Search Deals onSiesta Key Vacation Packages
Siesta Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Tampa Westshore - Airport Area by IHG
Price was $555, price is now $343 per person
$343
per person
Jan 15 - Jan 19
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
Clean room
Reviewed on Nov 8, 2026
Crystal Palms Beach Resort
Price was $1,207, price is now $751 per person
$751
per person
Jan 28 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy a 24-hour front desk, dry cleaning or laundry services, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
It was amazing I felt like I got a whole apartment In one . It’s literally across the street from the beach 2-5 min walk you can see the water from hotel. It has a pool and hot tub .Everything was clean, the check in to get the keys in a lock box was different but I didn’t mind it . It felt like top secret underground location lol. 15/10 rating
Reviewed on Nov 7, 2026
Sailport Waterfront Suites
Price was $692, price is now $435 per person
$435
per person
Dec 16 - Dec 21
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Tampa. Enjoy breakfast (surcharge), a fitness center, and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular attractions Raymond James Stadium and George M. Steinbrenner Field are located nearby.
The Avalon Club
Price was $1,328, price is now $845 per person
$845
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Stylish Treasure Island Escape
Price was $5,164, price is now $3,292 per person
$3,292
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this apartment in Treasure Island. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
The Knickerbocker by Delphius
Price was $2,307, price is now $1,477 per person
$1,477
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly B&B in Tampa. Enjoy free WiFi, free parking, and 3 meeting rooms. Popular attractions Tampa Riverwalk and Benchmark International Arena are located nearby.
Ocean Club Treasure Island Hotel
Price was $1,171, price is now $769 per person
$769
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
IRB Intercoastal
Price was $1,379, price is now $908 per person
$908
per person
Jan 26 - Jan 31
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this condo in Indian Shores. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions St. Petersburg - Clearwater Beaches and Smugglers Cove Adventure Golf 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, Jan 19 - Wed, Feb 3
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$209 Roundtrip, just found
$209
Roundtrip
just found
Tue, Jan 19 - Tue, Feb 2
LGA
LaGuardia
SRQ
Sarasota-Bradenton Intl.
$219 Roundtrip, just found
$219
Roundtrip
just found
Tue, Jan 5 - Tue, Jan 12
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$219 Roundtrip, just found
$219
Roundtrip
just found
Fri, Jan 1 - Wed, Jan 6
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$289 Roundtrip, found 1 hour ago
$289
Roundtrip
found 1 hour ago
Discover Other Travel Deals
- Siesta Key Beach Vacations
- Turtle Beach Vacations
- Crescent Beach Vacations
- Point of Rocks Vacations
- Safe Harbor Siesta Key Vacations
- Jim Neville Marine Preserve Vacations
- Siesta Key Farmers Market Vacations
- Siesta Key Beach Playground Vacations
- Gulf Intracoastal Waterway Vacations
- St. Boniface Episcopal Church Labyrinth 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
