Siesta Key is right off the coast of Sarasota on the gulf of mexico. To the north is Longboat key/Anna Maria Island and to the south is Turtle key, Casey key, Nokomis and Venice Beach. Siesta Key is about 15 minutes from SRQ. 50 minutes from TPA/PIE, 40 mintues from PGD and 50 Minutes from RSW
Tampa-TPA, Saint Petersburg-PIE, Sarasota/Bradenton-SRQ, Punta Gorda-PGD, Fort Meyers-RSW
This is high season( 80 and sunny every day) and rates are about $200 a night. There are some possible cheaper accommodations off Siesta Key in the Sarasota Area. $5-10 uber rides from there. Copy and paste this link for more info https://www.google.com/maps/search/Hotels/@27.2572591,-82.5346371,15z/data=!4m8!2m7!3m6!1sHotels!2sSiesta+Key,+FL+34242!3s0x88c341e625af63c9:0x2fb47a66f2e7518!4m2!1d-82.546344!2d27.2669722
I did a quick search using Super Shuttle Copy and paste- https://www.supershuttle.com/locations/tampa-tpa/ from TPA to Siesta Key. Although I could not schedule out to October, I put 5 people-round trip- non-stop from a Wednesday to Sunday and it was only $138 total. UBERX - SRQ to Siesta Key Beach- $20 UberX- TPA to Siesta Key Beach - $80 UberX - PIE to Siesta Key Beach- $70 UberX - PGD to Siesta Key Beach- $75 UberX RSW to Siesta Key Beach $112 All Uber pricing is taken from here based on pricing as of April 6 2019 https://www.uber.com/us/en/price-estimate/