Search Deals onSiesta Key Vacation Packages
Siesta Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Pelican Pointe Clearwater Beach Hotel
Save 100% on your flight
Price was $896, price is now $625 per person
$625
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, laundry facilities, and cable TV channels. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Cedar Cove Resort and Cottages
Price was $2,551, price is now $1,366 per person
$1,366
per person
Jun 9 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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 Bradenton Beach and Coquina Beach are located nearby.
Hampton Inn Sarasota - I-75 Bee Ridge
Save 100% on your flight
Price was $1,283, price is now $803 per person
$803
per person
Jun 9 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Sarasota. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Mall at University Town Center and Bent Tree Country Club are located nearby.
The Westin Sarasota
Save 100% on your flight
Price was $970, price is now $634 per person
$634
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
Captiva Beach Resort
Save 100% on your flight
Price was $1,219, price is now $850 per person
$850
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip 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.
Ocean Club Treasure Island Hotel
Save 100% on your flight
Price was $1,416, price is now $999 per person
$999
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Pass-a-Grille Beach are located nearby.
ChartHouse Clearwater Beach Marina Hotel
Save 100% on your flight
Price was $942, price is now $668 per person
$668
per person
Jul 18 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Sarasota Modern, a Tribute Portfolio Hotel
Save 100% on your flight
Price was $1,658, price is now $1,198 per person
$1,198
per person
Jun 9 - Jun 16
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, 3 outdoor pools, and 2 bars/lounges. Our guests praise the pool and the helpful staff 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.
Siesta Key Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, May 19 - Tue, Jun 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Mon, Jun 1 - Tue, Jun 9
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Sun, May 24 - Mon, May 25
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Thu, Jul 9 - Sat, Jul 11
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago
Discover Other Travel Deals
- Siesta Key Beach Vacations
- Turtle Beach Vacations
- Crescent Beach Vacations
- Siesta Key Marina Vacations
- Jim Neville Marine Preserve Vacations
- Point of Rocks Vacations
- Siesta Key Beach Playground Vacations
- Siesta Key Farmers Market Vacations
- St. Boniface Episcopal Church Labyrinth Vacations
- Lido Beach Vacations
- Venice Beach Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
