Harbor Hills Vacation Packages

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Top Holiday Package Deals in Harbor Hills

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was CA $1,513, price is now CA $825 per person
CA $825
per person
Mar 24 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Older property but very well maintained. It was clean and had everything we needed for our stay. Great communication with the host.

Reviewed on Feb 10, 2026

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

2.5 out of 5
Price was CA $8,423, price is now CA $4,677 per person
CA $4,677
per person
Mar 21 - Mar 28
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Sarasota (SRQ)
9.6/10 Exceptional! (45 reviews)
Un lugar maravilloso que invita a disfrutar

Reviewed on Feb 15, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $5,579, price is now CA $3,279 per person
CA $3,279
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Tampa (TPA)
9.6/10 Exceptional! (712 reviews)
Whole property was AMAZING!!

Reviewed on Feb 15, 2026

The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was CA $3,901, price is now CA $2,423 per person
CA $2,423
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Tampa (TPA)
9/10 Wonderful! (1,131 reviews)
Clean rooms great staff smells great

Reviewed on Feb 8, 2026

Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Price was CA $2,833, price is now CA $1,772 per person
CA $1,772
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
7.4/10 Good! (1,005 reviews)
Restaurant & bar staff, service staff & Cabana beach service is outstanding ! Beach access is unmatched ! White flour soft sand ! However the Parking lot access to hotel was obstructed by several large service delivery trucks ! This is unacceptable & a very bad look ! This needs to be resolved! A simple parking lot wall & delivery row parallel to building is the obvious fix.!

Reviewed on Feb 6, 2026

Where to stay in Harbor Hills

Find the best Harbor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Harbor Hills
Aerial view of city and gulf Cape Coral, Florida. Typical architecture of South Florida. Large houses built on the banks of canals, canals into the sea.

South Bradenton

3.5/5(3 area reviews)

If you're spending some time in South Bradenton, Smugglers Cove Adventure Golf and DeSoto Square are top sights worth seeing.

Find hotels in South Bradenton

Harbor Hills Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Feb 17 to Feb 18
CA $170
CA $208 total
Feb 17 - Feb 18
includes taxes & fees
9/10 Wonderful! (4,981 reviews)
Staff was great…room was spotless. Breakfast was great.

Reviewed on Feb 12, 2026

Kompose Boutique Hotel
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
6000 Gulf Blvd St. Pete Beach FL
The price is CA $288 per night from Feb 17 to Feb 18
CA $288
CA $410 total
Feb 17 - Feb 18
includes taxes & fees
8.2/10 Very Good! (1,625 reviews)
Amazing!

Reviewed on Feb 11, 2026

RumFish Beach at TradeWinds
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is CA $161 per night from Feb 18 to Feb 19
CA $161
CA $182 total
Feb 18 - Feb 19
includes taxes & fees
8.4/10 Very Good! (2,268 reviews)
Nice staff

Reviewed on Feb 10, 2026

Golden Host Resort - Sarasota
See all 16,346 properties in Harbor Hills
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.
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Frequently asked questions

How much does a Harbor Hills vacation package cost?
Get ready to book, because a trip to Harbor Hills starts from an enticing CA $825. When you combine your hotels, flights and car rentals into a package, you'll walk away with the biggest deals.
How do I get a cheap travel package to Harbor Hills?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all. Select the combination that best fits you and see your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotels across the globe, which lets you customize your Harbor Hills vacation.
What are the top hotels in Harbor Hills?
If it's comfort and convenience you'd like, look no further than Renovated Dog - Friendly Home With Private. Spend your nights unwinding here and your days discovering Harbor Hills's popular attractions.
How far in advance should I book my Harbor Hills vacation?
Browse Expedia to compare airfares ASAP. You can normally purchase a ticket up to 12 months in advance. If you can't see your preferred air carrier, or you're booking late, fear not. The lowest prices to Harbor Hills sometimes emerge just weeks before departure.
What does an Expedia Harbor Hills travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to build your ideal Harbor Hills travel package. Once you've made your booking, you can add on the fun stuff like tours and activities. Don't forget, the more you bundle, the greater the savings!
What should I know before booking a Harbor Hills travel package?
You can save big by bundling your airfares, hotels and rental cars. Once you've created your package, add on fun stuff like activities or sightseeing tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Harbor Hills Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Just select your preferred air carrier and create the perfect Harbor Hills escape.
If I'm not able to travel, can I cancel my Harbor Hills vacation package?
Your situation can change without warning, so yes. You may be able to cancel or alter your Harbor Hills vacation package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, hotel or airline may impose a charge. Need more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Harbor Hills

EyeEm Custom Shoots Q4 2018

IMG Academy

Enjoy the collegiate vibe when you visit IMG Academy, during your travels in Bradenton. Amble around the area's beautiful beaches or attend a sporting event.

IMG Academy
South Florida Museum showing interior views

The Bishop Museum of Science and Nature

This museum features informative displays that detail prehistoric sea life, local maritime culture and traditions, and the area’s complex tropical ecosystems.

The Bishop Museum of Science and Nature
Sarasota_IMGBollettieriTennisAcademy_6128286-02

IMG Bollettieri Tennis Academy

Catch an event at IMG Bollettieri Tennis Academy during your trip to Bradenton. Amble around the area's beautiful beaches or attend a sporting event.

IMG Bollettieri Tennis Academy

Things to do

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

CA $89
per adult
80% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Picture 4 for Activity Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

Bradenton: Anna Maria Island Guided Kayaking Manatee Tour

CA $75
per adult
100% of travellers recommend
Bradenton: Anna Maria Island Guided Kayaking Manatee Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

CA $89
per adult
84% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
See all activities in Bradenton
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.