Name: Carlisle Inn
Price range: ₩185,018
Rating: 10

Southside Village Hotel Deals

Kompose Boutique Hotel

965 University Pkwy Sarasota FL

₩48,957

₩84,587 total

Oct 7 - Oct 8

includes taxes & fees

Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...

9.2/10 Wonderful! (6,011 reviews)

"First I would like to Julio at the front desk, he was fantastic in handling any and all questions we had!!! Breakfast was fabulous!! Room was clean Never an issue to ask for anything!!! Staff in breakfast area were great. Amenities such as pool and Jacuzzi were excellent"

Reviewed on Sep 16, 2026

Compass Hotel by Margaritaville Anna Maria Sound

12324 Manatee Avenue West Bradenton FL

₩169,944

₩230,543 total

Oct 12 - Oct 13

includes taxes & fees

Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...

9.4/10 Exceptional! (2,575 reviews)

"Bonito lugar para una visita en pareja!"

Reviewed on Sep 16, 2026

Tropical Beach Resorts

6717 Sara Sea Circle Siesta Key FL

Fully refundable

₩184,218

₩243,591 total

Sep 27 - Sep 28

includes taxes & fees

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 ...

9.4/10 Exceptional! (5,883 reviews)

"Very nice old Florida hotel Staff wonderful Pool and beach close Exterior could use some work but room beautiful"

Reviewed on Sep 16, 2026

The Westin Sarasota

100 Marina View Drive Sarasota FL

₩195,803

₩255,143 total

Sep 20 - Sep 21

includes taxes & fees

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 ...

Siesta Key Beach Resort and Suites

5311 Ocean Blvd Siesta Key FL

₩188,745

₩289,513 total

Sep 20 - Sep 21

includes taxes & fees

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. ...

9.2/10 Wonderful! (1,183 reviews)

"The room and pool area were very clean. I appreciated the amenities like beach chairs and cooler to take to the beach. Will stay here again."

Reviewed on Sep 16, 2026

Carlisle Inn

3727 Bahia Vista Sarasota FL

₩185,018

₩209,071 total

Oct 11 - Oct 12

includes taxes & fees

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 ...

10/10 Exceptional! (2,480 reviews)

"I have no complaints or concerns about this facility. Excellent on every front. The details are the focus of their work."

Reviewed on Sep 16, 2026

See all 14,231 properties in Southside Village

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.

Where to stay in Southside Village

Find the best Southside Village areas and neighborhoods for the activities you enjoy most.

A beach lifeguard tower with a flag, a rescue sign, and people walking on the sand.

Lido Key

Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.

See properties

A cityscape with a mix of modern and historic buildings, palm trees, and a cloudy sky.

South Sarasota

Though South Sarasota might not have many top sights, you can venture to the surrounding area to see attractions like Siesta Key Beach and The Landings.

A theater with a sign reading "Florida Studio Theatre" and a smaller sign for "Wednesday's Child Now Playing".

Central Sarasota

Gardens, art galleries, and theaters are some highlights of Central Sarasota. Make a stop by Sarasota Opera House or Marina Jack while you're exploring.