Gateway Vacations from $630
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The Latest Gateway Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort
South Village
Save 100% on your flight
Price was $985, price is now $630 per person
$630
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9/10 Wonderful! (1,143 reviews)
Very good stay, clean, safe, and steps from the beach
Reviewed on Oct 25, 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was $2,479, price is now $1,292 per person
$1,292
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
9.6/10 Exceptional! (292 reviews)
Really loved our stay! We had a 3 bedroom apartment with plenty of space and modern amenities. 3 gorgeous walk in showers, enormous bathtub. The complimentary breakfast was very useful with small children. Pool and beach access were great. Complimentary paddle boards and kayaks made it really fun. Location is nice as there is a Breeze shuttle stop at the end of the road but the property itself is in a very quiet location. The sunset was fabulous. We will be back!
Reviewed on Oct 25, 2025
Landing Apartments near North Fort Myers
Hancock
Save 100% on your flight
Price was $1,663, price is now $1,003 per person
$1,003
per person
Jan 12 - Jan 19
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Punta Gorda Airport (PGD)
9.4/10 Exceptional! (40 reviews)
The kitchen was fully equipped for cooking. Safe parking. Bed blankets and pillows were excellent.
Reviewed on Nov 3, 2025
Tropic Isle at Anna Maria Island Inn
Save 100% on your flight
Price was $1,588, price is now $1,007 per person
$1,007
per person
Dec 10 - Dec 16
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
8.8/10 Excellent! (594 reviews)
Free trolly that goes around island - the stop was right across the street. Only thing was we were in the more expensive set of buildings but the only pool was a distance away. Very clean and great staff.
Reviewed on Oct 30, 2025
Where to stay in Gateway
Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
South Venice
4/5(16 area reviews)
While visiting South Venice, you might make a stop by sights like Venice Area Audubon Society and Jacaranda West Country Club.
Gateway Hotel Deals
Motel 6 Venice, FL
281 US 41 Bypass North, Venice, FL
Fully refundableReserve now, pay when you stay
The price is $63 total per night from Nov 9 to Nov 10
$63 total
per night
Nov 9 - Nov 10
8.4/10 Very Good! (325 reviews)
Clean room, i should have asked for the first floor, but didn't. Staff seemed nice
Reviewed on Oct 29, 2025
Ramada by Wyndham Venice Hotel Venezia
425 Us Highway 41 Byp N, Venice, FL
Fully refundableReserve now, pay when you stay
The price is $112 total per night from Nov 9 to Nov 10
$112 total
per night
Nov 9 - Nov 10
7/10 Good! (1,009 reviews)
Friendly staff, great food
Reviewed on Oct 30, 2025
Hampton Inn & Suites Venice Bayside South Sarasota
881 Venetia Bay Blvd, Venice, FL
Fully refundableReserve now, pay when you stay
The price is $135 total per night from Nov 12 to Nov 13
$135 total
per night
Nov 12 - Nov 13
8.8/10 Excellent! (1,005 reviews)
Room was clean and spacious.
Reviewed on Oct 30, 2025
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
4.5/5(862 reviews)
Beachside bliss awaits at a Florida coastal gem where you can swim, fish and hunt for ancient fossils in the sand and beneath the waves.
Caspersen Beach
4.5/5(89 reviews)
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.
Manasota Beach
4.5/5(200 reviews)
Why not spend a carefree afternoon at Manasota Beach during your travels in Venice Island? Discover the sunsets while you're in the area.
Things to do
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
$55
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.