Bailey Hall Vacation Packages for 2026

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Bailey Hall Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia

3.5 out of 5
Gateway
Save 100% on your flight
Price was $1,134, price is now $764 per person
$764
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $3,828, price is now $2,223 per person
$2,223
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Book a stay at this beach aparthotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $2,008, price is now $1,214 per person
$1,214
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Book a stay at this golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.

Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Save 100% on your flight
Price was $1,866, price is now $1,205 per person
$1,205
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
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.

Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $1,353, price is now $911 per person
$911
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,449, price is now $985 per person
$985
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
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 and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.

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Top Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
11.09 km from Bailey Hall
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 ...
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
4.75 km from Bailey Hall
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
26.78 km from Bailey Hall
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 ...
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
7.96 km from Bailey Hall
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 ...
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
10.05 km from Bailey Hall
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 ...
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
1735 Stickney Point Rd Sarasota FL
4.46 km from Bailey Hall
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
6772 Sara Sea Circle Siesta Key FL
4.85 km from Bailey Hall
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 ...
Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

3 out of 5
950 University Parkway Sarasota FL
10.91 km from Bailey Hall
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 ...
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
3.31 km from Bailey Hall
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 ...
Siesta Key Palms Resort

Siesta Key Palms Resort

3.5 out of 5
1800 Stickney Point Rd Sarasota FL
4.52 km from Bailey Hall
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 ...
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl Sarasota FL
4.76 km from Bailey Hall
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 ...
Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

4 out of 5
1255 North Palm Avenue Sarasota FL
6.15 km from Bailey Hall
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the ...
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E Sarasota FL
12.8 km from Bailey Hall
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Extended Stay America Premier Suites - Bradenton

Extended Stay America Premier Suites - Bradenton

2.5 out of 5
4550 53rd Ave E Bradenton FL
18.86 km from Bailey Hall
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mall at University Town Center and Rosedale Golf and ...
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

5 out of 5
1111 Ritz Carlton Dr Sarasota FL
6.13 km from Bailey Hall
Book a stay at this luxury hotel in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
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See all available properties in Bailey Hall
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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.

Delta
Wed, Jan 28 - Sat, Feb 7
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Jan 28 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $137 found 4 days ago
United
Tue, Jan 6 - Tue, Jan 27
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Select United flight, departing Tue, Jan 6 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Tue, Jan 27, priced at $167 found 6 days ago
American Airlines
Tue, Jan 6 - Tue, Jan 27
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jan 6 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Tue, Jan 27, priced at $188 found 6 days ago
Frontier Airlines
Fri, Dec 19 - Tue, Dec 23
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 19 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Tue, Dec 23, priced at $197 found 2 days ago
JetBlue Airways
Mon, Feb 2 - Tue, Feb 17
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 6 days ago
$212
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Feb 2 from Logan Intl. to Sarasota-Bradenton Intl., returning Tue, Feb 17, priced at $212 found 6 days ago