Bailey Hall Vacations from $713
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The Latest Bailey Hall Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Avalon Club
Price was $3,548, price is now $1,861 per person
$1,861
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (456 reviews)
Resort and room were very clean. On the beach a huge bonus. Staff extremely friendly. Downsides: The phrase "Total includes taxes and fees" is not correct. Was hit with a resort and parking fee after booking. Unacceptable. Include them in final price or show "additional fees" prior to booking. Rooftop bar closes too early. Fitness center closes too early. Photo on website shows beautiful Adirondack chairs but resort gave out used/dirty beach chairs. Free towels were also quite harsh. Glad we brought our own.
Bottom line - would stay here again but only when "added fees" are removed.
Reviewed on Oct 13, 2025
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,737, price is now $972 per person
$972
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (635 reviews)
The place is great, excellent location, close to many outdoor activities, amazing ocean view, staff is very good and attentive to our needs, hotel is clean, parking very convenient, rooms are very nice, clean and confortable.
We’ll definitely come back and recommend Ocean Club.
Reviewed on Oct 13, 2025
The Fold Hotels Indian Shores
Save 100% on your flight
Price was $1,207, price is now $761 per person
$761
per person
Dec 14 - Dec 21
found 18 hours ago
Roundtrip flight included
New York (JFK) to Tampa (TPA)
9.2/10 Wonderful! (919 reviews)
The highlight for me was way the employees treated us so welcoming and helpful. A special thank you for Brooke who found a way to help us with a early check in.
Reviewed on Sep 26, 2025
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(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.
Bailey Hall Hotel Deals
Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Oct 16 to Oct 17
$81 total
Oct 16 - Oct 17
Total with taxes and fees
9/10 Wonderful! (4,440 reviews)
"Beautiful hotel especially for the price."
Reviewed on Oct 9, 2025
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $166 total per night from Oct 15 to Oct 16
$166 total
Oct 15 - Oct 16
Total with taxes and fees
9.2/10 Wonderful! (5,021 reviews)
"Everything was great. It was the cutest bungalow style studio. It has everything you needed, awesome little kitchenette, little indoor atrium, comfy bed, etc... The bathroom was tiny but clean. I would def stay here again."
Reviewed on Oct 9, 2025
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Oct 15 to Oct 16
$124 total
Oct 15 - Oct 16
Total with taxes and fees
8.2/10 Very Good! (1,758 reviews)
"Rooms were clean and updated. Staff was helpful. Didn’t like that entry is direct from outside and could hear traffic at night."
Reviewed on Oct 14, 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.