Bay Island Vacation Packages

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Top Holiday Package Deals in Bay Island

Price found within the past 48 hours. Click for updated prices.
The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,415, price is now CA $845 per person
CA $845
per person
Oct 6 - Oct 10
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (445 reviews)
Excellent place no word to explain how perfect everything was. We definitely go there from now on

Reviewed on Aug. 24, 2025

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was CA $2,252, price is now CA $1,149 per person
CA $1,149
per person
Oct 6 - Oct 13
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (609 reviews)
Not your typical resort. It was like a mini-Condo on the beach. Peacefull and relaxing atmosphere. Walking distance to most everything in the area. It was a great getaway for my wife and me.

Reviewed on Aug. 29, 2025

FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Price was CA $1,895, price is now CA $1,035 per person
CA $1,035
per person
Oct 6 - Oct 13
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,053 reviews)
The room was fantastic with a big wrap around balcony. Even though the weather did not cooperate, we all enjoyed chilling on the balcony with many trips to the pool. Beach was great. My only disappointment was they did not have any type of grill anywhere. I brought some really expensive steaks, burgers,hot dogs, which we had to cook in a pan. The staff was fantastic and made sure we had everything we needed

Reviewed on Aug. 24, 2025

Inn on the Beach

Inn on the Beach

2.5 out of 5
Pass-a-Grille
Price was CA $2,584, price is now CA $1,464 per person
CA $1,464
per person
Oct 6 - Oct 13
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.8/10 Exceptional! (330 reviews)
I loved the room and they supply so much beach towel a cooler there bikes looked like u can take the beach chairs to the beach and basically on the beach

Reviewed on Aug. 29, 2025

Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
Price was CA $1,897, price is now CA $1,142 per person
CA $1,142
per person
Oct 6 - Oct 13
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (467 reviews)
The staff were the best part of the property. It wasn't super convenient to go to the main office for anything because of having to cross a busy road and walking a block and parking was limited so we couldn't park there to use the pool or amenities. The room itself was clean and we appreciated the view on the bay but the bed wasn't comfortable at all. Overall, it was a decent value but the office being so far offsite with the better pool, beach access and bar but no parking for guests of the other hotels was a real detractor for us.

Reviewed on Aug. 27, 2025

Where to stay in Bay Island

Find the best Bay Island areas and neighborhoods for the activities you enjoy most. Learn more about Bay Island
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Siesta Key Village

1 out of top 10 points of interest in this area
4.5/5(12 area reviews)

Travelers to Siesta Key Village praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Siesta Key Beach and Siesta Key Farmers Market.

Find hotels in Siesta Key Village

Bay Island 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 $67 per night from Sep 1 to Sep 2
CA $67
CA $92 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (4,287 reviews)
"Very nice budget hotel, modern decor"

Reviewed on Aug. 25, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Sep 1 to Sep 2
CA $192
CA $248 total
Sep 1 - Sep 2
includes taxes & fees
Tropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Sep 8 to Sep 9
CA $214
CA $281 total
Sep 8 - Sep 9
includes taxes & fees
Compass Hotel by Margaritaville Anna Maria Sound
See all 13,245 properties in Bay 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.
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Frequently asked questions

How much does a Bay Island vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Bay Island from just CA $845. And the more you bundle, the more money you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to Bay Island?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a Bay Island vacation package. You won't just score impressive discounts on your trip — you'll have plenty of choice at your fingertips too. When you book with Expedia, you can select from more than 550 partner airlines and 1,000,000 properties around the world. Your next affordable adventure starts right here, right now!
Where should I stay in Bay Island?
If you love being where the action is, stay near Siesta Key Beach. Many vacationers book a hotel around this impressive tourist attraction.
What are the top hotels in Bay Island?
Get your vacation off to a good start by booking a stay at Baydream Bungalow | Pet Friendly Home W. It's one of most sought-after hotels in Bay Island. Another comfortable option is The Seagrape Villa - Luxury Accommodation In Paradise.
How far in advance should I book my Bay Island vacation?
To land rock-bottom prices, book as soon as you can. Air carriers typically advertise flight tickets, along with some of the lowest fares, around 12 months in advance. Hotels, experiences and car rental should also be booked well in advance to avoid disappointment. If you're in need of a last-minute getaway to Bay Island, there are always plenty of great deals on Expedia. Book your escape today!
What does an Expedia Bay Island travel package include?
Rental cars, hotels and flights, or any combination of them — it's your choice. Whether you're headed to Bay Island with the whole family or enjoying a solo break, there's a package to match every budget and style. Once you've made your booking, why not add on a few tours or activities?
What should I know before booking a Bay Island travel package?
Our prices are always low. However, you'll score even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with a Bay Island Expedia vacation package?
With a vacation package, you're the boss. Whether you're looking to fly to Bay Island in coach or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Bay Island vacation package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Locked in your Bay Island vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.