Island Estate Vacations from $273

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Your Island Estate Vacation

Discover the unique character of Island Estate with a tailor-made Island Estate vacation package. From its watersports to its nature, this neighborhood offers endless possibilities for relaxation and adventure. Can't wait to get out and see the sights during your trip to Island Estate? Don't miss nearby attractions such as Clearwater Marine Aquarium, Sand Key Park and Pier 60 Park. No matter your travel goals or the size of your budget, booking the ultimate Island Estate vacation is easy with Expedia.

The Latest Island Estate Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Highland Down Town Tampa

Highland Down Town Tampa

3.5 out of 5
Old Seminole Heights
Save 100% on your flight
per person
Dec 5 - Dec 10
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
No reviews
Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District

2.5 out of 5
per person
Dec 21 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tampa (TPA)
9.4/10 Exceptional! (487 reviews)
Excellent Service and hospitality

Reviewed on Oct 30, 2024

Motel 6 Spring Hill, FL - Weeki Wachee

Motel 6 Spring Hill, FL - Weeki Wachee

2 out of 5
Weeki Wachee
per person
Dec 27 - Dec 30
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
6.8/10 (1,010 reviews)
I didn’t care for the blanket. That’s the only complaint I have. Excellent, friendly and professional staff.

Reviewed on Oct 28, 2024

Economy Suites

Economy Suites

2 out of 5
per person
Jan 17 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
4.8/10 (302 reviews)
The room size and cleanliness was great!

Reviewed on Oct 28, 2024

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee

2 out of 5
per person
Dec 27 - Dec 30
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (1,010 reviews)
Very clean, breakfast in the morning, tea and coffee all day.

Reviewed on Oct 27, 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
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 hotel + flight trips in Downtown St. Petersburg

Island Estate Hotel Deals

Grand Hyatt Tampa Bay
Grand Hyatt Tampa Bay
4 out of 5
2900 Bayport Drive, Tampa, FL
Fully refundableReserve now, pay when you stay
The price is $249 per night from Nov 1 to Nov 2
$249
includes taxes & fees
$219 per night
Nov 1 - Nov 2
8.8/10 Excellent! (1,008 reviews)
"The view from the room was very nice and had a great sunset view. The property was isolated from everything else. The hotel is a little dated in some areas."

Reviewed on Oct 27, 2024

Grand Hyatt Tampa Bay
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 $230 per night from Nov 21 to Nov 22
$230
includes taxes & fees
$204 per night
Nov 21 - Nov 22
7.2/10 Good! (2,345 reviews)
"Love sirata resort very beautiful place"

Reviewed on Oct 28, 2024

Sirata Beach Resort
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 $211 per night from Nov 21 to Nov 22
$211
includes taxes & fees
$187 per night
Nov 21 - Nov 22
7.6/10 Good! (1,640 reviews)
"I liked quand dining options it was amazing weekend and i highly recommended that place, thanks"

Reviewed on Oct 30, 2024

Hilton Clearwater Beach Resort & Spa
See all 13,454 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.

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 $273. 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 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
Image for Vinoy Park

Vinoy Park

4.5/5(227 reviews)

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

Things to do

Image for Fishing Adventure in Clearwater

Fishing Adventure in Clearwater

$600
Per adult
Fishing Adventure in Clearwater
Image for Day Trip to Clearwater Beach with Sea Screamer Ride

Day Trip to Clearwater Beach with Sea Screamer Ride

$119
Per adult
90% of travellers recommend
Day Trip to Clearwater Beach with Sea Screamer Ride
Image for StarLite Majesty Evening Yacht Cruise Clearwater

StarLite Majesty Evening Yacht Cruise Clearwater

$32
Per adult
88% of travellers recommend
StarLite Majesty Evening Yacht Cruise Clearwater
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.