Southside Village Vacations from $278
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The Latest Southside Village Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Casey Key Resorts - Mainland
Save 100% on your flight
Price was $491, price is now $278 per person
$278
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
8.6/10 Excellent! (1,039 reviews)
Kids lived the chocolate chip Pancakes and I had a couple different meals all delicious and the staff was amazing. Back soon. Thanks everyone
Reviewed on Nov 3, 2025
The Avalon Club
Price was $1,769, price is now $905 per person
$905
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (466 reviews)
Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc…
Reviewed on Oct 15, 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $1,693, price is now $944 per person
$944
per person
Jan 20 - Jan 23
found 23 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
Kompose Boutique Hotel
Save 100% on your flight
Price was $942, price is now $535 per person
$535
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (4,474 reviews)
Hotel and room were clean. However, they added an extra charge. They charge for parking
Reviewed on Nov 4, 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
$87 nightly
The price is $98 total per night from Nov 16 to Nov 17
$98 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (4,584 reviews)
Staff is professional and courteous, the rooms are always clean and the gated lot is always secure. It’s my first choice for staying in Sarasota
Reviewed on Nov 5, 2025
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $204 total per night from Nov 9 to Nov 10
$204 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (5,071 reviews)
We cannot express enough how much we love staying at Tropical Beach Resorts The rooms are fantastic, staff is welcoming, friendly, and helpful.
Reviewed on Nov 2, 2025
Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $129 total per night from Nov 12 to Nov 13
$129 total
Nov 12 - Nov 13
Total with taxes and fees
8.2/10 Very Good! (1,811 reviews)
Room was good, although the property had some safety issues
Reviewed on Nov 3, 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.
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.
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.
Things to do
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
$55
per adult
90% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
$65
per adult
74% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
$99
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.