Skip to main content
drinking beer at sports bar

Search Rentals

Search Real Estate

Siesta Key Nightlife, when the Sun is done but you are ready for fun!

Walking along the streets of the Siesta Key Village, you’ll find a variety of casual places to hang your hat. This tiny town packs a big punch for evening- activities. No car is required to get through this inviting community. Just a few block to stroll, if you start early you may even step into a few unique shops along the way, to bring home memorabilia or fashion item from your Holiday at the beach.

LeLu Coffee Lounge, Caffeine and Cocktails! Is a quaint eatery that starts a breakfast, where you can try their famous Coconut Mocha, then continues with lunch and into evening, with snack plates & entertainment. Show off your skills at Open Mike, or kick back to the soothing sounds of Jazz. Find a quiet corner to enjoy conversation with home made desserts, or scout the local art for sale. With full Liquor Bar, Beer, Boutique Wines, Champagne and Martinis. 5251 Ocean Blvd, Siesta Key, FL 34242.

The Beach Club, offers premiere live, local and national bands including some of the hottest DJ’s playing 7 nights week. Daily Happy hour, pub food, as well as special events. The Beach Club offers a huge dance floor, amazing lighting, to dance the night away. 5151 Ocean Blvd, Siesta Key, FL 34242

Siesta Key Oyster bar or SKOB is the hangout with the laid back, beachy atmosphere that will get you right into the Island Spirit. When you’re at SKOB you feel right at home, join the fun with live music, fresh oysters, frosty refreshments, imported or specialty beers and many other amazing delights along with neighborly  charm. 5238 Ocean Boulevard Sarasota, Fl 34242. Phone: 941-346-5443.

Pi 3.14, Craft Beer and Spirits~  A twist on the name, these Pizza Pies are everything you could possibly want. Stop in for unique Pizza, and stay for the live music. 5263 Ocean Blvd. Siesta Key, FL. Phone 941-346-1188.

Further south and closer to our Properties at Castel Del Mar, enjoy casual entertainment, live music and great food at these area establishments.

Captain Curts Oyster and Crab Bar~ stop by for great food and lively entertainment. From local bands, to Karaoke on occasion, check out their calendar of events. Enjoy the outdoor Sniki Tiki and the casual fun, making friends, and good memories. Also pinball and foosball for the game lovers. 1200 Old Stickney Point RD, Sarasota, FL, 34242 

Pub 32~Irish Gastropub has a unique selection of Irish entertainment, including Kilt night. They offer several events and a trivia night, and serve a wide variety of cuisine, click here for the menu. located at 8383 S. Tamiami Trail, Sarasota Fl 34238 Phone: 941-952-3070.

McCurdy’s Comedy Theatre in Sarasota is the place to go when you to go for a night out on the town. So when you come off the Siesta Key Sarasota beaches and looking for great entertainment look no further than  1923 Ringling Blvd.Sarasota, FL 34236. Phone: 941-925-3869.

One of my favorite things, was strolling along the bayside watching the city light up and the Unconditional Surrender statue, coming into view. It left me feeling romantic and glad to have a partner to share it with. From there we meandered through town finding several quaint establishments along the way.

So however you find your evening pleasure, from dancing to comedy, or hand in hand, you are have a lovely place to rest with your Beach Rentals vacation accommodations.

Let us know what your pleasure is and we will find the place that works best for you. Clearwater, Bradenton, Anna Maria Island, Siesta Key and more, to make your Holiday Special in a cottage, house, bungalow, villa or condo at www.beachrentalsnw.wpengine.com. How may we serve you? Phone us toll free at 844-206-6624, or email your questions to reservations@beachrentals.mobi