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Sometimes the first snowfall of the year is absolutely magical. Other times, it’s the sign that it’s time to book a trip somewhere warm and sunny. When you’re an adventurer that prefers to leave snowy getaways to others and likes to focus on the sand, sun, and emerald waves, then booking a winter trip to Siesta Key, Florida is a fantastic choice this year. Planning a fun, refreshing, and exciting getaway to Siesta Key in the heart of winter isn’t hard to do. This part of the state enjoys year-round sunshine and wonderful weather with the winter boasting daily temperatures in the mid-70s. For travelers, this means summer-inspired activities can be enjoyed well into January, February, and beyond. When you’re looking for some top winter adventures to round out your itinerary, the following are just a few of many winter in Siesta Key options to enjoy.

Check Out Sunset Beach

When you can’t wait to spend plenty of time outside and have a heart for sun-soaked moments, enjoying time at Sunset Beach is a must. This vibrant stop tops many beach hoppers’ lists and is known for its chalk-white sands just as much as its boardwalk. Whether it’s a stroll along the sand, time in the water or an afternoon of sunbathing that has you excited, Sunset Beach is a welcoming and scenic place to enjoy it all. As an added bonus, this beach sits within proximity to a number of restaurants and bars for times when you prefer to follow up your beach moments with a side of something savory.

Siesta Key Beach Playground & Pavilion

While Sunset Beach is a great option for adults looking to balance out flavor and beach fun, those that are traveling to Siesta Key with little ones in the winter and needing a place with options for all ages will love swinging by Siesta Key Beach during their stay. Situated just off Beach Road, Siesta Key Beach is a beautiful locale for those that love to linger on the shoreline. It also includes access to a fun playground for little ones with a need to burn off some excess energy! At Siesta Key Beach, kids can be creative with their imaginations while adults soak up the sun. Nobody ever has to be far from one another to make the most of a fun afternoon. Siesta Key Beach also hosts a large pavilion if you’re planning on packing a picnic lunch for the journey. Be sure to pack your snorkel gear as the waves at Siesta Key Beach beckon to families to hop in and explore under the waves together as well.

Siesta Key Fishing Charters

On-the-sand fun is plentiful for the winter traveler to Siesta Key, but there’s something exceptional about time spent on the water. Those that are looking to enjoy a guided angling experience can find exactly what they’ve been searching for with Siesta Key Fishing Charters. Headquartered in Sarasota, Siesta Key Fishing Charters serves the greater Siesta Key area and offers up customized tours for new anglers and experienced guests alike. You’ll hop on board quality vessels that are already stocked up with the gear you’ll need for an amazing day on the waves. The waters that surround this area are home to everything from yellowtail and porgys to grouper depending on what you’re hoping to reel in. For those interested in balancing out their angling experience with sightseeing, Siesta Key Fishing Charters also offers dolphin spotting tours.

Siesta Key Bike and Kayak LLC

While time spent sunbathing on the beach and exploring the waves are both exciting for visitors to Siesta Key, this is a destination that’s often best enjoyed on two wheels! When you can’t wait to discover new landmarks at your own pace, the professionals at Siesta Key Bike & Kayak LLC are happy to help get you paired up with just the right bike rental to make the most of a day on the sandy trails. Located off Old Stickney Point Road in Sarasota, Siesta Key Bike and Kayak LLC is a one-stop-shop for all things Siesta Key cycling. This company offers up traditional bike rentals as well as electric bike options upon request. Looking for even more? Siesta Key Bike and Kayak LLC provides rental options for kayaks, stand up paddleboards, and scooters if you’re hoping to take things at a faster clip. Kayak eco-tours are also readily available upon request for those guests looking pair time on the trails with time exploring mangrove tunnels alongside a knowledgeable and friendly guide.

Book a Trip in Winter in Siesta Key Today!

No matter what season you plan your trip to Siesta Key, the team at Rent Siesta Key is happy to help take care of all of your accommodation needs. Be sure to reach out today to learn more about our many vacation rental properties in the area and to begin planning your next sunny, Florida adventure!

Florida’s year-round sun and warmth is what makes it the ideal getaway no matter what time of year you’re looking to visit. With air temperatures in the mid-50s to mid-70s and water temps from the high 50s to mid-60s, some may want a little extra warm up. There are several Siesta Key restaurants that can help with hot food for any meal.

Daiquiri Deck

Known for frozen daiquiris in a wide range of flavors, they also have plenty of tasty dishes to keep you warm on your winter break. For a taste of the sea, try the sea shrimp & scallop skewers – two skewers loaded with jumbo Gulf Shrimp and sea scallops, then grilled and served over rice with Cajun or Jerk seasoning. Take an adventure in eating and order the seafood mac & cheese – lobster, shrimp, and crab tossed in a white cheddar cheese sauce mixed with white wine sauce, macaroni pasta, and topped with bread crumbs. Land lovers will enjoy stuffed skirt steak – a tender and juicy roasted skirt steak stuffed with fresh spinach and smoke gouda and served with roasted potatoes and asparagus. For some handheld warmth, try the sirloin steak sandwich – a six-ounce sirloin cooked to order and crowned with caramelized onions and mozzarella cheese on ciabatta bread, or grab a short rib grilled cheese – slow-braised short ribs prepared Jamaican style, topped with smoked gouda, and served on toasted white break with a side of orange marmalade. Carry-out, dine-in, and delivery options available and operating for their regular full-service schedule of 11 a.m. to midnight.

Toasted Mango Cafe

Warm up and fuel up for the day ahead with a warm breakfast at Toasted Mango Cafe. Enjoy favorites like eggs Benedict – served in a variety of styles from veggie (black bean veggie with avocado), traditional, or smoked salmon. Go for a Gulfside omelet with seasoned Bluefin crabmeat, Gulf shrimp, spinach, tomato, and Jack cheese, or the Farmhouse omelet with fresh kale, sweet corn, zesty breakfast sausage and pepper jack cheese. Choose from a range of waffles from Belgian, fruit-topped, or the house special: a Belgian waffle topped with fresh mango, toasted coconut, and real whipped cream. Stick to the traditional with French toast or tickle your taste buds with apple walnut pancakes or banana granola pancakes. Dine-in or carry-out is available.

City Pizza Bar & Grill

Whether it’s pizza or pasta, Italian food often fills and warms all at once. On Siesta Key, find pizza and other traditional Italian fare at City Pizza Bar & Grill. For a taste of the seaside, enjoy mussels marinara with spaghetti, or deep sea calamari with your choice of pastas. Warm up with Italian classics like lasagna, meat or cheese ravioli, or baked ziti. For something other than pasta, try a calzone, a hot sub like the meatball parmigiana, or their half-pound hamburger. If you came for the pie, choose from standard toppings like Italian sausage, green peppers, or pineapple. Try something a little different and add a specialty topping like clams, shrimp, or eggplant, or try a specialty pizza like the Black Pearl Seafood Pizza (shrimp, clams, spinach, tomatoes, black olives) or the White Pizza – a blend of ricotta, mozzarella, and provolone cheeses with no sauce. Delivery, dine-in, or carry-out options are available.

Pride of the South BBQ

Take a quick jaunt to Sarasota for the mouth-watering, soul-warming, BBQ flavors served up at Pride of the South BBQ. All of their meats are smoked fresh daily and smothered in your choice of their specialty barbecue sauces. Choose a pulled pork, smoked turkey, brisket, or meatloaf sandwich. Lick the sauce off your fingers after a half-slab or full-slab of spare ribs, or a half-rack or full-rack of baby back ribs. Poultry lovers will enjoy a full pound of turkey or a whole or half chicken. Their BBQ meatloaf comes in three sizes – ¼, ½, or full pound. Make any of these meats into a “plate” by adding your choice of two side dishes. The kids won’t go hungry either, with a kid-size pulled pork sandwich or chicken tenders accompanied by a side and drink. The whole menu is available for dine-in, carry-out, or delivery.

Hot Winter Meals on Siesta Key

The area is dotted with places to grab a hot winter meal when you don’t want to cook on vacation. If you’re a home chef who can’t resist the temptation to cook, even on vacation, a vacation rental by Rent Siesta Key is the place for you. You’ll enjoy the comforts of home, like a fully equipped kitchen ready to handle your next culinary masterpiece, in-unit washer/dryers, large bedrooms and living spaces to sprawl out and relax, and private outdoor spaces like patios or balconies. We have one-bedrooms for a more intimate experience for you and your small group, all the way up to six-bedroom units to accommodate your family or group reunion.

Choose a premium unit for upgrades like stainless steel high-end appliances, flat screen TVs, hardwood floors and more. Ask us about select rentals that allow your furry friend to have the vacation of a lifetime too.

Contact us today to book your stay where you’ll make memories to last until you come back and beyond!

Every year comes with its share of ups and downs, but it’s fair to say that 2020 has left people the world-over longing for a change. The many stresses and worries of the past 12 months have undeniably left fatigue in their wake, often paired with a need to get out of homes and back out into the world in some capacity. With New Year’s just around the corner, it’s highly likely that everyone is looking forward to leaving the past year behind and looking forward with hope to something new. When part of what’s keeping you down is your familiar accommodations, maybe a trip somewhere sunny and welcoming is just what you need to get that new 2021 perspective firmly in place, like a vacation on Siesta Key New Years Eve. When you’re a traveler who can’t wait to explore once again, New Year’s is the time to do it and Siesta Key is the ultimate destination.

An Ideal Siesta Key New Years Eve Getaway

As scenic as it is welcoming, Siesta Key is a beautiful barrier island situated in the Gulf of Mexico that’s within proximity to Sarasota. This alluring locale is loved by travelers from near and far for its chalk-white beaches, emerald waves, and plenty of options for fun. In the year 2021, it will be more important than ever before to find vacation destinations where social distancing can be practiced, but loved ones remain close. There’s no better time to put this travel philosophy into place than over New Year’s this year and while you’re here, consider adding the following fun activities to your itinerary too!

Explore Siesta Key Village

If you’re a traveler that finds their getaway vibe most easily when surrounded by vibrant shops, exciting storefronts, and a variety of savor restaurants, bars, and cafes, then beginning your New Year’s holiday in Siesta Key Village is bound to inspire. Siesta Key Village is brimming over with options for fun but comes with the added benefit of being only a couple of city blocks in total, making it a comprehensive place to explore without being overwhelming. The area is home to just over 100 stores, shops, and points of interest and is known for its dynamic nightlife scene when the sun goes down.

Spend Time at Turtle Beach

The southern end of Siesta Key is home to Turtle Beach—an iconic toes-in-the-sand stop for those that plan on creating a stay that revolves around time under the sun! Turtle Beach is a great choice to add to your New Year’s getaway itinerary when you’re looking to get out on the water as it hosts plenty of convenient boat ramps to use. It’s also a scenic destination where a picnic lunch can be enjoyed with family and friends. Pack up your favorites savory items and settle into a seaside picnic table for a one of a kind fresh-air Florida meal. Much like the name indicates, Turtle Beach is also a fun destination for those with a heart for wildlife. It’s a great place to see sea turtles throughout the year.

Soak Up the Sun at Crescent Beach

If you’re truly dedicated to sunbathing your way through the New Year’s holiday, then Crescent Beach should be on your list of must-visit destinations. This is an ideal locale for those that can’t wait to settle into their lounger and watch the waves roll in with coastal style. Whether you’re headed this way with family or friends, the waters that lap the shoreline of Crescent Beach make for an inviting place to follow up time under the sun with a swim. For those that are more inclined to seek out sensational natural landmarks during their holiday visit, Crescent Beach also works as an access point to the iconic Point of Rocks. This area is made up of one of a kind limestone outcroppings. Collectively, the stones create a natural surrounding for coral reefs and tidal pools that are sure to fascinate. If you happen to be a photographer, this destination is particularly appealing on film!

Book an Adventure with Siesta Key Watersports

When you’re hoping to pick up the pace this New Year’s, partnering with the team at Siesta Key Watersports will help you accomplish exactly that. This premier provider of all things outdoor fun can help visitors book everything from parasailing adventure to waterskiing journeys. For guided experiences, make the most of their dolphin-spotting cruises while renting a jet ski for the day is bound to be a delight as well!

Book Today

There’s no reason to wait when you’re ready to enjoy the fun of a Siesta Key getaway over New Year’s. When your travel plans bring you this way, the team at Rent Siesta Key is ready to help you find just the right accommodations to match your exciting getaway experience! Reach out today to learn more about our many properties and to begin planning.

Sarasota Oktoberfest

October 16-18, 2020

JD Hamel Park at Gulfstream and Main Street, Sarasota, FL
Friday 4pm-10pm, Saturday 11am-10pm and Sunday 11am-6pm
Free Admission

Join us for the 3rd Annual Sarasota Oktoberfest in beautiful downtown Sarasota in JD Hamel Park at Gulfstream and Main Street, brought to you by Paragon Festivals, with the Sarasota Downtown Merchants Association and their special guest the Humane Society of Sarasota County. You will be able to stuff yourself with smoked sausages, roasted meats, sauerkraut, cabbage, and pretzels while enjoying authentic German music and dancers and live music performances in rock, soul, big band, R&B and more!

Between performances shop the Marketplace of arts, crafts and select fine products and services.

The Humane Society will have their “Big Mac” mobile adoption center onsite. Please take a few moments to stop by and say “Hi” to the dedicated staff and meet their extended family of friends awaiting adoption. Find a new companion and lend support to a wonderful and compassionate organization.

Map, Directions & Parking

Driving Directions

GPS Address: JD Hamel Park, Gulfstream & Main Street, Sarasota, FL

1) from St. Armands Circle: take John Ringling Blvd (SR-789) across Rt. 41 to the intersection of Cocoanut and Gulfstream (~4 minutes / 2.33 miles). The Oktoberfest festival is in JD Hamel Park, directly ahead of you starting at Main Street and proceeding south.

2) from North or South of downtown Sarasota: take Rt. 41 towards Marina Plaza/Main Street. Turn east on Main Street and continue on Main Street to Gulfstream. The Oktoberfest festival is in JD Hamel Park on your right.

Parking Information

The Palm Avenue Garage (1289 Palm Avenue)

Garage parking is available at the award-winning Palm Avenue Garage, located one block from Main Street on North Palm Avenue, only steps away from Five Points intersection in downtown Sarasota. The Palm Avenue Garage is a newly designed and LEED Certified facility utilizing the latest technology in equipment and design. The garage has spaces for 729 vehicles with handicap parking located on each floor close to the elevators. The city provides four reserved electric car-charging stations on the ground floor. The Palm Avenue parking garage is a perfect location to park short or long-term visits to downtown Sarasota.

State Street Garage (1538 State Street)

The parking garage bi-lateral entrance and exit points will provide excellent access from both State Street and Ringling Blvd. Parking spaces are located on levels 2 through 6, with motorcycle, bicycle and handicap van access on the ground floor. With downtown parking demands so high, parking time limits will ensure there is always a parking space available in either the 2-hour parking “shopper zone”, or the 4-hour time restricted area on levels 4 through 6.

2nd Street Garage (1400 Block of 2nd Street)

The 2nd Street Garage is located between First and Second streets, directly across from Whole Foods. Ground floor parking is intended for customers of Whole Foods, while the second and third levels of the garage are open to the public (except where posted). The public parking access ramp is located on Second Street, near the corner of Central Avenue. There are time restrictions in the facility that are monitored by the City Parking Division and for which citations are issued for time violations. The time restrictions are as follows:

Ground level: 2 hours Levels 2 and 3: 4 hours

 

(Click Here For More Information)

Siesta Key Fishing Spots

Siesta Key offers exceptional year-round fishing for a variety of species due to our sub-tropical climate, variety of habitats and interconnected waterways originating from the steams and rivers of three surrounding counties (Charlotte, Manatee and Sarasota).

Whether fishing from a beach, boat, bridge, drift or pier, Sarasota and Siesta Key provide unlimited opportunities for anglers of any age or skill level, with plenty of Bass, Catfish and other species to be found in area fresh waters. Jack, Snook and Tarpon abound in the brackish waters where freshwater meets saltwater, while area saltwater provides a home to a variety of fish including Drum, Grouper, Mackerel, Snapper, Trout and many other saltwater species.

So many fish species abound the area, including Blue Fish, Cobia, Flounder, Grouper, Jack Crevalle, Kingfish, Lady Fish, Mangrove Snapper, Pompano, Red Fish, Sharks (Bonnet Head, Hammerhead, Nurse), Sheepshead, Snapper, Snook, Spanish Mackerel, Tarpon, Trout, and Whiting.

Fishing Licenses

A recreational saltwater fishing license is required for residents and nonresidents to take or attempt to take saltwater fish, crabs, clams, marine plants or other saltwater organisms (other than non-living seashells and lion fish with certain gear).

Licenses for Fresh Water fishing and Salt Water fishing can be picked up at local bait shops and sporting goods stores, some marinas and hardware stores, and online at the Florida Fish and Wildlife Conservation Commission.

BIG PASS

Big Pass is a long and narrow inlet which separates Lido Key (to the north) from Siesta Key, and is accessible via boat or the Shell Beach public beach access. The smooth, rocky bottom of Big Pass is known as a great place to fish for Flounder, Grouper, Jacks, Ladyfish, Sheepshead, Snapper and Snook, among other fish species. Live baits including Whitebait and Shrimp are good bets for this area, as well as jigs and spoons for those who prefer artificial bait.

The Shell Beach public beach access is family-friendly and offers some parking, trash and recycle receptacles, a bench, and beach for swimming. (See our Blog for more information on Siesta Key Public Beach Access locations)

BLIND PASS / TURTLE BEACH LAGOON

Blind Pass, or Turtle Beach Lagoon, is located on the south end of Siesta Key in the Turtle Beach Park, and connects to Little Sarasota Bay. Located near the Neville Marine Preserve, it offers some of the best Blue Fish and Mackerel fishing on the island and provides anglers a choice of fishing the lagoon via pier or seawall or, on calmer days, fishing the surf can yield great action.

This park offers plenty of parking, a boat ramp, and other amenities including restrooms, playground, a nice beach for swimming, picnic tables, and grills for outdoor cooking.

LITTLE SARASOTA BAY

Little Sarasota Bay separates the south end of Siesta Key from the mainland and is primarily accessible via boat. This area is comprised of creeks, docks and many grass beds which attract a variety of species including Ladyfish, Pompano and Trout. Oyster bars also populate the area, providing a haven for Jacks, Reds, Snook and Trout, particularly during the cooler weather of Winter and Spring seasons. Flounder, Redfish and Sheepshead are also caught regularly in this habitat.

NORTH BRIDGE at SIESTA DRIVE

The northern bridge from Sarasota to Siesta Key (on Siesta Drive) is a popular fishing destination due to the variety of angling options, great views of the bay, and adequate parking. A portable restroom is located at Bay Island Park as you cross the bridge to Siesta Key.

Whether fishing from watercraft, the seawalls on either end of the bridge, the bridge itself, or the northern tidal flat, this location offers a variety of structure-seeking fish species including Grouper, Ladyfish, Pompano, Sea Bass, Snapper, Snook, and Trout. Best fishing times coincide with the tides early in the morning, and later in the afternoon or evening.

OLD MIDNIGHT PASS at PALMER POINT

Anglers with an advanced skill set will enjoy fishing for Cobia, Flounder, Grouper, Kingfish and other species about a half-mile south of Turtle Beach, where a narrow stretch of the island connects Siesta to Casey Key, offering bay and gulf fishing opportunities.

Turtle Beach Park provides plenty of parking, restroom and picnic facilities, and includes a boat launch and playground. Park your car here and walk south to Old Midnight Pass and Palmer Point.

PHILIPPI CREEEK

During cooler months, the mouth of Philippi Creek is an excellent place to reel-in Jacks and Snook, while the rock ledges of the channel are brimming with Sheepshead, Snapper and other species. This location is best worked from the bay via small fishing craft.

POINT OF ROCKS

Arguably the best gulf fishing on Siesta Key’s coastline may be found at Point of Rocks, near Crescent Beach on the south end of the island. This location offers the only rocky deposit in the coastal area, with underwater coral, rock ledges and karst formations which attract a wide variety of bait and game fish species including Flounder, Mackerel, Snapper and Snook. Many other fish species may be found at this location as well, depending on season temperature and water clarity.

This spot may be accessed via Public Beach Access #13, which does have restroom facilities or public parking. Visitors with gear will want to utilize Public Beach Access #12 which provides parking for up to 20 vehicles. Be cautious when casting, as this is also a popular swimming and snorkeling spot on the island.

ROBERTS BAY

Roberts Bay is best accessed via watercraft and contains a variety of fish-friendly habitats including docks, grass flats, mangroves and oyster bars. These structures attract Jacks, Ladyfish, Redfish, Snook and Trout to name just a few. Baits range from artificial lures to jigs, live bait and topwater plugs, depending on tide and habitat.

SIESTA KEY BEACHES

Siesta Key beaches offer some of the best fishing on the gulf coast during calm, clear seas. A variety of species may be found year-round, however each season can attract particular fish. Summer is an excellent opportunity to fish for Snook. Fall is a great time to fish for Ladyfish, Mackerel and Pompano.Winter is great for Flounder, Trout, and Whiting.

STICKNEY POINT BRIDGE

Connecting Siesta Key to the mainland on the south end of the island is the Stickney Point Bridge, home to CB’s Saltwater Outfitters which is the largest bait and tackle shop in the area. Here you will find everything you need for a day on the water including bait and tackle, jet ski and boat rentals and fishing charters, apparel and equipment, licenses and provisions.

Shore fishing is available at the park, providing access to a variety of species including Drum, Flounder, Ladyfish, Sheepshead, Snapper, Snook and Trout. Fish the tides in early morning or evening for best results, or look to hook a snook under the bridge at night!

SIESTA BEACH PARK: Main Beach Access

Address: 948 Beach Road, Siesta Key, FL 34242

Hours: 6 am – Midnight

Phone: (941) 861-5000

Website: https://www.scgov.net/

Beach Cam: https://www.earthcam.com/usa/florida/sarasota/?cam=siestabeach

Parking: Approx. 800 Vehicles, Some Handicap Parking

Activities and Amenities: 4 Lifeguard Stations, Pet-Friendly, Large Covered Pavilion and Picnic Facilities with Grills, Restrooms, Concessions, Equipment/Facility Rentals, Beach and Floating Wheelchairs Available, Playground Field, Swimming, Sunbathing, Hiking Trails, Fishing, Birding, Beach Volleyball Courts, Lighted Tennis Courts, Bike Racks, Showers, Trash/Recycle Bins

Drum Circle: Sundays at sunset, near Siesta Pavilion (beach side)

Description: Voted #1 Beach in America, with cool aqua water and sugar-white quartz sand, this iconic beach is the crown jewel of Siesta Key, with ample amenities to suit any gathering. Whether relaxing at water’s edge, enjoying one of the volleyball courts with family and friends, picnicking at the pavilion or grilling out at one of the shaded picnic plots, this park is a must-see for anyone visiting Siesta Key.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Beach Road

Beach Road – Bari

Beach Road – Capri

Beach Road – Tropea

Jamaica Royale

Siesta Verano

PUBLIC BEACH ACCESS 1: Shell Beach

Address: 3940 N. Shell Road, Sarasota, FL 34242 (At end of Shell Rd, off of Higel Ave)

Hours: 6 am – Midnight

Parking: 8 Spaces

Activities and Amenities: Beach Access, Sunbathing, Birding, Fishing, No Lifeguard, No Pets, Bench, Trash Can

Description: Set in a quiet residential beachfront neighborhood on the north end of the island, Public Beach Access 1 is nearest to Siesta Key’s north bridge, and offers terrific views of Big Sarasota Pass. As one of the lesser known beach access points on the island, this can be a quiet place to relax and watch boating traffic as it emerges from Sarasota Bay to enter the Gulf of Mexico.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Big Pass Hideaway

Garden House

Shell Beach Home

PUBLIC BEACH ACCESS 2

Address: 10 Beach Rd., Siesta Key, FL 34242 (Beach Rd & Avenida Messina)

Hours: 6 am – Midnight

Parking: 1 ADA Space Only, Otherwise Street Parking w/Permit Only, Foot Traffic

Activities and Amenities: Beach Access, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Trash/Recycle Bins

Description: Located a short walk west of Siesta Village at the ruins of an old pier, this beach is especially popular with younger locals and visitors attracted to the pier structure and rocky outcroppings.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Avenida De Cortez

Siesta Avenida

PUBLIC BEACH ACCESS 3

Address: 100 Beach Road, Siesta Key, FL 34242 (Beach Rd & Columbus Blvd)

Hours: 6 am – Midnight

Parking: No Parking – Pedestrian Access Only

Activities and Amenities: Beach Access, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Trash/Recycle Bins

Description: Located just south of Sarasota Point (often referred to as Sunset Point) this beautiful and spacious white sand beach is just a short walk west from Siesta Village and is a popular destination for wedding parties, local villagers seeking to avoid the crowds at Siesta Key’s main beach, and guests staying in the immediate area. There is no parking at this beach access, so plan on utilizing the public parking in Siesta Village and then walking to the beach.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Avenida De Cortez

Siesta Avenida

PUBLIC BEACH ACCESS 4

Address: 180 Beach Road, Siesta Key, FL 34242 (Beach Rd & Avenida Navarra)

Hours: 6 am – Midnight

Parking: 4-6 vehicles

Activities and Amenities: Beach Access, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bike Rack, Bench, Trash/Recycle Bins

Description: Located just a short walk southwest of the Siesta Village strip, this beach access offers an expansive beach featuring distinctive tidal pools.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Avenida De Cortez

Siesta Avenida

PUBLIC BEACH ACCESS 5

Address: 200 Beach Road, Siesta Key, FL 34242 (Beach Rd & Ocean Blvd)

Hours: 6 am – Midnight

Parking: 20-30 vehicles

Activities and Amenities: Beach Access, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bench, Trash/Recycle Bins

Description: Located just a short walk directly south of the Siesta Village strip, this beach access offers an expansive beach featuring distinctive tidal pools similar to Beach Access #4, with the difference being lots of parking.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Avenida De Cortez

Siesta Avenida

PUBLIC BEACH ACCESS 7

Address: 402 Beach Road, Siesta Key, FL 34242

Hours: 6 am – Midnight

Parking: Up to 40 vehicles

Activities and Amenities: Beach Access, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bench, Trash/Recycle Bins

Description: Located next door to Siesta Gulf View Condominium, southwest (and within walking distance) of Siesta Village, this beach path crosses a wide stretch of protected plant life.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

PUBLIC BEACH ACCESS 8

Address: 471 Beach Road, Siesta Key, FL 34242

Hours: 6 am – Midnight

Parking: Up to 40 vehicles

Activities and Amenities: Beach Access, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bench, Trash/Recycle Bins

Description: Located on the south side of Siesta Gulf View Condominium, this narrow beach path crosses the widest stretch of protected plant life. Catamarans and small sailboats may be found staged near the beach end of this path.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

PUBLIC BEACH ACCESS 9

Address: 507 Beach Road, Siesta Key, FL 34242 (Nearest Cross Street: Plaza De Las Palmas)

Hours: 6 am – Midnight

Parking: Less than 20 vehicles

Activities and Amenities: Bike Rack, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bench, Trash/Recycle Bins

Description: Located between Beach Access 8 and The Ringling Beach House, this long beach path also crosses the widest stretch of protected plant life.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

PUBLIC BEACH ACCESS 10

Address: 564 Beach Road, Siesta Key, FL 34242 (Cross Street: Calle Del Invierno)

Hours: 6 am – Midnight

Parking: NO PARKING (Pedestrian Access Only)

Activities and Amenities: Bike Rack, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bench, Trash/Recycle Bins

Description: Similar to Beach Access 8 and 9, this long beach path also crosses the widest stretch of protected plant life.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Beach Road

Beach Road – Bari

Beach Road – Capri

Beach Road – Tropea

Siesta Verano

PUBLIC BEACH ACCESS 11

Address: 690 Beach Road, Siesta Key, FL 34242 (Cross Street: Avenida Del Mare)

Hours: 6 am – Midnight

Parking: NO PARKING (Pedestrian Access Only)

Activities and Amenities: Bike Rack, Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bench, Trash/Recycle Bins

Description: Located on the north end of Siesta Beach, where protected plant life gives way to the widest stretch of beach on the island. Vehicle parking and additional amenities are available just south of this access at Siesta Beach Public Park.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Beach Road

Beach Road – Bari

Beach Road – Capri

Beach Road – Tropea

Siesta Verano

PUBLIC BEACH ACCESS 12: Crescent Beach

Address: 6490 Midnight Pass Road, Siesta Key, FL 34242 (Cross Street: Old Stickney Point Road)

Hours: 6 am – Midnight

Parking: 20 Vehicles

Activities and Amenities: Sunbathing, Fishing, Birding, No Lifeguard, No Pets, Bench, Trash/Recycle Bins

Description: Located across the street from Captain Curt’s Crab and Oyster Bar, near the Stickney Point Bridge on the south end of the island, this very narrow beach access requires careful parking. Try to park as close to the street as possible. The location of this access is very popular due to the proximity to the bridge, dining and shopping, so be sure to get there early!

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Bay Oaks – A22

Bay Oaks – E01

Miramar

PUBLIC BEACH ACCESS 13: Crescent Beach (at Point of Rocks)

Address: 1000 Point of Rocks Road (Cross Street: Midnight Pass Road)

Hours: 6 am – Midnight

Parking: NO PARKING (Pedestrian Access Only), Parking for 20 Vehicles located at Access 12

Activities and Amenities: Sunbathing, Fishing, Snorkeling, Birding, No Lifeguard, No Pets, Bike Rack, Trash/Recycle Bins

Description: Located at the south end of the island on Point of Rocks road, this access is next to the home featured in MTV’s Siesta Key. This popular beach offers great fishing and access to a rocky limestone outcropping which provides the best snorkeling on the island. Guests to the area may be found resting in the shade of a large seawall at the water, from which the rocks extend hundreds of yards parallel to the beach. The water is generally calm and shallow in the mornings, providing clear views of manatee, dolphins and a variety of fish species. Be sure to bring footwear, and watch your step as the rocks can be slippery!

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Holiday House 1

Holiday House 2

Holiday House 3

Holiday House 4

One Ocean A

One Ocean B

TURTLE PUBLIC BEACH

Address: 8918 Midnight Pass Road, Siesta Key, FL 34242

Hours: 6 am – Midnight

Parking: Almost Vehicles

Activities and Amenities: No Lifeguard, Pets Not Allowed, Picnic Facilities with Grills, Playground, Restrooms, Swimming, Sunbathing, Boat Ramps and Docks, Canoe and Kayak Launch on Big Pass Lagoon, Fishing, Birding, Volleyball, Bike Rack, Benches, Trash/Recycle Bins

Description: Located on the narrow south end of the island on the west side of Blind Pass Lagoon, Turtle Beach is known for sunsets, shelling and shark teeth hunting. The soft sand of this beach appears grey as it is comprised of crushed shell and fossils along with some quartz crystal sand. This beach has a steeper incline which drop from ankle-to-waist-deep water. The boat ramp for Blind Pass Lagoon offers eventual access to Little Sarasota Bay, where manatees and dolphins are often spotted in the sheltered, shallow water.

Turtle Beach Campground is located right next door and offers very reasonable rates for tent and RV camping.

At the property listing links for each home below you will find a complete Description, Photos, Availability Calendar, Rates, Map, and Reviews:

Siesta Heron 1 – Antigua

Siesta Heron 2 – Bahama

Siesta Heron 3 – Captiva

Siesta Heron 4 – Sand Dollar

Siesta Heron 5 – Key Lime

Siesta Heron 6 – Sunset Suite

Siesta Heron 7 – Heron House

72nd Annual Labor Day RegattaSeptember 1-2, 10 am – 4 pm – Free to Spectators

  • Hosted by the Sarasota Sailing Squadron, this annual event draws hundreds of competitive sailors ages 8-80 from across the U.S. and Canada. Featuring five race courses, live music, barbeque, refreshments and an awards ceremony. 1717 Ken Thompson Parkway Sarasota, FL 34230 – Call: (941) 388-2355

10th annual Downtown Venice Craft Festival: September 1-2, 10 am – 4 pm – Free Admission, Free Parking

  • Vendor fair featuring Art, Crafts, Gifts, Plants. Miami Avenue, downtown Venice, Florida

Reggae Pon Di Lake Pre-Labor Day Party & Music Festival at Nathan Benderson ParkSeptember 2, 2 pm – 9 pm – Admission $30All Ages, VIP $70

  • A host of local and regional live Reggae bands and DJs, Food Trucks of all food types and a kids play area. Swimming, Paddleboard rentals (12 years or older), Pontoon Pedal Boat rentals and Kayaks allow listening to the live music from the water. 5851 Nathan Benderson Park, Sarasota, FL 34235

Monday Night Kids’ Jam Session at the Music CompoundSeptember 3, 6 pm – 7 pm, Free and Open To Public – Ages 6 and Up

  • Bring the kids and jam to build music skills, enhance confidence, communication and social interaction abilities. 1751 Cattlemen Rd, Sarasota, FL 34232 – Call: (941) 379-9100

Florida Studio Theatre presents “Gilbert & Sullivan Unplugged”: September 4 (and nightly), 7:30 pm, 90 minutes w/ intermission – Balcony Admission: $34

  • Description Courtesy FST: Gilbert & Sullivan Unplugged has delighted audiences across the US with lovingly loopy renditions and joyfully irreverent excerpts from HMS Pinafore, The Mikado, and The Pirates of Penzance. Last seen at New York’s 54 Below, this isn’t your grandmother’s Gilbert & Sullivan. Dining available 1 hr. prior to show in Cabaret (no reservation required). 1241 North Palm Avenue, Sarasota, FL 34236 – Call: (941) 366-9000

Ringling Underground: September 6, 8 pm – 11 pm – Admission: $15

  • Local and regional emerging artists perform live music and showcase artwork in the museum courtyard. Ringling Museum of Art, 5401 Bay Shore Road in Sarasota – Call: (941) 359-5700.

Lakewood Ranch Presents Music on MainSeptember 7, 6 pm – 9 pm (First Friday of Every Month) – Free Admission

  • Featuring live music, food, beer and wine. Bring: outdoor chairs, dogs/Don’t Bring: coolers. Located east of I-75 on University Parkway

Sunshine and Show Jumping $25,000 Grand Prix September 8, 9 AM – Admission $5, Free Parking

  • Fox Lea Farm hosts the first $25,000 Grand Prix of the fall season, featuring the Olympic sport of Grand Prix Show Jumping. 800 N. Auburn Road, Venice, FL 34292 – Call: 941-786-8028

38th Annual Juried Photographic Exhibition at Marie Selby Botanical GardensSeptember 9, 10 AM – Entry: $10 – $20

  • View photography entries and watch the judging during the 38th Annual Juried Photographic Exhibition. There are five categories of photographs depicting the scenery of Selby Gardens which will be awarded cash prizes : Favorite Selby Scene, Plant Life at Selby, Selby Gardens’ Geometry, Selby’s Birds, Bugs & Critters, Selby in Black & White. “Best in Show” winner will also be named. 811 S Palm Ave, Sarasota, FL 34236-7726 – Call: (941) 366-5731

Yoga in the Gardens (Session 1) with Instructor Michelle Roy at Marie Selby Botanical Gardens: September 10, 9 AM – Class Fee: $75

  • Start your week off right by treating yourself to a peaceful mind/body Yoga experience in a beautiful Garden or indoor setting. Focus is on alignment, breathing techniques and relaxation. For beginners as well as advanced students. September 10 thru October 1, 2018. 811 S Palm Ave, Sarasota, FL 34236-7726 – Call: (941) 366-5731

Salute to the Queen of Soul: A Tribute to Aretha FranklinSeptember 11-15, 8 pm – Admission: $39 Adults, $20 Students and Active Military

  • Westcoast Black Theatre, 1646 10th Way (Off Orange, N of 10th St), Sarasota, FL 34236 – Call: (941) 366-1505

17th annual Friday Fest at the Van Wezel with the Dr. Dave Band: September 14, 5 pm- 9 pm – Free Admission, Rain or Shine

  • A popular high-energy house band known for their blend of southern rock, bluegrass banjo and fiddle. Food and beverage available from local vendors. Bring: Lawn chairs, blanket. Prohibited: eating and drinking outside. Located on the Bayfront Lawn, Van Wezel Performing Arts Hall, 777 N Tamiami Trail, Sarasota, FL – Call: (941) 953-3368

5th Annual A Taste of Downtown Sarasota: September 15, 1 pm – Tickets: $75

  • Located at the historic Sarasota Opera House; features fine menu samplings, wine pairings and assorted beer selections from downtown. Sarasota Opera House, 61 N Pineapple Ave, Sarasota, FL 34236 – Call: (941) 328-1300

Monday Night Kids’ Jam Session at the Music CompoundSeptember 17, 6 pm – 7 pm, Free and Open To Public – Ages 6 and Up

  • Bring the kids and jam to build music skills, enhance confidence, communication and social interaction abilities. 1751 Cattlemen Rd, Sarasota, FL 34232 – Call: (941) 379-9100

Jerry Seinfeld at the Van Wezel Performing Arts HallSeptember 20, 7 pm and 9:30 pm – Tickets: $88.25-$164.22

  • 777 N Tamiami Trail, Sarasota, FL 34236 – Call: (941) 953-3368

The Flying Carrs Circus at the Sarasota Fairgrounds and Robarts Arena: September 21, 11 am – 9 pm – Tickets: $8 – $50 – All Ages

  • 3000 Ringling Blvd, Sarasota, FL 34237

Oktoberfest at JDub’sSeptember 23, 11 am – Midnight – Admission: Free

  • Features German-style beer and in-house recipes and food provided by the Schnitzel Trailer. Music, Stein Games, Best Dressed Contest Awards at 3:30 p.m. JDub’s Brewing Company, 1215 Mango Ave, Sarasota, FL – Call: (941) 955-2739

Monday Night Kids’ Jam Session at the Music CompoundSeptember 24, 6 pm – 7 pm, Free and Open To Public – Ages 6 and Up

  • Bring the kids and jam to build music skills, enhance confidence, communication and social interaction abilities. 1751 Cattlemen Rd, Sarasota, FL 34232 – Call: (941) 379-9100

Stelliferous Live at The South Florida Museum’s Bishop PlanetariumSeptember 26, 7 pm – Tickets: $5 Non-Members (reservation required)

  • A monthly discussion of stars, planets, constellations and current events in astronomy including Q&A at end of presentation. 201 10th Street W., Bradenton, FL 34205 – Call: (941) 746-4131

Other Excursions & Tours


Tour an Award-Winning Rum Distillery


See every step of the process as hand-crafted spirits are locally made in small batches utilizing premium ingredients in a copper pot still. Tours are very popular, so arrive early. Tuesday, Wednesdays and Saturdays. (50-60 Minutes)

Drum Circle Distilling, 2212 Industrial Blvd, Sarasota, FL 34234-3120 – Call: (941) 702-8143

Explore a Botanical Garden


This tropical wonder on Sarasota Bay features stunning horticulture displays and a variety of gardens to explore and enjoy, such as the Rainforest Garden, Fragrance Garden, Butterfly Garden, Edible Garden and many more. Also offers botanical photo tours, group tours, classes and volunteer opportunities.

Marie Selby Botanical Gardens, Hours: 10 am – 5 pm, 811 S Palm Ave, Sarasota, FL 34236-7726 – Call: (941) 366-5731

Visit a Big Cat Habitat and Sanctuary


This big cat rescue advertises 3 large indoor/outdoor housing complexes with adjoining exercise habitats that mimic native environments with swimming pools, toys and palm trees. It is home to dozens of exotic large-animals in need of rehabilitation, placement or sanctuary, and relies on volunteers and the admissions proceeds from daily tours, demonstrations and tours. Petting Zoo, Big Cats, Alligators, Bears, Bison, Monkeys, llamas, Turkeys, and so much more…

Big Cat Habitat and Gulf Coast Sanctuary, Hours: Wed – Sun, 12 – 4 pm, 7101 Palmer Blvd, Sarasota, FL 34240-9407 – Call: (941) 371-6377

You may have seen news reports, heard from a friend, or have scrolled by it in your social media feeds. Dead fish, turtles, dolphins, and many other local sea creatures wash up on our beaches and collecting in our canals. It is a devastating and unsightly scene here in the central gulf coast these past few weeks. This post, I hope, will shed some light onto this natural event. I am no scientist or marine biologist, however I am a resident and local business owner, very much affected by this red tide event. I heard a lot of different “opinions” about what it is and why it happens however these were often more than not very conflicting explanations. I owed it to myself to find some real truth between political backlash and simply obtuse reasoning.

What is Red Tide? Red tide is an algae that grows several miles off the coast on the ocean floor. When there is a bloom, it can rapidly multiply and rise. Depending on currents, this bloom can reach the surface of the water where is can feed off of 12 different types of nutrients. Completely subject to the currents of the Gulf of Mexico, these blooms can reach the coasts.

When did Red Tide start? Red tide has been around for centuries and the first documented encounters were in the 16th century by Spanish explorers. Their records noted the event as “red water” which killed birds and fish. The first scientific record comes from 1844 and occurred near the Panhandle of the state. In 1947 a red tide event lasting almost a year originating from the panhandle after months of rains spreads south to Tarpon Springs almost killing all of the well-known sponge beds and commercial fishing. In 1954, then longest single red tide event recorded lasted nearly 18 months killing thousands of tons of sea life. Eclipsed by the 1994 event that lasted 24 months. Followed very closely by the 1996 event which killed over 200 manatees stretched from Clearwater to Key West. 2001, 2003, 2005, 2006, 2012, 2015, 2016, 2017, 2018 all spurred red tide events to one degree or another but not always making it to the coasts.

Many believe red tide events are tied to freshwater releases from Lake Okeechobee. I strongly believe this is simply fuel for political backlash on the situation there, a completely separate matter. There has yet to be one marine biologist or scientist that I could find to link water releases from lake O and either the creation of red tide or fueling of red tide. From what I have gathered from all different kinds of sources is still that this is a naturally occurring event that has to due with algae forming miles off of the coast, drifting in with currents, and fed by nutrient rich storm water runoff.

The popularity of Siesta Key grew from its beaches however the surrounding areas of Sarasota have also grown and kept pace. We will soon be posting more entries with the myriad of things to do in town. From festivals to things to do, and see, Sarasota is a vibrant city in and of itself. Of course a beach days is still not out of the question as things can quell with changes in winds and currents. Stay up-to-date on daily beach conditions on our Facebook page.

We have received reports of internet-based scams involving counterfeit vacation home rental listings on Craigslist which purport to be from various legitimate property management companies in Sarasota, on Siesta Key or Anna Maria Island, and want you to know we NEVER advertise vacation homes for rent on Craigslist. When shopping for homes on VRBO, HomeAway, Airbnb, or Booking.com, please be sure to verify you are corresponding with a legitimate property management company.

Rent Siesta Key and Rent The Keys can be reached at our office during business hours at (888) 941-RENT – or (888) 941-7368. You can also inquire at our website, or reach us via email at:  Reservations@RentSiestaKey.com

We would be happy to answer any questions you might have, or assist you in booking a great home for your South Florida retreat or adventure!

Sarasota, FL Ranked #21 Best Places to Live


Sarasota just ranked No. 21 on U.S. News & World Reports annual list of the 100 best places to live in the United States. Most all of Florida’s subtropical cities made the list with Sarasota renting the highest. Austin, Texas came in at No. 1. Sarasota hit the 21st spot for it’s warm temperatures, crystal white sand beaches, and the arts and culture scenes. U.S. News also commended the area’s restaurants, shopping, and growing job market.

We have called Sarasota home since 2000 and our visits date back to the early 90’s. Through the years I have watch and experience Sarasota grow into the flourishing vibrant city it is today.