Island Estate Vacation Packages

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Top Holiday Package Deals in Island Estate

Price found within the past 48 hours. Click for updated prices.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jul. 3 - Jul. 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.8/10 Excellent! (1,000 reviews)
It was awesome. Spotless room. Comfy beds. Fully stocked kitchenette. Delicious morning coffee in the lobby. Beautiful pool area. On the beach. Tiki bar was fun and super affordable. Lots of fun games to play. Putt Putt. Foosball. Ping pong. Giant chess and Jenga games. Cool places to hang out.

Reviewed on May 19, 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jul. 9 - Jul. 16
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (499 reviews)
Great two bedroom suite. Nice sitting area with the grill by the waterfront and small marina. Across the street is beautiful St Pete beach. Reception crew is one of the best I ever met. Thanks Tyrel, Anna, Tanner and Ray. Super fun, friendly, professional and efficient.

Reviewed on May 3, 2024

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
per person
Jul. 7 - Jul. 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.4/10 Very Good! (1,030 reviews)
We truely enjoyed our stay

Reviewed on May 24, 2024

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
Aug. 1 - Aug. 8
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.6/10 Exceptional! (118 reviews)
Wonderful place to stay! It was unfortunate that we had a handicap accessible room but we adjusted to the low bed and shower. Get to know Leo at the front desk! Great great guy and he will give you tons of insight on the area! Such an asset to the Ocean Club! The biggest negative was the extra charge per night for our very small 3# dog! This charge was ridiculous. I would very much stay again without such a charge for such a small dog.

Reviewed on May 25, 2024

Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
per person
Jul. 9 - Jul. 16
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (448 reviews)
The staff was so accommodating and friendly. I was in for two short nights and arrived at the hotel at 2 AM. They let me grab my keys, go to my room to sleep and come back once awoken to fully checkin.

Reviewed on May 13, 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

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 CA $220 per night from Jun. 2 to Jun. 3
CA $220
CA $333 total
includes taxes & fees
Jun 2 - Jun 3
8.2/10 Very Good! (1,006 reviews)
"Amazing"

Reviewed on May 23, 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 CA $193 per night from Jun. 2 to Jun. 3
CA $193
CA $280 total
includes taxes & fees
Jun 2 - Jun 3
7.2/10 Good! (2,241 reviews)
"Everything was good"

Reviewed on May 24, 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 CA $231 per night from Jun. 2 to Jun. 3
CA $231
CA $309 total
includes taxes & fees
Jun 2 - Jun 3
9/10 Wonderful! (1,881 reviews)
"Love the hotel location"

Reviewed on May 25, 2024

Wyndham Grand Clearwater Beach
See all 14,330 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

Family Vacations

Family 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 CA $1,287. 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

4.5/5(86 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(136 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(26 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

CA $812
Per adult
Fishing Adventure in Clearwater
Image for StarLite Majesty Evening Yacht Cruise Clearwater

StarLite Majesty Evening Yacht Cruise Clearwater

CA $43
Per adult
86% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
Image for 2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

CA $47
Per adult
88% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
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.