Harbour Island Vacations from $574

Book a Hotel + Flight or Car together to unlock savings

Your Harbour Island Vacation

Lock in one of our vacation packages to Harbour Island and experience the charms of this neighborhood. Especially renowned for its dining, your next unforgettable adventure starts right here. Some top nearby attractions to check out during your trip to Harbour Island include Florida Aquarium, Tampa Theater and Tampa Museum of Art. Whatever your travel goals or the size of your budget, booking the ultimate Harbour Island vacation is quick and easy with Expedia.

The Latest Harbour Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key
IRB Intercoastal
Ocean Club Treasure Island Hotel
Crystal Palms Beach Resort
Sailport Waterfront Suites

Where to stay in Harbour Island

Find the best Harbour Island areas and neighborhoods for the activities you enjoy most. Learn more about Harbour Island

Harbour Island Hotel Deals

Westin Tampa Downtown Waterside

Westin Tampa Downtown Waterside

4 out of 5
725 S Harbour Island Blvd Tampa FL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $189 total per night from Nov 22 to Nov 23
$189 total
Nov 22 - Nov 23
Total with taxes and fees
Westin Tampa Downtown Waterside
Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore

3 out of 5
4400 W Cypress St Tampa FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Nov 19 to Nov 20
$144 total
Nov 19 - Nov 20
Total with taxes and fees
8.4/10 Very Good! (1,455 reviews)
"The room was clean and well maintained. Although the room was next to the highway, there was no traffic noise. The staff was polite and helpful. The breakfast in the restaurant was excellent with a wide variety of food and there was no fee for it. The appearance of the lobby was attractive."

Reviewed on Nov 14, 2026

Four Points by Sheraton Suites Tampa Airport Westshore
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundable
$147 nightly
The price is $167 total per night from Nov 22 to Nov 23
$167 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (1,650 reviews)
"La estancia fue muy agradable todo muy limpio y confortable ,la chica del var muy atenta un excelente servicio. Lo recomiendo al 💯"

Reviewed on Nov 14, 2026

The Westin Tampa Bay
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.

Things to do

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