Bailey Hall Vacations from $466
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The Latest Bailey Hall Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Sarasota - Bradenton Airport
Price was $1,595, price is now $766 per person
$766
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.2/10 Very Good! (1,002 reviews)
Staff was very friendly and happy to help. The room was clean. The front area was organized, and plenty of snack items were available to purchase.
Reviewed on Nov 24, 2025
The Avalon Club
Price was $2,683, price is now $1,369 per person
$1,369
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (481 reviews)
Room was great. Reception awesome. Location awesome. However, the washer stopped working middle of night - resulting in our laundry being stuck (door locked, would not release as water error). We couldn't get fixed. By time maintenance got fixed, we had to check out. TO credit, they mailed our laundry to us, but we needed it the for the next 3 days of our vacaction, and didn't have it available.
Reviewed on Nov 26, 2025
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,186, price is now $606 per person
$606
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.2/10 Wonderful! (480 reviews)
Perfect location. Nice clean comfortable room. I will come back
Reviewed on Oct 28, 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was $3,533, price is now $1,841 per person
$1,841
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
Suite 601 is an exceptional ocean front room with views of sunrise and sunset. The room has top notch appliances and was sparkling clean!
Reviewed on Nov 24, 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
$76 nightly
The price is $85 total per night from Dec 9 to Dec 10
$85 total
Dec 9 - Dec 10
Total with taxes and fees
9/10 Wonderful! (4,717 reviews)
Yes
Reviewed on Nov 28, 2025
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $140 total per night from Dec 10 to Dec 11
$140 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (5,114 reviews)
Not what I expected, smallish motel like. But nice and clean rooms with good ac and nice kitchenette. Small but cozy little pool. Beach very close. Is good for the price tbh.
Reviewed on Nov 26, 2025
Carlisle Inn
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $192 total per night from Dec 3 to Dec 4
$192 total
Dec 3 - Dec 4
Total with taxes and fees
9.8/10 Exceptional! (2,131 reviews)
Everything was perfect.
Reviewed on Dec 2, 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.