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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.
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 $669, price is now $399 per person
$399
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Price was $1,669, price is now $678 per person
$678
per person
Feb 13 - Feb 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
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 $1,373, price is now $633 per person
$633
per person
Feb 17 - Feb 24
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,092, price is now $523 per person
$523
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 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 $4,020, price is now $2,179 per person
$2,179
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Save 100% on your flight
Price was $2,132, price is now $1,185 per person
$1,185
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Tampa Riverwalk and Port of Tampa are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $2,229, price is now $1,349 per person
$1,349
per person
Mar 4 - Mar 9
found 1 day ago
Roundtrip non-stop 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.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,956, price is now $1,191 per person
$1,191
per person
Mar 16 - Mar 21
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
Price was $694, price is now $314 per person
$314
per person
Feb 15 - Feb 18
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 $2,435, price is now $1,392 per person
$1,392
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
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 $669, price is now $399 per person
$399
per person
Feb 19 - Feb 22
found 1 day 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 $2,839, price is now $1,784 per person
$1,784
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip 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.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Price was $1,092, price is now $523 per person
$523
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $1,309, price is now $558 per person
$558
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,373, price is now $633 per person
$633
per person
Feb 17 - Feb 24
found 7 hours 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 $4,020, price is now $2,179 per person
$2,179
per person
Feb 5 - Feb 12
found 1 day ago
Roundtrip non-stop 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 - Fri, Jan 23
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$119 Roundtrip, found 21 hours ago
$119
Roundtrip
found 21 hours ago
Select Delta flight, departing Mon, Jan 19 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Jan 23, priced at $119 found 21 hours ago
United
Wed, Jan 21 - Wed, Jan 28
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Select United flight, departing Wed, Jan 21 from Newark Liberty Intl. Airport to Sarasota-Bradenton Intl., returning Wed, Jan 28, priced at $127 found 3 hours ago
American Airlines
Sat, Feb 21 - Fri, Feb 27
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 21 from LaGuardia to Sarasota-Bradenton Intl., returning Fri, Feb 27, priced at $191 found 1 day ago
Frontier Airlines
Thu, Feb 12 - Thu, Feb 19
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Thu, Feb 19, priced at $195 found 2 days ago