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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.
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
Save 100% on your flight
Price was $470, price is now $280 per person
$280
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Lake Wales. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LEGOLAND® Florida and Eagle Ridge Mall are located nearby.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Save 100% on your flight
Price was $1,037, price is now $466 per person
$466
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip 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 $1,230, price is now $580 per person
$580
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip 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.
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 1 day 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.
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 $1,620, price is now $919 per person
$919
per person
Jan 23 - Jan 26
found 10 hours 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.
The Beach Haven Resort

The Beach Haven Resort

2 out of 5
Save 100% on your flight
Price was $1,473, price is now $845 per person
$845
per person
Feb 4 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in St. Pete Beach. Enjoy free parking, a beach locale, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and Polynesian Putter 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 $1,469, price is now $847 per person
$847
per person
Jan 23 - Jan 26
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this 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 Bean Point Beach and Coquina Beach are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,004, price is now $610 per person
$610
per person
Jan 23 - Jan 26
found 10 hours 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.

Siesta Key Vacation Packages 3-4 Night Stays

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
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 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Save 100% on your flight
Price was $1,091, price is now $518 per person
$518
per person
Feb 16 - Feb 20
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
Save 100% on your flight
Price was $2,458, price is now $1,339 per person
$1,339
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip 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 $1,469, price is now $847 per person
$847
per person
Jan 23 - Jan 26
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) 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 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Price was $1,230, price is now $580 per person
$580
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
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 $1,486, price is now $857 per person
$857
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Save 100% on your flight
Price was $2,137, price is now $1,258 per person
$1,258
per person
Feb 7 - Feb 14
found 16 hours 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
Mon, Jan 19 - Thu, Jan 22
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 22 hours ago
$119
Roundtrip
found 22 hours ago
Select Delta flight, departing Mon, Jan 19 from Logan Intl. to Sarasota-Bradenton Intl., returning Thu, Jan 22, priced at $119 found 22 hours ago
Delta
Wed, Jan 7 - Thu, Jan 15
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$130 Roundtrip, found 22 hours ago
$130
Roundtrip
found 22 hours 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 22 hours ago
United
Fri, Jan 9 - Tue, Jan 13
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$141 Roundtrip, found 22 hours ago
$141
Roundtrip
found 22 hours 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 22 hours ago
Delta
Thu, Jan 1 - Wed, Jan 7
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 18 hours ago
$197
Roundtrip
found 18 hours ago
Select Delta flight, departing Thu, Jan 1 from LaGuardia to Sarasota-Bradenton Intl., returning Wed, Jan 7, priced at $197 found 18 hours ago