Harbour Island Holidays

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  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
North Trail
Price was €450, price is now €347 per person
€347
per person
26 Feb - 1 Mar
found 12 hours ago
Return flight included
New York (NYC) to Tampa (TPA)
8.4/10 Very Good! (2,150 reviews)
Love the atmosphere here, feels more like your staying in a room on a big property rather than the hotel feeling, very good vibes and best drinks in Sarasota.

Reviewed on 7 Jan 2026

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was €670, price is now €462 per person
€462
per person
26 Feb - 1 Mar
found 12 hours ago
Return flight included
New York (NYC) to Tampa (TPA)
9.2/10 Wonderful! (4,624 reviews)
Very clean and all the staff are very nice and welcoming

Reviewed on 7 Jan 2026

voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was €1,127, price is now €805 per person
€805
per person
26 Feb - 1 Mar
found 12 hours ago
Return flight included
New York (NYC) to Tampa (TPA)
9.2/10 Wonderful! (1,001 reviews)
Staff was very courteous

Reviewed on 7 Jan 2026

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was €678, price is now €490 per person
€490
per person
26 Feb - 1 Mar
found 12 hours ago
Return flight included
New York (NYC) to Tampa (TPA)
8.6/10 Excellent! (2,193 reviews)
We checked in very late at night and the lady

Reviewed on 24 Dec 2025

Bilmar Beach Resort

Bilmar Beach Resort

4 out of 5
Save 100% on your flight
Price was €784, price is now €604 per person
€604
per person
26 Feb - 1 Mar
found 12 hours ago
Return flight included
New York (NYC) to Tampa (TPA)
8.8/10 Excellent! (1,005 reviews)
Upon check-in I was upgraded to a first floor room with direct access to the beach. The room had been fully renovated following the devastating hurricanes of 2025. As such, the room looked fresh. We ate at Sloppy Joe's which is a hotel restaurant on premises and watched the sunset each day. Very enjoyable visit.

Reviewed on 7 Jan 2026

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
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Downtown Tampa

3 out of top 10 points of interest in this area
4.5/5(13 area reviews)

Find much that’s new and exciting here, with investment and energy revitalizing the waterfront into somewhere to see, be seen and experience.

Find hotels in Downtown Tampa

Top hotels in Harbour Island

Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is €85 per night from 5 Feb to 6 Feb
€85
5 Feb - 6 Feb
includes taxes & fees
6.2/10 (3,747 reviews)
Courteous staff, walkable location, rooms dated. Easy to use Free shuttle system from the airport. $10 shuttle to the cruise port. Worth it for a night or 2. $20 Uber to go to the Bay area.

Reviewed on 1 Jan 2026

Ramada by Wyndham Tampa Westshore Airport South
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is €175 per night from 18 Jan to 19 Jan
€175
18 Jan - 19 Jan
includes taxes & fees
8.6/10 Excellent! (2,490 reviews)
Room and shower nice. Room small

Reviewed on 1 Jan 2026

Hotel Alba, Tapestry Collection by Hilton
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy Tampa FL
Fully refundableReserve now, pay when you stay
The price is €104 per night from 8 Jan to 9 Jan
€104
8 Jan - 9 Jan
includes taxes & fees
8.6/10 Excellent! (1,635 reviews)
Good spot

Reviewed on 5 Jan 2026

Hotel South Tampa & Suites
See all 6,061 properties in Harbour Island
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.

Frequently asked questions

How much does a Harbour Island holiday package cost?
Custom build your Harbour Island holiday package from just €347. Choose from any combination of rental cars, flights and hotels to put together the escape you've been dreaming about. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Harbour Island?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a nice amount too. A Harbour Island holiday package makes it easy to put together your ideal trip. With more than 550 airlines across the world to select from, finding convenient flights that fit your schedule won't be hard. On top of that, we've got over 1,000,000 hotels globally to choose from. Talk about choice! Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Harbour Island?
Most travellers who visit Harbour Island put both Port of Tampa and Raymond James Stadium on their to-do lists. Why not reserve a hotel near these great attractions?
What are the top hotels in Harbour Island?
If it's comfort and convenience you're looking for, it's hard to beat The Westin Tampa Waterside. Spend your nights relaxing here and your days discovering Harbour Island's finest sights.
How far in advance should I book my Harbour Island holiday?
Reward yourself with the biggest variety at the cheapest prices by booking your holiday to Harbour Island nice and early. Airlines generally release flights anywhere up to a year in advance, so start your planning ASAP. That being said, Expedia is committed to providing you with the best bargains around, so it's always a good time to book your dream holiday!
What does an Expedia Harbour Island travel package include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to creating your Harbour Island trip, the choice is all yours!
What should I know before booking a Harbour Island travel package?
We already have low prices. However, you'll grab an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Harbour Island Expedia holiday package?
Expedia has access to more than 550 partner airlines worldwide, so you definitely can. Just pick the airline you want and put together your ideal Harbour Island escape.
If I'm not able to travel, can I cancel my Harbour Island holiday package?
If your travel plans in Harbour Island have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. For more information, check our Customer Service Portal.

Popular places to visit

Busch Gardens Tampa Bay

Busch Gardens Tampa Bay

Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.

Busch Gardens Tampa Bay
Raymond James Stadium

Raymond James Stadium

Catch an event at Raymond James Stadium during your trip to Tampa. Attend a football match or simply enjoy the top-notch restaurants while you're in the area.

Raymond James Stadium
Florida State Fairgrounds

Florida State Fairgrounds

Enjoy an outing to Florida State Fairgrounds during your stay in Tampa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Florida State Fairgrounds

Things to do

The Tropics Boat at Sunset

Sunset Celebration Cruise on Tropics Boat Tours

€27
per adult
92% of travellers recommend
Sunset Celebration Cruise on Tropics Boat Tours
Tampa History Cruise

Tampa History Cruise

€26
per adult
86% of travellers recommend
Tampa History Cruise
Little Toot Dolphin Adventure at Clearwater Beach

Little Toot Dolphin Adventure at Clearwater Beach

€31
per adult
96% of travellers recommend
Little Toot Dolphin Adventure at Clearwater Beach
See all activities in Tampa
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.