Gateway Vacation Packages for 2026

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Top Hotel Deals

Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia

3.5 out of 5
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

Hampton Inn & Suites Venice Bayside South Sarasota

2.5 out of 5
881 Venetia Bay Blvd Venice FL
1.36 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 ...
Motel 6 Venice, FL

Motel 6 Venice, FL

2 out of 5
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 ...
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
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 ...
Lido Beach Resort

Lido Beach Resort

4 out of 5
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 ...
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
18.84 km from Gateway
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Westin Sarasota

The Westin Sarasota

4 out of 5
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 ...
Embassy Suites by Hilton Sarasota, FL

Embassy Suites by Hilton Sarasota, FL

3.5 out of 5
202 North Tamiami Trail Sarasota FL
28.43 km from Gateway
Book a stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our ...
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd Siesta Key FL
22.81 km from Gateway
Stay at this resort in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Carlisle Inn

Carlisle Inn

3.5 out of 5
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 ...
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
23.13 km from Gateway
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

4 out of 5
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 ...
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

5 out of 5
1111 Ritz Carlton Dr Sarasota FL
28.4 km from Gateway
Book a stay at this luxury hotel in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Azul Resort Siesta Key

Azul Resort Siesta Key

3 out of 5
1105 Point of Rocks Rd Siesta Key FL
18.7 km from Gateway
Book a stay at this beach hotel in Siesta Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Turtle Beach and Siesta Key Beach are located ...
Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key

3 out of 5
5690 Honore Ave Sarasota FL
19.04 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 ...
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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.

Delta
Fri, Jul 31 - Sun, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
SRQ
Sarasota-Bradenton Intl.
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Jul 31 from Hartsfield-Jackson Atlanta Intl. to Sarasota-Bradenton Intl., returning Sun, Aug 16, priced at $199 found 2 days ago
American Airlines
Wed, Jul 29 - Wed, Aug 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jul 29 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 5, priced at $217 found 4 days ago
United
Tue, Sep 22 - Tue, Sep 29
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select United flight, departing Tue, Sep 22 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Tue, Sep 29, priced at $217 found 4 days ago
JetBlue Airways
Thu, Jul 23 - Fri, Jul 31
JFK
John F. Kennedy Intl.
SRQ
Sarasota-Bradenton Intl.
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Jul 23 from John F. Kennedy Intl. to Sarasota-Bradenton Intl., returning Fri, Jul 31, priced at $267 found 3 days ago
Southwest Airlines
Wed, Jul 29 - Wed, Aug 5
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$317 Roundtrip, found 4 days ago
$317
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Jul 29 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Aug 5, priced at $317 found 4 days ago