Dine at nearby world-class restaurants, or spend your days shopping at the area’s best outlets. Visit some of the world’s finest beaches just moments away and relax in the Florida sun. So go ahead, start planning your next family adventure or business trip. A sunny and spectacular Siesta Key vacation awaits you.

Oct 4 - Apr 25, 2018 Phillippi Farmhouse Market

Phillippi Farmhouse Market returns for its 8th year on Wednesday, October 4th.

Oct 5 - Jul 29, 2018 Live Music at Sand Dollar Pool Bar

Join us outside every Friday, Saturday and Sunday for live music at the Sand Dollar Pool Bar every Friday, Saturday and Sunday.

Jan 20 - 21, 2018 Sarasota Seafood and Music Festivals

It's a winning pairing of local bands and local seafood in downtown Sarasota.

Feb 3, 2018 Bradenton Area River Regatta

Free event featuring boat races and fireworks on the Manatee River as well as numerous activities along Bradenton and Palmetto.

Feb 4 - 4, 2018 Sarasota Music Half-Marathon

The Sarasota Half Music Marathon returns for the 4th year.

Feb 9 - Mar 4, 2018 Circus Sarasota Returns

This year's circus honors 250 years of circus tradition.  For 20 years Circus Sarasota has been entertaining adults and children with their fabulous performances.  Matinee and night shows are available and tickets range from $15 to $55 per person.  Nathan Benderson Park, University Parkway and I-75

Feb 15 - 18, 2018 Thunder by the Bay

The Annual Thunder by the Bay Motorcycle Event returns and for the first time, is held at

Robart's Arena on Fruitville Rd.

Feb 22 - 25, 2018 Venice Italian Feast and Carnival

Stay hungry for four days of Italian food and family fun in a city with strong ties to its Old World namesake.

Feb 24 - 25, 2018 Siesta Key Craft Festival

Siesta Key is home to Sunny beaches with crystal-white, powdery sand that stretch for miles.  Shops from the chic and elegant to the hip and funky with all sorts of fashion and a diverse collection of restaurants and eateries. Join us at the 24th Annual Siesta Key Craft Festival and take in the sand and the sea along Ocean Boulevard and Beach Road as you discover wonderful creations from more than 100 crafters exhibiting and selling their work in an outdoor gallery.  From photography, paintings, sculpture, jewelry and more showcased from local and traveling crafters, your visit to Siesta Key is promised to be a feast for the senses. This spectacular weekend festival is not to be missed.

Mar 3, 2018 Suncoast Blues Festival

Blues music luminaries such as Monster Mike Welch and Mike Ledbetter will perform at Sarasota County Fairgrounds.

Apr 1, 2018 Sunrise Service at Siesta Beach

Easter Sunday Sunrise Service at Siesta Key Public Beach by pavilion at 6:30 AM.

Apr 13 - 22, 2018 Sarasota Film Festival

Celebrating its 20th anniversary this year, SFF has earned a strong, national reputation for bringing award-winning films and stars to Sarasota as well as partnering with the venerable Through Women's Eyes Film Festival.

Apr 13 - 15, 2018 Shark’s Tooth Festival

Carnival games, live music and plenty of fossilized teeth from the ocean's dedliest predator.

Apr 20 - 21, 2018 Suncoast BBQ and Bluegrass Bash

Southwest Florida's biggest BBQ and Bluegrass Bash returns to Venice Airport Festival Grounds with three top national bands performing.

Apr 21 - 22, 2018 Siesta Fiesta

Join us in Siesta Key Village this last weekend in April to peruse the largest arts and crafts show in our area all year.  Siesta Key Village on Ocean Blvd. Take Jonny's Original Free Ride from the hotel to avoid looking for a parking space.

Apr 27 - 29, 2018 FSRA Sweep Rowing Championships – April, 2018

2018 FSRA Sweep Rowing Championships held at Nathan Benderson Park is located just 10 miles from this Siesta Key Gateway property.    Reservations for your stay can be made by contacting our front desk: 800-930-4439.

May 5, 2018 Amateur Sand Sculpture Contest

Enter now to participate in one of the longest, running amateur competitions on Siesta Beach.  Hone your skills to participate in the competition during the Siesta Key Crystal Classic in November.

May 7, 2018 18th Annual Siesta Key Chamber Golf Tournament

Come and join the fun at TPC - a rare opportunity to play on this private members only course.  Your registration entitles you to lunch, dinner, golf balls and a round of golf on one of the most beautiful courses in our area.  Call Siesta Key Chamber for details - 941-349--3800.

Jun 1 - 14, 2018 Savor Sarasota June 1 – June 14

Nearly 80 restaurants are participating in the 12th annual Savor Sarasota Restaurant Week taking place June 1 – 14, 2018. Hosted by Visit Sarasota County, this culinary celebration began in 2005 and has grown to include many of Sarasota’s acclaimed restaurants. Throughout this year’s Savor Sarasota event, guests can enjoy $32 pre-fixe three-course dinner menus and multi course lunch menus for just $16, allowing diners a chance to sample eclectic offerings of Sarasota’s diverse cuisine.  See our blog for more details - click here.

Jun 5 - Aug 7, 2018 Kids Summer Beach Fun Runs

Every Tuesday evening, join the crowd for a fun run or walk from Siesta Beach to Point of Rocks.   Registration begins at 5:30 and race begins at 6:30.  Come join in on the fun!

Jul 4, 2018 4th of July Fireworks on Siesta Beach

Watch Siesta Beach and Zambelli light up the sky on the 4th of July at 9 PM.  Free to all.  A community event sponsored by the Siesta Key Chamber of Commerce.

Nov 9 - 12, 2018 8th Annual Siesta Key Crystal Classic

This spectacular festival, filled with so many things to do and see over the course of its 4 day life, comes alive on Friday, November 9th.

Nov 24 - 24, 2018 Siesta Key Light Up the Village

Join us in Siesta Key Village for this annual parade featuring the one and only Santa Claus.

Beach Shuttle Service

Jonny’s Original Free Ride provides shuttle service for hotel guests to all of Siesta Key including Turtle Beach and the Village. Make your arrangements with the front desk staff between 10am – 4pm.

Poolside Bar & Grill

Our latest addition is open seven days a week until 10pm with a daily happy hour from 3 – 6pm. Add to the nighttime ambiance with our beautiful fire pit, outdoor living area and renovated pool area.

100% Non-Smoking

One of our most-requested changes: you asked, we listened! Our property is now 100% non-smoking in all public areas. Rest easy knowing that the property is now completely smoke-free.

Association Discounts

We offer discounted rates for AAA/CAA and AARP members. Contact our front desk toll-free at (800) 930-4439 and ask for your special member rate. Member card must presented at check-in.