Bay Island Vacations from $238
Book a Hotel + Flight or Car together to unlock savings
Your Bay Island Vacation
Bay Island is calling! Whatever type of break you're planning, you can experience and see more of this neighborhood with a Bay Island vacation package. Kick off your trip to Bay Island with a visit to nearby attractions such as Siesta Key Beach, St. Armands Circle and Mote Marine Laboratory & Aquarium. Don't just imagine it — make it happen! Reserve your ultimate Bay Island vacation with Expedia and travel your way.
The Latest Bay Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Alba, Tapestry Collection by Hilton
Westshore
Save 100% on your flight
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
8.8/10 Excellent! (1,978 reviews)
No elevador servicio tiene que arrreglar lo más pronto posible
Reviewed on Jul 20, 2025
Barsala At The Wayland Condos
Save 100% on your flight
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
7.6/10 Good! (10 reviews)
My little getaway was amazing!!! The studio was beautiful, had everything we needed I wasn't expecting a full kitchen with baking utensils as well. We had a blast the view was incredible. I loved the outside setup near the pool as well. Will definitely be booking another getaway real soon!!
Reviewed on Jun 10, 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
Siesta Key Village
1 out of top 10 points of interest in this area
4.5/5(282 area reviews)
Tropical colored buildings, lots of sandy beaches and a compact shopping area make this village a good choice to visit and stay. Enjoy an on-going social life too.
Bay Island Hotel Deals
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $97 total per night from Aug 10 to Aug 11
$97 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (4,176 reviews)
Not my definition of boutique
"No hot water for the shower at 6:30am. The elevator smelled nauseatingly bad. I was unable to utilize the self-check-in iPad because the touchpad didn’t work. Modern decor—room setup was similar to hotels in Europe. It was a quiet hotel considering it is next to the airport."
Reviewed on Jul 22, 2025
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $185 total per night from Aug 3 to Aug 4
$185 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (4,783 reviews)
"This property was amazing! We will definitely return in the near future."
Reviewed on Jul 20, 2025
Embassy Suites by Hilton Sarasota, FL
202 North Tamiami Trail, Sarasota, FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $190 total per night from Aug 3 to Aug 4
$190 total
Aug 3 - Aug 4
Total includes taxes and fees
8.6/10 Excellent! (1,522 reviews)
"Todo bien"
Reviewed on Jul 20, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.