Explore Siesta Key

Home Of America's #1 Beach

Thinking Of Moving To Siesta Key? Here’s What You Should Know About Siesta Key Real Estate & Life In Paraside

Who wouldn’t want to call America’s number one beach home?! Siesta Key, a small barrier island off the coast of Sarasota, Florida is a fun and funky beach community that is sure to leave you speechless. Everything from the miles of pristine sugar sand that line the island to the jaw-dropping real estate are sure to make you feel like you’ve walked into a dream as soon as you set foot on Siesta Key. Every year, more and more people travel from around the globe to indulge in the world-class cuisine, breathtaking sunsets, and cool coastal culture that can only be found in Southwest Florida. It is no wonder why the locals love to brag that they live where everyone else vacations!


Here’s what you can expect to find when you buy a home on Siesta Key:

Siesta Key Population: 6,134:

Average Income Of Siesta Key Residents: $125,176

Average Home Value: $672,992

Most children living on Siesta Key attend OUT OF DOOR ACADEMY-UPPER SCHOOL.  

Watersports & Boating Rentals & Family Adventures on Siesta Key

Explore the many ways you can live, laugh, and love on Siesta Key.

Siesta Key Watersports

1536 Stickney Point Road

Sarasota, FL 34231

(941) 921-3030


The Most Fun for the Buck! We have Parasailing, Jet Ski Rentals, Boat Rentals, Private Boat Charters, Dolphin Tours and Sunset Tours with Free Beer! We have been in the business for 24 years with a perfect safety record, so you know you are going with a company that cares. Give us a call for info or to book the trip that is sure to be the “highlight” of your trip to Siesta Key


Siesta Sports Rentals

6551 Midnight Pass Road

Siesta Key, FL 34242

(941) 346-1797


Siesta Key’s #1 Fun Rental business since 1995 and Small Business Award Winner. Bikes for all the family including beach cruisers, Trek geared bikes, Kayak rentals, and Tours, Paddleboards, Scooters, Scootercars, Beach Wheelchairs, Chairs, Umbrellas, Strollers, Boogie/Skim Boards, Snorkeling. Pick up & Delivery available. Located in the middle of Southbridge Mall, 6551 Midnight Pass Rd.


CB’s Saltwater Outfitters – Boat Rentals & Fishing Charters

1249 Stickney Point Road

Siesta Key

Sarasota, FL 34242

(941) 349-4400


CB’s Saltwater Outfitters since 1959 is the largest on-the-water Bait & Tackle Shop that offers Siesta Key Boat Rentals, Fishing Charters, Fishing Tackle, clothing and sandals for everyone. CB’s Orvis Endorsed Outfitter shop & “Beach Boutique” on Siesta carries Columbia, Patagonia, Royal Robbins, Quiksilver, Life is Good, Simms & more. Sportswear for men and women & T-shirts for the whole family.


A Rodbender Fishing Charters

920 John Ringling Causeway

Sarasota, FL 34236

(941) 320-8171


Capt. Scott has been fishing the waters of Sarasota for the past 30 years as an avid saltwater sportsman. We have the best rates in town all year round. Bring the family out for a day of fun on the water. Ask about Offshore grouper and snapper fishing. Free video/photo CD with every trip to relive the memories! The goal is to create friendships and fishing experiences that will last a lifetime.


Siesta Key Jet Ski

1250 Stickney Point Road

Next to New Daiquiri Deck

Siesta Key, FL 34242

(941) 346-3000


Siesta Key’s largest Jet Ski business located next to the new Daiquiri Deck on Stickney Point Rd. New Yamaha VX Deluxe Jet Skis, rentals at great rates. Check our website for prices and regulations for renting. Our skis fit up to 3 people, rent for 1,2,3 or 4 hours or join a Jet Ski Tour $185 per ski, starting at 9 am or 4 pm (2 hours). Call today to reserve your exciting jet ski ride!


Kathleen D. Sailing Catamarans

Located at Marina Jack, Downtown Sarasota Harbour Square, LB Key Keyes Marina, Anna Maria Island

Sarasota, FL

(941) 896-6400


Welcome aboard the Suncoast’s premiere sailing catamarans with 4 vessels & locations in Sarasota/Siesta Key, Longboat Key, Cortez, and Anna Maria Island! Offering daily Sunset Sails, Dolphin Watches, and Adventure Sails which include swimming, shelling, and kayaking. Available for public, private and corporate charters, Kathleen D Sailing Catamarans are always, “The Perfect Getaway!”


Kayaking SRQ Tours & Rentals

Eco [email protected] Sperling Nature Park

190 Taft Drive

Lido Key, FL 34236

(941) 799-1863


Join one of our guides on a guided Eco Kayak Tour through the Exotic Mangrove Tunnels. You might even experience a close-up encounter with Manatees and Dolphins while out on your adventure. Sarasota Bay is full of fish, birds, shells, and beauty, where every day is a different adventure. Call today!


Siesta Key Family-Friendly Attractions


Sarasota Biplane Adventures

Positive RePercussions

Sarasota Kennel Club

Sarasota Jungle Gardens

Mote Marine Laboratory

Big Cat Habitat & Gulf Coast Sanctuary

Historic Spanish Point

Sun Ride Pedicab & Historic Tours

Marie Selby Botanical Gardens

Escape Countdown

Knockerballs N’ Ninjas

Smugglers Cove Adventure Golf

Painting with a Twist

Siesta Key Restaurants & Dining Options

Siesta Key is home to some spectacular restaurants!

Village Cafe

5133 Ocean Blvd.

Siesta Key, FL 34242

(941) 349-2822


The oldest breakfast and lunch Café on Siesta and the local’s favorite eatery for 23 years. Family owned and operated. Fresh fruits and vegetables, hand cut home fries and fresh cut burgers, healthy options or hearty quantities, lunch at 8 AM or breakfast at noon, traditionally cooked eggs, sweet potato pancakes and the best bacon in town! Beer, Wine, Mimosas, Bloody Marys; Indoor/Outdoor dining


Captain Curt’s Crab & Oyster Bar

1200 Old Stickney Point Road

Siesta Key, FL 34242

(941) 349-3885


Siesta Key’s most affordable kid-friendly seafood restaurant featuring “The World’s Best New England Clam Chowder”, winner of the Great Chowder Cook-off, also the best in crab legs, oysters & the finest fish. For the landlubber, we feature ribs & prime rib, along with burgers, dogs, etc. Check out our Backroom Saloon which features big screen TVs for sports & entertainment with karaoke Thurs-Sat.


Anna’s Restaurant & Deli

6535 Midnight Pass Road

Siesta Key, FL 34242

(941) 349-4888


Anna’s Restaurant and Deli is a Siesta Key tradition! Established in Siesta Village in 1971, it is the oldest eatery on Siesta Key. “The Surfer” sandwich is often referred to by our guests as “the sandwich that made Siesta Key famous!” Come in and experience why we win “Best Sandwich” awards in all the publications year after year! 2nd location in University Park.


Dutch Valley

6721 South Tamiami Trail

Sarasota, FL 34231

(941) 924-1770


Known by locals and tourists for good down-home cooking since 1979. Our promise to you: “To give every customer top-quality food with good and friendly service for very reasonable prices.” Open daily serving the best homestyle cooking in Sarasota. Diner atmosphere with over 100 menu items, breakfast served all day and several daily dinner specials. Open 7am-9am daily and holidays.


Mattison’s Forty-One

7275 S. Tamiami Trail

Sarasota, FL 34231

(941) 921-3400


Chef Paul Mattison invites you to enjoy spectacular dining at Mattison’s Forty-One. Experience comfortable elegance with a Mediterranean flair perfect for families or romantic dining. Menus feature fresh seafood, lamb, aged beef, duck and delicious desserts. Full bar, extensive wine list, and live music nightly. Experience what many already know when it comes to excellent dining in Sarasota.


The Lobster Pot

5157 Ocean Blvd.

Siesta Key, FL 34242

(941) 349-2323


“A little bit of Cape Cod on Siesta Key.” Dine inside or café Style on the patio. Come experience our fresh New England seafood at its best! Also, steaks, chops, and chicken. Lunch & dinner specials. Daily from 11:30 am to 9 pm, Fri. & Sat. till 9:30 pm. Open Sundays during the season. Beer & wine available. Children’s menu. All major credit cards accepted. Reservations for parties of 6 or more welcome.


Daiquiri Deck Raw Bar – Siesta Key Village

5250 Ocean Blvd

Siesta Key, FL 34242

(941) 346-1664


American and Caribbean Classics. Key West-style dining at Siesta Key’s hottest spot. Casual atmosphere for lunch, dinner and late night. Tropical salads, fresh seafood, burgers, oysters and a vegetarian menu. Twenty-five daiquiri flavors and full oyster and raw bar menu. Open Mon-Sun 11:00AM – 2:00AM


Siesta Key Oyster Bar

5238 Ocean Blvd.

Siesta Key, FL 34242

(941) 346-5443


Savor the island spirit at Siesta Key Oyster Bar! The locals call us SKOB and we’re famous for our oyster happy hour daily from 3 – 6 pm. Enjoy island-inspired dishes, fresh seafood, juicy burgers, cold beer, and tropical cocktails – and live music 7 days a week! Before or after a day at the best beach come to SKOB! Sun-Thurs 11 am to 12 am, Fri & Sat 11 am to 2 am, Sun. Brunch 9 to 11:45 am.


Turtles Restaurant

8875 Midnight Pass Rd.

Siesta Key, FL 34242

(941) 346-2207


Casual waterfront dining on South Siesta Key! Outdoor dining and banquet facilities available. Open for lunch & dinner 11:30 am daily, since 1986. Sunday brunch 10am-3pm, $9.99, with a free Bloody Mary or Mimosa. Happy Hour 3-6 pm with $2.99 bar appetizers. Early Bird Specials from $13.00.


The Grasshopper Mexican Restaurant & Bar

7253 South Tamiami Trail

Sarasota, FL 34231

(941) 923-3688


We are located 1 mile south of Stickney Point Road on South Tamiami Trail. The Grasshopper Mexican Restaurant & Bar started in 1971 and is still a family-operated local business. My Grandmothers secret; cook everything in small batches so you never jeopardize the Art-Form of what our food needs to taste like. Welcome to My Family’s Tradition of Tex-Mex Flavors and welcome to Sarasota, Florida.

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