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Longboat Key Vacation Packages

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Longboat Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

3 out of 5
Save 100% on your flight
Price was $864, price is now $522 per person
$522
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3-star apartment in Holmes Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,931, price is now $975 per person
$975
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Sand Key Park 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
Price was $2,099, price is now $1,135 per person
$1,135
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Stay at this 3.5-star 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $2,047, price is now $1,152 per person
$1,152
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg Municipal Beach are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,418, price is now $802 per person
$802
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key 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 $1,604, price is now $942 per person
$942
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 4-star golf hotel in Bradenton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Coquina Beach and IMG Bollettieri Tennis Academy are located nearby.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,108, price is now $673 per person
$673
per person
Dec 20 - Dec 28
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,418, price is now $886 per person
$886
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this 3.5-star beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Anna Maria Beach and Bean Point Beach are located nearby.

Longboat Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
Rocky Point
Save 100% on your flight
Price was $619, price is now $399 per person
$399
per person
Dec 25 - Dec 29
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,590, price is now $852 per person
$852
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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
Price was $2,099, price is now $1,135 per person
$1,135
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Save 100% on your flight
Price was $1,038, price is now $637 per person
$637
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

Longboat Key Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,418, price is now $802 per person
$802
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,931, price is now $975 per person
$975
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
Westshore
Save 100% on your flight
Price was $1,459, price is now $815 per person
$815
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $2,047, price is now $1,152 per person
$1,152
per person
Jan 26 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Delta
Wed, Nov 19 - Tue, Dec 9
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$149 Roundtrip, found 23 hours ago
$149
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Nov 19 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Tue, Dec 9, priced at $149 found 23 hours ago
Delta
Wed, Nov 12 - Sat, Nov 15
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 6 days ago
$212
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Nov 12 from Logan Intl. to Sarasota-Bradenton Intl., returning Sat, Nov 15, priced at $212 found 6 days ago
JetBlue Airways
Sat, Apr 18 - Thu, Apr 23
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Apr 18 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Thu, Apr 23, priced at $217 found 1 day ago
Frontier Airlines
Wed, Dec 31 - Mon, Jan 5
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$239 Roundtrip, found 4 days ago
$239
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Dec 31 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Mon, Jan 5, priced at $239 found 4 days ago