The Juicy Entanglements of the ‘Siesta Key’ Cast: Unraveling Their Complex Dating Web

Siesta Key has been a hub for romantic entanglements, heartbreaks, reconciliations, and everything in between ever since it first aired in 2017.

At the forefront of the show's debut was Alex Kompothecras. Prior to filming, he had an intimate connection with his lifelong friend, Madisson Hausburg. As the series progressed, he got romantically involved with Juliette Porter and Kelsey Owens. Ultimately, he found stability and began a committed relationship with Alyssa Salerno, even starting a family with her.

Madisson previously had a relationship with Brandon Gomes before ultimately finding a partner in Ish Soto, a former producer of the show, who is 20 years older than her.

"It's challenging. I appreciate the interest and involvement of people, their opinions, and the fact that they are so invested in our show," Madisson shared exclusively with We in May 2021. "However, it's difficult to expose ourselves and then receive a great deal of criticism in response."

Scroll down for a breakdown of everyone who’s dated on Siesta Key:

Credit: MTV

'Siesta Key' Cast's Dating Histories: A Guide to Who's Hooked Up With Who

Siesta Key has showcased a range of romantic encounters, separations, reconciliations, and everything in between since it first aired in 2017.

Initially, the show revolved around Alex Kompothecras. Prior to the start of filming, he was involved with his close friend Madisson Hausburg, and later, he pursued relationships with Juliette Porter and Kelsey Owens. Eventually, he decided to commit to a long-term partnership and begin a family with Alyssa Salerno.

Madisson previously dated Brandon Gomes before ultimately marrying the show's former producer, Ish Soto, who is 20 years older than her.

"It's challenging. I appreciate that people are interested and have their own opinions about our show," Madisson shared exclusively with We in May 2021. "But it can be tough to expose ourselves and receive a lot of criticism in response."

Scroll down for a breakdown of everyone who's dated on Siesta Key:

Credit: Courtesy of Alex Kompothecras/Instagram

Alex Kompothecras

The original star of Siesta Key, Alex, had a love journey that started with dating Madisson during their high school days. However, as the show progressed, he shifted his attention to Juliette during the first season. Along the way, he also had flings with both Kelsey and Cara Geswelli before entering a committed relationship with Alyssa Salerno. In June 2020, the couple joyfully welcomed their daughter into the world. Unfortunately, Alex's presence on the show was cut short during season 3 due to racially charged comments.

Credit: Courtesy of Juliette Porter/Instagram

Juliette Porter

Juliette initially joined Siesta Key as she began a romantic involvement with Alex. Over the course of several years, their relationship experienced ups and downs, even continuing their connection while on a group trip in Nashville, despite his commitment to Alyssa. Juliette subsequently had a short-lived relationship with Garrett Miller and later Robby Hayes before crossing paths with Sam Logan. Their romantic journey endured for less than two years before coming to an end in August 2021.

Credit: Courtesy of Chloe Trautman/Instagram

Chloe Trautman

Chloe has generally chosen to keep her relationships out of the public eye. However, in May 2021, she made it known that she is dating Christopher Long and has since openly shared about their romance on Instagram. They publicly announced their engagement in November 2021 and got married the next February.

Credit: Courtesy of Madisson Hausburg/Instagram

Madisson Hausburg

Madisson had an on-and-off relationship with Alex while they were in high school in Siesta Key. In season 1, she started a romantic relationship with Brandon, but they eventually broke up due to his infidelity. She then found love with Ish, who happened to be a producer during the show's first season. The couple surprised everyone when they announced their engagement in August 2020. Exactly one year later, they shared the exciting news that they were expecting their first child.

The couple exchanged vows in October 2021, and tragically, two months later, Madisson revealed the heartbreaking news of her stillbirth at 37 weeks. To commemorate their beloved son Elliott, they have chosen to keep his ashes in a dainty jar displayed in their home. In a beautiful turn of events, in July 2023, Madisson joyfully announced her second pregnancy.

Credit: Courtesy of Kelsey Owens/Instagram

Kelsey Owens

When Kelsey relocated to Siesta Key, she entered into a relationship with Garrett Miller. In the initial season, she developed feelings for Alex despite his involvement with Juliette. As of 2020, Kelsey has been in a relationship with Max Strong.

Credit: Courtesy of MTV

Brandon Gomes

During the fourth episode of Siesta Key, Brandon entered into a romantic relationship with Madisson, who happened to be the ex-girlfriend of his close friend Alex. Unfortunately, their relationship was marred by Brandon's infidelity, leading to their eventual breakup. Subsequently, Brandon engaged in a brief fling with Amanda Marie Miller and also embarked on a romantic journey with Camilla Cattaneo. Astonishingly, during a special reunion episode in August 2020, it came to light that Brandon had been unfaithful to Camilla and had even become a father to a child named Delainey Shae.

Credit: Courtesy of Garrett Miller/Instagram

Garrett Miller

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Garrett was in a relationship with Kelsey when Siesta Key first started. After their split, he had short-lived relationships with Juliette and Cara. In September 2020, Garrett started dating Makenna Quesenberry. The couple announced their relationship on social media the next month and became engaged in November 2021.