Bailey Hall Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Bailey Hall Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Tampa South
Sun Bay South
$521
per person
Nov 20 - Nov 25
found 8 hours ago
Roundtrip flight included
New Haven (HVN) to Tampa (TPA)
Book a stay at this spa hotel in Tampa. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port Tampa Bay and Tampa Riverwalk are located nearby.
Captiva Beach Resort
South Village
$987
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach condo in Siesta Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Every thing was ok
Reviewed on Sep 13, 2026
Residence Inn By Marriott Tampa Downtown
Downtown Tampa
$1,036
per person
Nov 20 - Nov 25
found 13 hours ago
Roundtrip non-stop flight included
New Haven (HVN) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Even though the hotel was under renovation, it was clean and the staff was friendly and attentive.
Reviewed on Sep 17, 2026
Plaza Beach Hotel Beachfront Resort
$896
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Twin Palms at Siesta
$962
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
.
Reviewed on Sep 9, 2026
Crystal Palms Beach Resort
Sunshine Beach
$916
per person
Nov 4 - Nov 8
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Less than 5 minute walk to the beach. Property is well maintained. Condo was clean. I would highly recommend it
Reviewed on Sep 13, 2026
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Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Westin Sarasota
100 Marina View Drive Sarasota FL
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our ...
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Carlisle Inn
3727 Bahia Vista Sarasota FL
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Cottages at Siesta Key Inn
1105 Point of Rocks Rd Siesta Key FL
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Siesta Key Beach and Lido Beach are located ...
Zota Beach Resort
4711 Gulf of Mexico Dr Longboat Key FL
Book a stay at this beach resort in Longboat Key. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Siesta Key Palms Resort
1800 Stickney Point Rd Sarasota FL
Stay at this hotel in Sarasota. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Hyatt Place Sarasota/Bradenton Airport
950 University Parkway Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The St. Regis Longboat Key Resort
1601 Gulf Of Mexico Drive Longboat Key FL
Book a stay at this luxury hotel in Longboat Key. Enjoy a full-service spa, 3 restaurants, and a private beach. Popular attractions Lido Beach and Mote Marine ...
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Feb 23 - Wed, Feb 24
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$224
Roundtrip
found 1 day ago
Tue, Oct 13 - Tue, Oct 27
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$239
Roundtrip
found 7 hours ago
Tue, Feb 23 - Wed, Feb 24
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$245
Roundtrip
found 1 day ago
Wed, Nov 4 - Fri, Nov 13
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$249
Roundtrip
found 7 hours ago
Tue, Nov 3 - Wed, Nov 18
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$259
Roundtrip
found 16 hours ago
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