyndham Grand Clearwater Beach
See all 14,400 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Island Estate vacation package cost?
Go from looking to booking with our Island Estate vacation packages, which start from a low $387. 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 vacation 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 vacation 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 vacation off to a good start by reserving a room at 818 Harbor 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 vacation?
Travelers 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 favorite 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 vacation 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 vacation package?
We totally understand — life sometimes gets in the way of your plans. If you’ve booked an Island Estate vacation 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.

Discover the most popular places to visit in Island Estate

Image for Clearwater Marine Aquarium

Clearwater Marine Aquarium

4/5(1,610 reviews)

Bring your kids for a behind-the-scenes look at the Dolphin Tale movies and marvel at the marine creatures who played the parts.

Clearwater Marine Aquarium
Image for John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

4.5/5(1,625 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 check out its top-notch restaurants.

John's Pass Village & Boardwalk
Image for Tropicana Field

Tropicana Field

4.5/5(591 reviews)

Catch an event at Tropicana Field during your trip to St. Petersburg. Attend a baseball game or simply enjoy the top-notch restaurants while you're in the area.

Tropicana Field

Things to do

Image for Fishing Adventure in Clearwater

Fishing Adventure in Clearwater

$600
Per adult
Fishing Adventure in Clearwater
Image for StarLite Majesty Evening Yacht Cruise Clearwater

StarLite Majesty Evening Yacht Cruise Clearwater

$32
Per adult
86% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Image for Day Trip to Clearwater Beach with Sea Screamer Ride

Day Trip to Clearwater Beach with Sea Screamer Ride

$119
Per adult
88% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
See all activities in St. Petersburg - Clearwater

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.