4 Reasons a Siesta Key Vacation Should be in Your Cards This Winter

Before you book your Siesta Key vacation condo, think about coming here during the winter months. Even in the winter, you can enjoy some truly fantastic weather in Siesta Key. You will find no shortage of things to do, including sunning yourself on the much-less-crowded beach, finding a better pick of shells, taking walks or hikes by yourself, photographing the natural beauty of Siesta Key, and getting the best seat in the house at one of Siesta Key’s superb restaurants.

Snowbirds, if you’re looking for a reason to get out from under that pile of snow you get buried in every winter, consider coming to Siesta Key for the following four reasons.

Amazing Weather

Let’s be honest here – the weather is hardly ever dull and dreary in Siesta Key. Siesta Key weather is almost always pleasant. Even in early January, you can expect to see mid-day highs in the low-to-mid 70’s. There are even days when temperatures peak around 80 degrees! Nighttime lows dip into a comfortable low-to-mid 60’s range. During the day, you can sit outside for hours in the sun. You will still have a good deal of humidity, but if you are coming from a region where January sees frigid temperatures, you might want to feel like you’re in a sauna.

Siesta Key’s cool season lasts from early December to the first week of March, with an average daily high temperature hovering in the low-to-mid-70s. January is the coldest month, with temperatures dipping down to an average low of 54°F. For those looking to get away from chilly winter weather and enjoy some mildly warm temps, Siesta Key is the place to be.

Fewer Crowds 

Aside from the excellent Siesta Key beach weather, visitors who come can enjoy fewer crowds in the winter. You won’t have as long of waits at bars and restaurants, and you will be able to enjoy sightseeing and exploring the open waters more peacefully on a charter boat. You can book an electric bike sunset tour of Siesta Key that takes you on an invigorating but quiet ride along the beach, starting at Old Stickney Point Road and winding around Siesta Beach, Siesta Key Village, and then back along the beach to your starting point.

Are you interested in a spiritual adventure? The Psychic Sunday Tour is likely to sell out quickly during the warm season, but you have a better chance of booking a spot during the winter. Sarasota is often referred to as “Sedona by the Sea” due to its abnormally high levels of psychic energy and ley lines. This tour is guided by Michael Newton-Brown, who gives individual Tarot readings for an additional fee after the tour. You will also get treated to a complimentary pineapple or orange mimosa at the Trolley Cottage Tiki Bar before the start of the tour. There’s nothing like some spirits to attract the spirits.

Speaking of indulging in some spirits, you won’t have to fend off swarms of bar hoppers on your own Tiki Bar Hop in Style around Sarasota. Instead, you and your group can spend five hours hopping around the Tiki Bar Trail, getting the VIP treatment. You will be able to visit three or four local Tiki Bars with six other guests. Take in the different atmospheres, enjoy some delectable drinks, and snag some beautiful beach photos – all without having to deal with the crowds that flock here in the warm season.

Plan Your Visit!

Are you ready to experience all the beauty that Siesta Key has to offer? Pick your favorite rental, book your stay, and prepare for the best vacation ever!

Private and Pristine Crescent Beach All to Yourself

When you book a Siesta Key vacation rental, you get a gorgeous and pristine spot on the beach all to yourself. That’s right – you don’t have to haul all your stuff to one of the public beaches and get inundated with crowds of other beachgoers. Instead, you can walk right out of your rental property and find yourself a nice, warm, sunny spot on a private beach.

When you need a break from the beach, you can find some quiet things to do. The Ringling Ca’ d’Zan Mansion in Sarasota – which was once home to John and Mable Ringling – is a 36,000-square-foot mansion that calls to mind the elegance of old Italy. This five-story manor boasts 41 rooms and 15 bathrooms, and its luscious pink sandstone façade is sure to please the eye. Coming in the winter assures you a less busy tour of the property, situated right along the beachfront.

If you want to do a little more exploring, then you might want to head south to Turtle Beach, which is one of the least crowded public beaches on Siesta Key. When you kayak around these areas, you will find some beautiful wetlands and a lagoon. Blind Pass Lagoon is adjacent to the beach; there is a boat launch, plus you can fish the lagoon. Kids can enjoy the playground, and there is an abundance of parking available. Nearby, you will find the Turtle Beach Grill, which offers indoor and outdoor dining with a massive outdoor hut.

Your Choice of Siesta Key Beachfront Condo

Crystal Sands offers some gorgeous Siesta Key beachfront condos, but they book up quickly during the spring, summer, and fall. During the winter, you can take your pick from our Siesta Key condo rentals without having to book ahead months in advance. 

Our condos vary in size, so you can book a one-bedroom, one-bathroom in the Villa that sleeps four if you have a small family or a four-bedroom, two-bathroom condo that can sleep up to 10 people are bringing a larger group. Each unit is unique in its interior design and features a spacious floorplan complete with all the modern conveniences you could need for your stay in Siesta Key. Enjoy a fresh cup of coffee from your rental coffee machine as you wake up and take in a stunning view of the sun rising on the horizon.

Each room at the Crystal Sands Condominiums has lanai access, and you will only be 2 miles away from the always-fun Siesta Key Village. Just walk or bicycle into town to enjoy the restaurants, shops, bars, coffee shops, and attractions open year-round. You will also find an abundance of water sports rentals within this vicinity, so you can go out and enjoy being on the open water during the winter months.

A visit to Siesta Key means never experiencing a dull moment. Whether you are looking to book a romantic getaway or a fun-filled family vacation, coming to Siesta Key during the winter months gives you better access to the beaches, shorter wait times at restaurants, less lengthy lines in the shops, and more availability of the beachfront condo rentals that you want. You still get to enjoy Siesta Key’s warm and relaxing weather – and you will get it without all the humidity that comes in the summer months.

Our Location

Crystal Sands Condominiums
6300 Midnight Pass Road
Siesta Key, FL 34242

Toll-Free: 888-419-1446
Local: 941-349-7007

Fax: 941-346-1963

Stay Connected

  • NAME
  • This field is for validation purposes and should be left unchanged.