The Perks of a 2-Week Stay in Siesta Key

Siesta Key, Florida, is well known for its white-sand beaches, cool breezes, and friendly locals who keep tourists visiting year after year. Siesta Key is an ideal place for a family escaping the city crowds in Panama or Disney or for a couple looking for romance. It also has a wonderful beachfront where rentals are available for the visitors. The fun things to do in Siesta Key truly never end, from shopping to golfing to canoeing, exploring botanical zoos, and so much more. There’s so much to see and do throughout the Siesta Key area that a two-week stay just makes sense!

Get Comfortable

First things first: When you arrive at one of our Siesta Key vacation rentals, you can make yourself right at home. It’s hard to feel like you can truly relax when you and your family are stuffed into a hotel room, but with a comfortable vacation rental, that’s simply not an issue. You can take your time getting unpacked and settling in for a longer stay.

Additionally, you’ll have a whole unit to yourself, including many amenities that you wouldn’t find when staying in a hotel. Most notably, your condo rental will include a fully stocked kitchen where you can unload your groceries and cook delicious meals for you and your family (or simply store tons of snacks for movie night!). To truly kick off your longer stay in Siesta Key the right way, getting comfortable in your condo rental is the logical first step. 

Explore Local Seafood Options

seafood meal

For many tourists, sampling authentic local cuisine and dining out is important. Siesta Key, Florida, does not disappoint in this, since there is a variety of local seafood including shrimp, legendary stone crab, and grouper. During the spring, the hard-shelled crabs appear in the menus. Travelers that plan their vacation around the local restaurants will have no shortage of delicious foods to discover here in Siesta Key; they can even prepare their meals “at home!” 

Siesta Key is home to several incredible seafood markets that allow you to access the freshest catches in the area. Simply stop in and pick out what you’d like to eat; often, the catches available for purchase came into the market just that morning! If you’re not sure exactly what you’d like, or you don’t know how best to cook your selection, simply ask the staff at the market. They have tons of experience and would be happy to help you out. 

Live Like a Local

Perhaps the best part of spending a two-week vacation in Siesta Key is the chance you’ll have to really get to know the area like a local would. Since you have more time to spare, you won’t have to worry about packing everything into just a few days. You’ll have more time to stop and smell the roses; plus, you can explore some of the lesser-known attractions that most tourists don’t get to see. 

If you really want to spend time exploring the local community, there are several smaller vendors you may want to visit. Village Café is an amazing stop to have a hand-made sandwich, fresh juice, or a cup of coffee while doing your shopping. Ja’Zari Dream and Little Piece of Paradise are also some popular vendors. Travelers can dig up different beautiful handcrafted items, species, and olive oils, and also locally made foods.

Travelers can also visit the Siesta Key Farmers Market to celebrate farming also local culture. The Farmers Market honors local talented leaders and provide an opportunity for them to showcase their products and gifts. There is a mixture of local fruits and vegetables, exclusive work from skilled artisans, and delicious food from local restaurants. It is truly a collection of unique and impressive treats of Siesta Key. This market is home to around 30 long term and recurring vendors who are there any given week! Of course, you’ll also want to explore the local beaches. Take your time to visit every shoreline you can, and get to them all easily thanks to the Siesta Key trolley!

Plan Your Stay

For your two-week stay in Siesta Key, consider one of our Siesta Key vacation rentals! We promise to help you feel right at home during your vacation.


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
  • JOIN OUR NEWS LETTER!