
Harbour Island Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Harbour Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Price was $484, price is now $357 per person
$357
per person
Nov 3 - Nov 7
found 21 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.

Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,030, price is now $556 per person
$556
per person
Nov 3 - Nov 7
found 21 hours ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Clearwater Suites
Save 100% on your flight
Price was $757, price is now $481 per person
$481
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Sand Key Park and Clearwater Beach are located nearby.

FUSION Resort Waterfront Suites
Save 100% on your flight
Price was $1,321, price is now $856 per person
$856
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 3.5-star aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

The Avalon Club
Save 100% on your flight
Price was $1,161, price is now $784 per person
$784
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.

Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,210, price is now $831 per person
$831
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Tampa (TPA)
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
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The Westin Tampa Waterside
725 S Harbour Island Blvd, Tampa, FL
0.55 km from Harbour Island
Stay at this 4-star business-friendly hotel in Tampa. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

Hilton St. Petersburg Bayfront
333 1st St S, St. Petersburg, FL
25.91 km from Harbour Island
Stay at this 4-star business-friendly hotel in St. Petersburg. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful ...

Hotel Alba, Tapestry Collection by Hilton
5303 W Kennedy Blvd, Tampa, FL
8.19 km from Harbour Island
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...

Hilton Tampa Airport Westshore
2225 N Lois Ave, Tampa, FL
6.91 km from Harbour Island
Stay at this 4-star business-friendly hotel in Tampa. Enjoy breakfast (surcharge), a free airport shuttle, and 24-hour room service. Our guests praise the helpful ...

Grand Hyatt Tampa Bay
2900 Bayport Drive, Tampa, FL
10.59 km from Harbour Island
Book a stay at this eco-certified hotel in Tampa. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...

The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4860 West Kennedy Boulevard, Tampa, FL
7.45 km from Harbour Island
Stay at this 4-star business-friendly hotel in Tampa. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...

The Westin Tampa Bay
7627 W Courtney Campbell Cswy, Tampa, FL
11.91 km from Harbour Island
Stay at this 4-star beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...

GALAXY HOTEL
101 3rd Ave N, St. Petersburg, FL
25.4 km from Harbour Island
Stay at this 3.5-star business-friendly hotel in St. Petersburg. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Popular attractions Tampa ...

Hotel Haya
1412 E. 7th Avenue, Tampa, FL
2.92 km from Harbour Island
Stay at this 4-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the ...

Ramada by Wyndham Tampa Westshore Airport South
1200 N Westshore Blvd, Tampa, FL
7.56 km from Harbour Island
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Sailport Waterfront Suites
2506 N Rocky Point Dr, Tampa, FL
12.17 km from Harbour Island
Stay at this 3.5-star aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant ...

Hyatt Place Tampa Downtown
325 N FLORIDA AVENUE, Tampa, FL
1.52 km from Harbour Island
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...

Courtyard by Marriott Tampa Downtown
102 E Cass St, Tampa, FL
2.07 km from Harbour Island
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Sep 27 - Sat, Oct 4
ORD
O'Hare Intl.
TPA
Tampa Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago

Thu, Sep 11 - Sat, Sep 13
BOS
Logan Intl.
TPA
Tampa Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago

Thu, Oct 2 - Mon, Oct 6
LGA
LaGuardia
TPA
Tampa Intl.
$97 Roundtrip, found 2 days ago
$97
Roundtrip
found 2 days ago

Mon, Nov 3 - Sun, Nov 9
BOS
Logan Intl.
TPA
Tampa Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago

Wed, Oct 29 - Tue, Nov 11
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago