Bay Isle Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Bay Isle

Price found within the past 48 hours. Click for updated prices.
CW Resort

CW Resort

4 out of 5
Price was CA $1,705, price is now CA $1,122 per person
CA $1,122
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (255 reviews)

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was CA $1,982, price is now CA $1,216 per person
CA $1,216
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,282 reviews)
Gg

Reviewed on Nov 8, 2026

The Knickerbocker by Delphius

The Knickerbocker by Delphius

3 out of 5
Hyde Park
Price was CA $4,216, price is now CA $2,721 per person
CA $2,721
per person
Jan 17 - Jan 24
found 12 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
No reviews

Holiday Inn Tampa Westshore - Airport Area by IHG

Holiday Inn Tampa Westshore - Airport Area by IHG

3 out of 5
Westshore
Price was CA $1,771, price is now CA $1,174 per person
CA $1,174
per person
Jan 9 - Jan 16
found 6 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Tampa (TPA)
8.4/10 Very good! (1,482 reviews)
Clean room

Reviewed on Nov 8, 2026

The Avalon Club

The Avalon Club

4 out of 5
Price was CA $2,080, price is now CA $1,395 per person
CA $1,395
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (615 reviews)

Where to stay in Bay Isle

Find the best Bay Isle areas and neighborhoods for the activities you enjoy most. Learn more about Bay Isle
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 Isle 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 $64 per night from Dec 1 to Dec 2
CA $64
CA $103 total
Dec 1 - Dec 2
includes taxes & fees
Kompose Boutique Hotel
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 $203 per night from Nov 22 to Nov 23
CA $203
CA $270 total
Nov 22 - Nov 23
includes taxes & fees
9.4/10 Exceptional! (2,644 reviews)
"1"

Reviewed on Nov 9, 2026

Compass Hotel by Margaritaville Anna Maria Sound
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 10 to Nov 11
CA $204
CA $267 total
Nov 10 - Nov 11
includes taxes & fees
Tropical Beach Resorts
See all 14,799 properties in Bay Isle
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Bay Isle vacation package cost?
Our Bay Isle vacation packages, which start at just CA $1,122, are an awesome way to save big. All you have to do is choose your preferred flights, hotels and rental cars to create a personalized escape.
How do I get a cheap travel package to Bay Isle?
Browse and lock in everything in the one place with our Bay Isle vacation packages. You'll discover bargains on hotels, flights and more that'll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 hotels around the world to pick from, you'll have the flexibility to mix and match as you like.
Where should I stay in Bay Isle?
Tick Siesta Key Beach off your bucket list and then stay right near it. Experience the exciting atmosphere around this top attraction and visit whenever you please!
What are the top hotels in Bay Isle?
Get your escape off to an excellent start by locking in a room at Floritas Key | Pet Friendly Home On Siesta Key W. It's one of most sought-after hotels in Bay Isle. Another comfortable option is Stunning Siesta Key, , . 2 Blocks To Shell Beach.
How far in advance should I book my Bay Isle vacation?
It's always wise to book early. Air carriers generally release flights up to a year prior to departure, and this is when you can pick up some of the cheapest prices. Boss just told you to take your vacation time next week? No need to worry. Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Bay Isle travel package include?
Expedia has everything you need to book your Bay Isle escape, but what your package looks like is entirely up to you. Choose from any combination of rental cars, flights and hotels. After some activities or tours to keep you on the move? Once you've made your booking, you can add them too. No matter your style, there's a deal to meet your needs.
What should I know before booking a Bay Isle travel package?
Bundling your bookings into a Bay Isle vacation package is the most convenient way to organize your trip. Not only that, you'll get great discounts when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Bay Isle Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Bay Isle vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your Bay Isle vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for further details.

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.