Island Estate Vacations from ￥70,512

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

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

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The Latest Island Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar

3 out of 5
Price was ￥88,676, price is now ￥70,512 per person
￥70,512
per person
Mar 5 - Mar 8
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
8.8/10 Excellent! (783 reviews)
Clean rooms and hotel, nice staff, good check in.

Reviewed on Dec 8, 2025

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was ￥124,352, price is now ￥84,114 per person
￥84,114
per person
Mar 5 - Mar 8
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
No reviews
The Beachcomber

The Beachcomber

2.5 out of 5
Price was ￥136,717, price is now ￥100,095 per person
￥100,095
per person
Mar 5 - Mar 8
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
8/10 Very Good! (1,005 reviews)
Decent rooms, great live music, wonderful location to the beach and free beach chairs. However, I was not aware of the construction going on, the one pool being closed and the walkway was paved with mud/dirt on Wednesday 12/17/25 when we arrived. I would suggest providing the rooms with water and soap, shampoo daily.

Reviewed on Dec 21, 2025

The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
Price was ￥238,192, price is now ￥177,669 per person
￥177,669
per person
Mar 5 - Mar 8
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
9/10 Wonderful! (1,044 reviews)
Newly renovated don Caesar is exceptional and the decorations r first class Food was excellent Entertainment in main bar was enjoyable A real Xmas tree is main bar was a classic touch of excellence Room view of the gulf of America was breathtaking

Reviewed on Dec 19, 2025

Wyndham Garden Tampa Fairgrounds/Casino

Wyndham Garden Tampa Fairgrounds/Casino

2 out of 5
Price was ￥89,228, price is now ￥77,278 per person
￥77,278
per person
Mar 5 - Mar 8
found 3 hours ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
8.8/10 Excellent! (159 reviews)
The facility is very clean, modern. Good amenities at the cafe downstairs. Pleasant staff, easy check in and out. Good price. Would definitely stay there again!

Reviewed on Dec 21, 2025

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 featuring outdoor art

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

Island Estate Hotel Deals

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 ￥32,424 per night from Jan 1 to Jan 2
￥32,424
￥42,877 total
Jan 1 - Jan 2, 2026
includes taxes & fees
9.4/10 Exceptional! (2,916 reviews)
Staff was amazing! Thank you!

Reviewed on Dec 21, 2025

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 ￥24,448 per night from Jan 11 to Jan 12
￥24,448
￥33,866 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8/10 Very Good! (2,360 reviews)
Great hotel, awesome views, friendly staff

Reviewed on Dec 15, 2025

Hilton Clearwater Beach Resort & Spa
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥23,464 per night from Dec 27 to Dec 28
￥23,464
￥26,631 total
Dec 27 - Dec 28
includes taxes & fees
8.6/10 Excellent! (2,458 reviews)
The hotel in all is fantastic. I recommend this hotel to anyone who is looking for a great place to relax ,and enjoy the amenities and people.

Reviewed on Dec 21, 2025

Hotel Alba, Tapestry Collection by Hilton
See all 13,865 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 vacation package cost?
Go from looking to booking with our Island Estate vacation packages, which start from a low ￥70,512. 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

John's Pass Village & Boardwalk

John's Pass Village & Boardwalk

You can do some window-shopping at John's Pass Village & Boardwalk during your stay in Madeira Beach. Stroll along the marina in this family-friendly area, or check out its top-notch restaurants.

John's Pass Village & Boardwalk
Vinoy Park

Vinoy Park

While area beaches are abundant, it’s convenient to have this lovely spot right in the city. Lounge under a palm tree and enjoy the frequent entertainment.

Vinoy Park
Salvador Dali Museum showing night scenes and modern architecture

Salvador Dali Museum

Browse the surrealistic masterpieces of a world-famous Spanish painter in a remarkable building that perfectly suits the style of the art exhibits.

Salvador Dali Museum

Things to do

The StarLite Majesty Cruise Ship in Clearwater, Florida

StarLite Majesty Evening Yacht Cruise Clearwater

￥4,480
per adult
90% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

￥4,920
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
2 Hour Sunset Cruise in Clearwater, Florida

2 Hour Sunset Cruise in Clearwater, Florida

￥4,907
per adult
90% of travellers recommend
2 Hour Sunset Cruise in Clearwater, Florida
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.