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Siesta Key Vacation Packages

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Siesta Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Save 100% on your flight
Price was $928, price is now $475 per person
$475
per person
Feb 16 - Feb 20
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this spa vacation home in Tampa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Seminole Hard Rock Casino Tampa and Port of Tampa are located nearby.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,172, price is now $515 per person
$515
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Family Home Tampa

Family Home Tampa

2 out of 5
Price was $1,404, price is now $641 per person
$641
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Stay at this guesthouse in Tampa. Enjoy free WiFi, free parking, and a garden. Popular attractions Busch Gardens Tampa Bay and Raymond James Stadium 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 $1,925, price is now $1,023 per person
$1,023
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,503, price is now $813 per person
$813
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,034, price is now $592 per person
$592
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this 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.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,421, price is now $822 per person
$822
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $2,334, price is now $1,380 per person
$1,380
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Siesta Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $848, price is now $398 per person
$398
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Save 100% on your flight
Price was $928, price is now $475 per person
$475
per person
Feb 16 - Feb 20
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
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 $2,544, price is now $1,387 per person
$1,387
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
Save 100% on your flight
Price was $1,562, price is now $900 per person
$900
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)

Siesta Key Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $1,500, price is now $524 per person
$524
per person
Jan 24 - Jan 31
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Price was $1,404, price is now $641 per person
$641
per person
Feb 21 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
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 $1,925, price is now $1,023 per person
$1,023
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

4 out of 5
Price was $1,503, price is now $813 per person
$813
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)

Top Flight Deals

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

Delta
Mon, Jan 19 - Thu, Jan 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 1 hour ago
$119
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Jan 19 from Logan Intl. to Sarasota-Bradenton Intl., returning Thu, Jan 22, priced at $119 found 1 hour ago
Delta
Wed, Jan 7 - Thu, Jan 15
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$130 Roundtrip, found 1 hour ago
$130
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Jan 7 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Thu, Jan 15, priced at $130 found 1 hour ago
United
Fri, Jan 9 - Tue, Jan 13
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$141 Roundtrip, found 1 hour ago
$141
Roundtrip
found 1 hour ago
Select United flight, departing Fri, Jan 9 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Tue, Jan 13, priced at $141 found 1 hour ago
Frontier Airlines
Thu, Feb 12 - Thu, Feb 19
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 19, priced at $179 found 6 days ago