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.
Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
Price was $830, price is now $565 per person
$565
per person
Dec 7 - Dec 13
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Avalon Club
Save 100% on your flight
Price was $3,551, price is now $2,049 per person
$2,049
per person
Dec 23 - Dec 27
found 22 hours ago
Roundtrip flight included
Hartford (BDL) 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.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,285, price is now $744 per person
$744
per person
Dec 7 - Dec 13
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,883, price is now $1,198 per person
$1,198
per person
Dec 23 - Dec 27
found 22 hours ago
Roundtrip flight included
Hartford (BDL) 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 Municipal Beach are located nearby.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $1,164, price is now $751 per person
$751
per person
Dec 7 - Dec 13
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Kompose Boutique Hotel
Save 100% on your flight
Price was $1,105, price is now $754 per person
$754
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Stay at this 3-star business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle 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 ...
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 ...
DoubleTree by Hilton Tampa Rocky Point Waterfront
3050 N Rocky Point Dr W, Tampa, FL
12.34 km from Harbour Island
Stay at this 4-star business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff ...
Hotel South Tampa & Suites
3314 S Dale Mabry Hwy, Tampa, FL
5.83 km from Harbour Island
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hotel Tampa Riverwalk
200 N Ashley Dr, Tampa, FL
1.53 km from Harbour Island
Stay at this 4-star business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar ...
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 ...
Quality Inn Airport - Cruise Port
1020 S Dale Mabry Hwy, Tampa, FL
5.45 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 breakfast and the helpful staff ...
Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG
2055 N Dale Mabry Hwy, Tampa, FL
6.11 km from Harbour Island
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful ...
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 ...
Hampton Inn Tampa Downtown Channel District
1155 East Kennedy Boulevard, Tampa, FL
1.7 km from Harbour Island
Stay at this 3-star hotel in Tampa. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. ...
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 ...
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 ...
OASIS BAY SUITES, Tampa, Busch Gardens, USF
3001 University Center Dr, Tampa, FL
12.38 km from Harbour Island
Stay at this 3-star hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino ...
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.
Tue, Nov 4 - Tue, Nov 18
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Wed, Dec 10 - Sun, Dec 14
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Tue, Nov 11 - Wed, Nov 19
BOS
Logan Intl.
TPA
Tampa Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Sun, Nov 16 - Thu, Nov 20
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Tue, Nov 4 - Wed, Nov 5
LGA
LaGuardia
TPA
Tampa Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago