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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.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $366, price is now $251 per person
$251
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,579, price is now $999 per person
$999
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this 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 Pier 60 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
Save 100% on your flight
Price was $2,651, price is now $1,761 per person
$1,761
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach hotel 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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $535, price is now $356 per person
$356
per person
Jun 8 - Jun 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
Price was $925, price is now $626 per person
$626
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $961, price is now $657 per person
$657
per person
Jun 26 - Jul 2
found 12 hours ago
Roundtrip flight included
Boston (BOS) 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Price was $851, price is now $587 per person
$587
per person
Jul 7 - Jul 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this 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 - Clearwater Beaches are located nearby.
Stones Throw Beachfront Luxury Suites

Stones Throw Beachfront Luxury Suites

2 out of 5
Save 100% on your flight
Price was $1,385, price is now $981 per person
$981
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this beach hotel in Indian Rocks Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions St. Petersburg - Clearwater Beaches and Splash Harbour Water Park are located nearby.

Siesta Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $535, price is now $356 per person
$356
per person
Jun 8 - Jun 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,579, price is now $999 per person
$999
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $2,651, price is now $1,761 per person
$1,761
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Captiva Beach Resort

Captiva Beach Resort

3 out of 5
South Village
Price was $925, price is now $626 per person
$626
per person
May 27 - May 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Siesta Key Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $1,006, price is now $651 per person
$651
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,431, price is now $915 per person
$915
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,464, price is now $943 per person
$943
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,917, price is now $1,265 per person
$1,265
per person
May 29 - Jun 3
found 1 day ago
Roundtrip non-stop 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.

Frontier Airlines
Mon, May 4 - Sat, May 16
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$193 Roundtrip, found 16 hours ago
$193
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Mon, May 4 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, May 16, priced at $193 found 16 hours ago
JetBlue Airways
Tue, May 12 - Fri, May 15
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, May 12 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, May 15, priced at $197 found 2 days ago
Delta
Tue, May 19 - Wed, Jun 3
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$202 Roundtrip, found 3 days ago
$202
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 19 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Jun 3, priced at $202 found 3 days ago
American Airlines
Wed, May 6 - Sat, May 16
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 6 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Sat, May 16, priced at $217 found 3 days ago