Gateway Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Gateway Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Weathered The Storm
Price was $492, price is now $351 per person
$351
per person
Jan 16 - Jan 20
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Book a stay at this beach houseboat in Bradenton. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
Sleeps 6 Hot Tub Fenced Yard Cozy Chic
Town 'n' Country
Save 100% on your flight
Price was $891, price is now $532 per person
$532
per person
Jan 16 - Jan 20
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Bali Hai Beachfront Resort and Spa
Save 100% on your flight
Price was $1,898, price is now $1,247 per person
$1,247
per person
Jan 16 - Jan 20
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Hotel Tampa Riverwalk
Downtown Tampa
Save 100% on your flight
Price was $1,070, price is now $772 per person
$772
per person
Jan 16 - Jan 20
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $1,578, price is now $1,203 per person
$1,203
per person
Jan 16 - Jan 20
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Cambria Hotel Tampa-Brandon
Save 100% on your flight
Price was $920, price is now $703 per person
$703
per person
Jan 16 - Jan 20
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seminole Hard Rock Casino Tampa and Florida State Fairgrounds are located nearby.
Top Hotel Deals
Motel 6 Venice, FL
281 US 41 Bypass North Venice FL
0.47 km from Gateway
Stay at this motel in Venice. Enjoy free WiFi, free parking, and 10 beach bars. Our guests praise the helpful staff in our reviews. Popular attractions Venice ...
Ramada by Wyndham Venice Hotel Venezia
425 Us Highway 41 Byp N Venice FL
0.51 km from Gateway
Book a stay at this business-friendly hotel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the helpful staff in our ...
Hampton Inn & Suites Venice Bayside South Sarasota
881 Venetia Bay Blvd Venice FL
1.31 km from Gateway
Book a stay at this business-friendly hotel in Venice. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
18.88 km from Gateway
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff in ...
Carlisle Inn
3727 Bahia Vista Sarasota FL
25.24 km from Gateway
Stay at this hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Hibiscus Suites - Gateway to Siesta Key
1735 Stickney Point Rd Sarasota FL
19.48 km from Gateway
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
26.9 km from Gateway
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
The Westin Sarasota
100 Marina View Drive Sarasota FL
28.27 km from Gateway
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 ...
Holiday Inn Express Sarasota East - I-75 by IHG
5730 Gantt Road Sarasota FL
18.86 km from Gateway
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
18.78 km from Gateway
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 ...
Art Ovation Hotel, Autograph Collection
1255 North Palm Avenue Sarasota FL
28.19 km from Gateway
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the ...
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
19.39 km from Gateway
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Ameniti Bay, BW Signature Collection
5985 Brookhill Boulevard, 5985 Sarasota FL
26.28 km from Gateway
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Feb 22 - Fri, Mar 6
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Fri, Jan 9 - Sat, Jan 24
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Tue, Jan 6 - Tue, Jan 27
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$167 Roundtrip, found 23 hours ago
$167
Roundtrip
found 23 hours ago
Tue, Jan 6 - Tue, Jan 27
EWR
Newark Liberty Intl. Airport
SRQ
Sarasota-Bradenton Intl.
$188 Roundtrip, found 23 hours ago
$188
Roundtrip
found 23 hours ago
Mon, Mar 16 - Fri, Mar 20
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago