Harbour Island Vacations from $551
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The Latest Harbour Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Hibiscus Suites - Gateway to Siesta Key
Oct 8 - Oct 12Hibiscus Suites - Gateway to Siesta Key + Flight
Sarasota4 nights2.5 star property8.6/10 - Excellent (2,374 reviews)"Big room. Excellent location and very clean."Reviewed July 20, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • 1 stop TPA - BOS • 1 stop$830$551found 1 day agoper traveler - Cedar Cove Resort and Cottages
Sep 25 - Sep 28Cedar Cove Resort and Cottages + Flight
Holmes Beach3 nights3.0 star property9.2/10 - Wonderful (561 reviews)Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • 1 stop TPA - BOS • 1 stop - Ocean Club Treasure Island Hotel
Sep 25 - Sep 28Ocean Club Treasure Island Hotel + Flight
Sunshine Beach3 nights4.0 star property9.6/10 - Exceptional (1,099 reviews)Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • 1 stop - BeachTrail Lodging
Sep 30 - Oct 6BeachTrail Lodging + Flight
Indian Rocks Beach6 nights3.0 star property9.8/10 - Exceptional (101 reviews)"The cottage was well stocked with a snack basket and a super dog basket. The kitchen was stocked with all needed essentials and the parking also worked out well."Reviewed April 14, 2026Roundtrip • New York (NYC) - Tampa (TPA)LGA - TPA • Nonstop TPA - LGA • Nonstop - CW Hotel
Sep 25 - Sep 29CW Hotel + Flight
Clearwater Beach4 nights4.0 star property9.8/10 - Exceptional (19 reviews)"Hotel is new or renewed , very clean , the pool was las 120 degrees, could not swim, water was too hot. There was a bad smell in the pool area, there is no bar by the pool as the Expedia description says,I did not use the restaurant on the second floor. The room was very spacious and clean , it had kitchen appliances and washing machine with dryer. The parking is 40 dollars /day. Really clean hotel."Reviewed July 21, 2026Roundtrip • Boston (BOS) - Tampa (TPA)BOS - TPA • Nonstop TPA - BOS • Nonstop
What to do near Harbour Island
The Florida Aquarium in Tampa General Admission
$36
per adult
86% of travelers recommend
ZooTampa at Lowry Park Admission Ticket
$52
per adult
94% of travelers recommend
Dolphin Watching in Boca Ciega Bay
$34
per adult
94% of travelers recommend
Harbour Island Hotel Deals
8.6 out of 10, Excellent, (1,002 reviews)
8.6/10
Excellent
(1,002 reviews)
$174 nightly
The price is $199
$199 total
Aug 2 - Aug 3
Total with taxes and fees
Hampton Inn & Suites Tampa East (Casino Area)
Hampton Inn & Suites Tampa East (Casino Area)2.5 star property
10.4 mi from Harbour Island
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
"The whole place was amazing."
$98 nightly
The price is $111
$111 total
Aug 2 - Aug 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Tampa Riverview
Fairfield Inn & Suites by Marriott Tampa Riverview3.0 star property
12.4 mi from Harbour Island
9.4 out of 10, Exceptional, (788 reviews)
9.4/10
Exceptional
(788 reviews)
$125 nightly
The price is $142
$142 total
Jul 26 - Jul 27
Total with taxes and fees
Holiday Inn Express Tampa-Brandon by IHG
Holiday Inn Express Tampa-Brandon by IHG2.5 star property
7.6 mi from Harbour Island
8.8 out of 10, Excellent, (1,006 reviews)
8.8/10
Excellent
(1,006 reviews)
"Nice room and my wife loves the noise machine to help her sleep"
$96 nightly
The price is $109
$109 total
Jul 26 - Jul 27
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park
La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park3.0 star property
7.5 mi from Harbour Island
8.4 out of 10, Very Good, (1,725 reviews)
8.4/10
Very Good
(1,725 reviews)
$92 nightly
The price is $104
$104 total
Aug 3 - Aug 4
Total with taxes and fees
Home2 Suites by Hilton Brandon Tampa, FL
Home2 Suites by Hilton Brandon Tampa, FL3.0 star property
7.2 mi from Harbour Island
9.0 out of 10, Wonderful, (1,006 reviews)
9.0/10
Wonderful
(1,006 reviews)
$116 nightly
The price is $132
$132 total
Jul 29 - Jul 30
Total with taxes and fees
Drury Plaza Hotel Tampa Brandon
Drury Plaza Hotel Tampa Brandon3.0 star property
7 mi from Harbour Island
9.8 out of 10, Exceptional, (132 reviews)
9.8/10
Exceptional
(132 reviews)
"The staff was exceptionally helpful and friendly. The room was clean and bed comfortableThe complimentary breakfast menu options were great and the food excellent..I will look for the Drury Plaza hotel whenever I next travel."
$120 nightly
The price is $136
$136 total
Jul 29 - Jul 30
Total with taxes and fees
Springhill Suites by Marriott Tampa Brandon
Springhill Suites by Marriott Tampa Brandon3.0 star property
6.9 mi from Harbour Island
8.6 out of 10, Excellent, (1,005 reviews)
8.6/10
Excellent
(1,005 reviews)
"Great place"
$104 nightly
The price is $118
$118 total
Aug 2 - Aug 3
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.