Southside Village Vacations from $365
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The Latest Southside Village Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $2,466, price is now $1,334 per person
$1,334
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
9.6/10 Exceptional! (294 reviews)
Great spacious room with updated amenities as well as a great white beach and amazing staff!
Reviewed on Dec 7, 2025
Where to stay in Southside Village
Find the best Southside Village areas and neighborhoods for the activities you enjoy most. Learn more about Southside Village
South Sarasota
While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.
Southside Village Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Dec 14 to Dec 15
$90 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (4,755 reviews)
Yes
Reviewed on Dec 11, 2025
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $166 total per night from Dec 14 to Dec 15
$166 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (5,136 reviews)
We had a wonderful time. The place was exactly what the pictures show. The pool was BEAUTIFUL! It was super close to the beach. We would come back for sure.
Reviewed on Dec 9, 2025
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $200 total per night from Dec 22 to Dec 23
$200 total
Dec 22 - Dec 23
Total with taxes and fees
9.4/10 Exceptional! (1,877 reviews)
Recently stayed for a work trip. The staff was lovely and helpful. The hotel has lovely touches (full bottles of water in the room), clean rooms, comfortable beds. Loved the convenience of a full restaurant right beside the hotel. Location was perfect.
Reviewed on Dec 7, 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 Southside Village
Lido Beach
4.5/5(1,225 reviews)
Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.
St. Armands Circle
4.5/5(1,234 reviews)
Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.
Mall at University Town Center
4.5/5(363 reviews)
You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.
Things to do
Anna Maria Island & Bradenton Beach Parasailing Tour
$99
per adult
HydroCats - 2 Hour CraigCat Sightseeing Tour
$146
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.