Gateway Vacation Packages
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Top Holiday Package Deals in Gateway
Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort
South Village
Price was CA $1,048, price is now CA $801 per person
CA $801
per person
May 25 - May 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Sarasota (SRQ)
9/10 Wonderful! (1,211 reviews)
Clean room. Perfect for the two of us. Just a short 2 block walk to beach.
Reviewed on Apr 1, 2026
Cedar Cove Resort and Cottages
Price was CA $3,709, price is now CA $2,082 per person
CA $2,082
per person
May 13 - May 20
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9.2/10 Wonderful! (494 reviews)
Loved our stay at the Cottages, intentional and attentive staff, quiet and semi secluded units on a busy island. Rooms were clean, fit the descriptions accurately and had everything we needed. The beach itself makes this the hidden gem. Walking up and down the rest of the beach we began to realize just how special our beach area was. Other beaches were crowded and small, but not Cedar Cove! One other note, our refrigerator was making a grinding noise, we notified management and within an hour they told us they would have a new one delivered and installed. Wow! Thanks and we will be back.
Reviewed on Apr 3, 2026
EVEN Hotel Sarasota-Lakewood Ranch by IHG
Price was CA $1,638, price is now CA $1,111 per person
CA $1,111
per person
Jun 18 - Jun 23
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Sarasota (SRQ)
8.4/10 Very Good! (1,011 reviews)
Great hotel to stay. Very clean and beautiful
Reviewed on Mar 24, 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was CA $2,493, price is now CA $1,702 per person
CA $1,702
per person
May 15 - May 18
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9.8/10 Exceptional! (320 reviews)
Unit was outstanding. Staff was very friendly. Cannot beat the location and service. Breakfast could use a little more variety. Excellent stay. Planning to return to SK and will stay here again.
Reviewed on Apr 3, 2026
Legacy Hotel at IMG Academy
Price was CA $1,185, price is now CA $882 per person
CA $882
per person
May 15 - May 19
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Sarasota (SRQ)
9/10 Wonderful! (975 reviews)
The breakfast I believe should be complimentary to all athletes competing at the academy. Coaches should at least be giving a half price voucher. Some of the morning service staff are not very pleasant also. Maybe with some positive changes as mentioned above will lesson confusion and help the staff have a more pleasant attitude towards athletes and coaches or guests period.
Reviewed on Mar 27, 2026
Where to stay in Gateway
Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
Venice Island
5 out of top 10 points of interest in this area
While visiting Venice Island, you might make a stop by sights like Venice Beach and Caspersen Beach.
Gateway Hotel Deals
Ramada by Wyndham Venice Hotel Venezia
425 Us Highway 41 Byp N Venice FL
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from May 3 to May 4
CA $166
CA $187 total
May 3 - May 4
includes taxes & fees
7/10 Good! (1,000 reviews)
Room was clean staff was nice we wish the pool and hot tub stayed open later
Reviewed on Apr 1, 2026
Motel 6 Venice, FL
281 US 41 Bypass North Venice FL
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Apr 5 to Apr 6
CA $119
CA $138 total
Apr 5 - Apr 6
includes taxes & fees
8.2/10 Very Good! (492 reviews)
The room was newly renovated. Clean
Reviewed on Apr 2, 2026
Hampton Inn & Suites Venice Bayside South Sarasota
881 Venetia Bay Blvd Venice FL
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from May 3 to May 4
CA $182
CA $205 total
May 3 - May 4
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Nice place to stay.
Reviewed on Mar 29, 2026
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.
Discover the most popular places to visit in Gateway
Venice Beach
If a restful vacation is part of your travel plans, Venice Beach might be the perfect place to seek out during your trip to Venice.
Caspersen Beach
If a restful vacation is part of your travel plans, Caspersen Beach might be the perfect place to seek out during your trip to Venice. Attend a sporting event in the area, or seek out the biking trails.
Venice Fishing Pier
After visiting Venice Fishing Pier, make a plan to see the other sights and activities in Venice. Stroll along the beautiful beaches in this family-friendly area, or check out its lively bars.
Things to do
Venice Clear Kayak Glass Bottom LED Night Tour
CA $96
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.