Bay Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Top Holiday Package Deals in Bay Island

Price found within the past 48 hours. Click for updated prices.
The Hotel Zamora

The Hotel Zamora

4 out of 5
Price was CA $1,258, price is now CA $749 per person
CA $749
per person
Jan 7 - Jan 12
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
8.8/10 Excellent! (434 reviews)
The staff at Hotel Zamora were fabulous! From the kitchen staff (forgot her name) and Shannon loaning us a veggie scraper to William and Rachel (?) as breakfast Wait Staff, and Angela (I think) at the front desk, everyone was the best! I love love love the art on the walls, too!!!

Reviewed on Oct 28, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was CA $1,480, price is now CA $838 per person
CA $838
per person
Jan 7 - Jan 12
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Price was CA $1,318, price is now CA $810 per person
CA $810
per person
Jan 3 - Jan 8
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.6/10 Exceptional! (1,532 reviews)

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $1,742, price is now CA $1,072 per person
CA $1,072
per person
Jan 3 - Jan 8
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9.4/10 Exceptional! (615 reviews)
The room was spacious for my family and I. A close walk to the beach. Close to shopping and eating, great location.

Reviewed on Oct 28, 2026

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was CA $1,666, price is now CA $1,055 per person
CA $1,055
per person
Jan 7 - Jan 12
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
9/10 Wonderful! (1,006 reviews)

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
A large, beige colonial-style building with columns, surrounded by palm trees and dense vegetation.

South Village

1 out of top 10 points of interest in this area

While visiting South Village, you might make a stop by sights like Safe Harbor Siesta Key and Crescent Beach.

Find hotels in South 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 $103 per night from Nov 23 to Nov 24
CA $103
CA $147 total
Nov 23 - Nov 24
includes taxes & fees
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 $204 per night from Nov 29 to Nov 30
CA $204
CA $266 total
Nov 29 - Nov 30
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 $198 per night from Nov 29 to Nov 30
CA $198
CA $263 total
Nov 29 - Nov 30
includes taxes & fees
9.4/10 Exceptional! (2,645 reviews)
"Our room was very clean and modern. The front desk, bartender and each employee we encountered were polite, friendly and helpful. Breakfast was very good. We loved the bar area and took our drinks outside to sit in the patio area. We will definitely be back. The hotels’ location to Anna Maria beaches ..."

Reviewed on Oct 28, 2026

Compass Hotel by Margaritaville Anna Maria Sound
See all 14,798 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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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 $749. 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.

Things to do

Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

CA $83
per adult
96% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

CA $83
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

CA $92
per adult
78% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
See all activities in Siesta Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.