Search Deals on
Siesta Key Vacation Packages

Build your package with 2 more options

Siesta Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $511, price is now $301 per person
$301
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach resort in St. Pete Beach. Enjoy 2 outdoor pools, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Splash Island Water Park are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $682, price is now $307 per person
$307
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,050, price is now $1,154 per person
$1,154
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Sand Key Park are located nearby.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Save 100% on your flight
Price was $701, price is now $399 per person
$399
per person
Jan 31 - Feb 3
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this spa villa in Tampa. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney

3.5 out of 5
Save 100% on your flight
Price was $811, price is now $470 per person
$470
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star vacation home in Winter Haven. Enjoy free WiFi, free parking, and a garden. Popular attractions LEGOLAND® Florida and Bartow Airbase History Museum are located nearby.
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $777, price is now $467 per person
$467
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
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 Coquina Beach and Bean Point Beach are located nearby.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $721, price is now $435 per person
$435
per person
Jan 1 - Jan 4
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,223, price is now $1,362 per person
$1,362
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.

Siesta Key Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sirata St. Pete Beach

Sirata St. Pete Beach

3 out of 5
Save 100% on your flight
Price was $473, price is now $255 per person
$255
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Price was $1,947, price is now $870 per person
$870
per person
Jan 23 - Jan 27
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $682, price is now $307 per person
$307
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Sleeps 6 Hot Tub Fenced Yard Cozy Chic

Sleeps 6 Hot Tub Fenced Yard Cozy Chic

3 out of 5
Town 'n' Country
Save 100% on your flight
Price was $701, price is now $399 per person
$399
per person
Jan 31 - Feb 3
found 6 hours ago
Roundtrip 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.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $737, price is now $421 per person
$421
per person
Dec 22 - Dec 27
just found
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $1,458, price is now $792 per person
$792
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $2,050, price is now $1,154 per person
$1,154
per person
Jan 20 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,174, price is now $678 per person
$678
per person
Jan 21 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)

Top Flight Deals

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

Delta
Wed, Jan 7 - Wed, Jan 14
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jan 7 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Jan 14, priced at $147 found 6 days ago
United
Wed, Jan 7 - Wed, Jan 14
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select United flight, departing Wed, Jan 7 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Wed, Jan 14, priced at $147 found 6 days ago
JetBlue Airways
Tue, Dec 2 - Fri, Dec 12
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Dec 2 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Dec 12, priced at $167 found 1 day ago
Frontier Airlines
Sat, Nov 22 - Sat, Nov 29
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 22 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Sat, Nov 29, priced at $202 found 1 day ago