Bailey Hall Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
- The Barrymore Hotel Tampa Riverwalk
Jul 10 - Jul 21The Barrymore Hotel Tampa Riverwalk + Flight
Downtown Tampa11 nights8.6/10 - Excellent (2,621 reviews)"Everything was wonderful! Thank you!💃🎈"Reviewed May 22, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $2,149CA $1,369found 19 hours agoper traveller - Cedar Cove Resort and Cottages
Jun 29 - Jul 11Cedar Cove Resort and Cottages + Flight
Holmes Beach12 nights9.2/10 - Wonderful (515 reviews)"Property was great! I would definitely recommend people to stay here great place parking is a bit of an issue if you have more than one car coming in but that comes with the island pretty typical but overall great "Reviewed May 17, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $4,763CA $2,412found 1 day agoper traveller - The Residences at Siesta Key Beach by Hyatt Vacation Club
Jun 29 - Jul 11The Residences at Siesta Key Beach by Hyatt Vacation Club + Flight
South Village12 nights9.6/10 - Exceptional (351 reviews)"Great location,big and well maintained living space There was a love bag infested balcony and staff was not caring about our experience"Reviewed May 21, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $10,370CA $6,568found 1 day agoper traveller - Landing Apartments near Sun City Center and Riverview
Jul 10 - Jul 21Landing Apartments near Sun City Center and Riverview + Flight
Wimauma11 nights8.8/10 - Excellent (29 reviews)"Is great property but be very careful on location of unit. The external doors are very loud when they open and close and if you are close it will disturb you thru night. Everything else was so great though. That was really our only complaint. I highly recommend it, just pay attention to location of unit."Reviewed April 29, 2026Roundtrip • Toronto (YYZ) - Tampa (TPA)YYZ - TPA • 1 stop TPA - YYZ • 1 stopCA $2,768CA $1,841found 19 hours agoper traveller - Waterfront Resort Condo Gulf Sun Set
Jun 25 - Jul 2Waterfront Resort Condo Gulf Sun Set + Flight
Dunedin7 nights10/10 - Exceptional (3 reviews)"Like: Great unit. It was clean, had kitchen necessities . Outstanding Location with water view from pool deck and a very cool downstairs tiki bar. Trolley to Clearwater outside entry. Only dislike: no direct water access or dock. I felt like photo was pre hurricanes. "Reviewed June 22, 2025Roundtrip • Montreal (YUL) - Tampa (TPA)YUL - TPA • Nonstop TPA - YUL • NonstopCA $2,749CA $1,840found 15 hours agoper traveller
Where to stay in Bailey Hall
Find the best Bailey Hall areas and neighborhoods for the activities you enjoy most. Learn more about Bailey Hall
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.
Bailey Hall Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jun 23 to Jun 24
CA $99
CA $141 total
Jun 23 - Jun 24
includes taxes & fees
9.2/10 Wonderful! (5,393 reviews)
"Minimalist design"
Reviewed on May 22, 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from May 25 to May 26
CA $234
CA $304 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (2,176 reviews)
"The chair in the bedroom was quite uncomfortable. The television service was below average. The shower has no means of support."
Reviewed on May 23, 2026
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is CA $102 per night from Jun 21 to Jun 22
CA $102
CA $116 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (2,508 reviews)
"The staff was very helpful. Tyler and Bryan the bartenders were great. They couldn't have been more fun and entertaining. The entire place had a fun retro vibe."
Reviewed on May 22, 2026
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.