Cheap Vacations in Harbour Island

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Harbour Island vacations

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Downtown Tampa
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
May 23 - May 27
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

3-night Harbour Island vacations

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
May 23 - May 26
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 2
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
May 24 - May 27
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
per person
May 29 - Jun 1
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
per person
May 26 - May 29
Roundtrip flight included
Baltimore (BWI) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

4-night Harbour Island vacations

Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 8
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
May 23 - May 27
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 14
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
per person
Jun 10 - Jun 14
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Treasure Bay Resort & Marina

Treasure Bay Resort & Marina

3 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 8
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Postcard Inn On The Beach

Postcard Inn On The Beach

3 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 8
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
May 23 - May 27
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
Legacy Vacation Resorts - Indian Shores

Legacy Vacation Resorts - Indian Shores

3 out of 5
Save 100% on your flight
per person
May 23 - May 27
Roundtrip non-stop flight included
Chicago (ORD) to Tampa (TPA)
voco Sarasota, an IHG Hotel

voco Sarasota, an IHG Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 5
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

5-night Harbour Island vacations

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 14
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Thunderbird Beach Resort

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 9
Roundtrip flight included
Denver (DEN) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 14
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 17
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 14
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 17
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel

4 out of 5
Save 100% on your flight
per person
May 20 - May 25
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 17
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 17
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 17
Roundtrip non-stop flight included
Newark (EWR) to Tampa (TPA)
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
Save 100% on your flight
per person
May 20 - May 25
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 14 - Jun 19
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

6-7 night Harbour Island vacations

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hyatt Regency Clearwater Beach Resort & Spa

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Bellwether Beach Resort

Bellwether Beach Resort

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Barefoot Beach Club

Barefoot Beach Club

2.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Edge Hotel Clearwater Beach

Edge Hotel Clearwater Beach

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Pelican Pointe Hotel by Sunsational Beach Rentals

Pelican Pointe Hotel by Sunsational Beach Rentals

2.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Hilton Garden Inn Tampa/Riverview/Brandon

Hilton Garden Inn Tampa/Riverview/Brandon

3 out of 5
Save 100% on your flight
per person
May 23 - May 29
Roundtrip non-stop flight included
Baltimore (BWI) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
The Don CeSar

The Don CeSar

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
The Beachview Inn Clearwater Beach

The Beachview Inn Clearwater Beach

3 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Columbus (CMH) to Tampa (TPA)
Prices and availability subject to change. Additional terms may apply.

Flight deals to Harbour Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, May 7 - Tue, May 14
MDW
Chicago
TPA
Tampa
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, May 7 from Chicago to Tampa, returning Tue, May 14, priced at $68 found 3 days ago
Tue, Apr 30 - Thu, May 2
TTN
Trenton
TPA
Tampa
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Apr 30 from Trenton to Tampa, returning Thu, May 2, priced at $68 found 3 days ago
Tue, May 7 - Sat, May 18
CLE
Cleveland
TPA
Tampa
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 7 from Cleveland to Tampa, returning Sat, May 18, priced at $68 found 2 days ago

Top rated hotels for your Harbour Island vacation

The Westin Tampa Waterside

The Westin Tampa Waterside

4 out of 5
725 S Harbour Island Blvd, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
0.34 mi from Harbour Island
The price is $184 per night
$184
per night
May 12 - May 13
Located in Tampa (Southeast Tampa), The Westin Tampa Waterside is within a 10-minute walk of Tampa Convention Center and Amalie Arena.
Pool
Pet friendly
The Westshore Grand, A Tribute Portfolio Hotel, Tampa

The Westshore Grand, A Tribute Portfolio Hotel, Tampa

4 out of 5
4860 West Kennedy Boulevard, Tampa, FL
Free Cancellation
Reserve now, pay when you stay
4.62 mi from Harbour Island
The price is $159 per night
$159
per night
Apr 28 - Apr 29
With a stay at The Westshore Grand, A Tribute Portfolio Hotel, Tampa in Tampa (Beach Park), you'll be within a 5-minute drive of Raymond James Stadium and International Plaza and Bay Street.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

3.5 out of 5
200 N Ashley Dr, Tampa, FL
0.95 mi from Harbour Island
The price is $166 per night
$166
per night
May 14 - May 15
A stay at Hotel Tampa Riverwalk places you in the heart of Tampa, within a 15-minute walk of Tampa Convention Center and Tampa Riverwalk.
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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 all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.