Bay Isles Vacations from $266
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The Latest Bay Isles Vacation Packages
Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,104, price is now $558 per person
$558
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,003 reviews)
Enjoyed our stay at the property. It was very clean and safe. Staff extremely helpful and friendly.
Reviewed on Sep 16, 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
Price was $2,700, price is now $1,425 per person
$1,425
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (290 reviews)
We celebrated my daughter’s 30th birthday and it was perfect. I can’t wait to stay again. The beach was truly amazing. This place has everything you need.
Reviewed on Sep 15, 2025
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,467, price is now $814 per person
$814
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
Leo was very professional and courteous. All staff members were very friendly and helpful
Steve
Reviewed on Sep 22, 2025
Bay Isles Hotel Deals
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $74 total per night from Sep 28 to Sep 29
$74 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (4,397 reviews)
"Decor was modern and cute. Loved every bit of my stay."
Reviewed on Sep 23, 2025
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $180 total per night from Sep 28 to Sep 29
$180 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (4,996 reviews)
"Nice quiet parking spot in front of room 2 minutes from beach definitely if I came back to Siesta Key I would come back here.."
Reviewed on Sep 25, 2025
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $200 total per night from Sep 29 to Sep 30
$200 total
Sep 29 - Sep 30
Total with taxes and fees
9.4/10 Exceptional! (1,761 reviews)
"We just celebrated my birthday here with my husband. Hotel is clean with good amenities. Staff is very friendly. And of course, We love the complimentary breakfast!! We will be back for sure!!"
Reviewed on Sep 22, 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.
Things to do
Half Day Eco and Dolphin Boat Tour in Siesta Key
$675
per traveler
HydroCats - 2 Hour CraigCat Sightseeing Tour
$146
per adult
100% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
$65
per adult
74% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.