Short Term Rental real estate agents
Short Term Rental real estate agents

Led by Experience. Driven by Results.

Lead by Kailen Wilkerson & Joshua Guerra, veterans of the short-term rental industry. Leverage our 20+ years of combined STR experience and marketing acumen.

Kailen Wilkerson a short term rental specialized realtor
Kailen Wilkerson a short term rental specialized realtor

Kailen Wilkerson

Kailen Wilkerson is a real estate professional with a strong background in property management technology who specializes in selling short-term rental investment properties. She helps investors leverage data, automation, and market insights to maximize portfolio performance and ROI. Her combination of real estate expertise and deep understanding of technology positions her as a trusted realtor for clients buying or selling short-term rentals.

Joshua Guerra a short term rental specialized realtor
Joshua Guerra a short term rental specialized realtor

Joshua Guerra

Joshua Guerra brings over a decade of experience at the intersection of real estate, marketing, and short-term rentals. Before launching the ShortTerm.rentals website, he built and exited a successful SaaS marketing company serving short-term rental operators nationwide, later leading growth and strategy for boutique hospitality and property management brands. Today, Joshua combines that marketing and operational expertise to help clients buy, sell, and scale short-term rentals with confidence and clarity.

Why choose us to help you buy or sell your next short term rental
Why choose us to help you buy or sell your next short term rental
Why choose us to help you buy or sell your next short term rental

Our benefits

Why Us?

Blending marketing intelligence, STR industry experience, and investor-level strategy with trusted leadership to deliver smarter deals and standout results.

Marketing Intelligence

Strong digital marketing understanding

Strong digital marketing understanding

Strong digital marketing understanding

Brand storytelling mastery

Brand storytelling mastery

Brand storytelling mastery

Media that drives click-through exposure

Media that drives click-through exposure

Media that drives click-through exposure

STR Operational Expertise

20+ years of combined STR experience

20+ years of combined STR experience

20+ years of combined STR experience

Deep licensing knowledge

Deep licensing knowledge

Deep licensing knowledge

Revenue & occupancy insight

Revenue & occupancy insight

Revenue & occupancy insight

Vetting prime STR-favorable locations

Vetting prime STR-favorable locations

Vetting prime STR-favorable locations

Property manager & vendor network

Property manager & vendor network

Property manager & vendor network

Investor-Focused Guidance

Data & technology driven

Data & technology driven

Data & technology driven

DSCR & lending understanding

DSCR & lending understanding

DSCR & lending understanding

1031 exchange connections

1031 exchange connections

1031 exchange connections

Risk-mitigation tactics

Risk-mitigation tactics

Risk-mitigation tactics

Negotiation & Deal Strategy

Asset-based pricing skill

Asset-based pricing skill

Asset-based pricing skill

Investor-savvy positioning

Investor-savvy positioning

Investor-savvy positioning

Strong exit-value focus

Strong exit-value focus

Strong exit-value focus

Buyer & seller advocacy

Buyer & seller advocacy

Buyer & seller advocacy

Trusted Leadership

National STR perspective

National STR perspective

National STR perspective

Hands-on, high-touch service

Hands-on, high-touch service

Hands-on, high-touch service

Transparent communication

Transparent communication

Transparent communication

National industry connections

National industry connections

National industry connections

Let us help you navigate your next STR transaction

20+ years of combined short-term rental experience. One shared goal: delivering unmatched service and results.

Short-Term Rental Specialized Realtors®

Berkshire Hathaway HomeServices California Properties

3790 Via De La Valle #201 Del Mar, CA 92014

Joshua Guerra: CA DRE Lic#02238459

Kailen Wilkerson: CA DRE Lic#02238329

San Diego (CA)

@ 2025 ShortTerm.Rentals - Joshua Guerra & Kailen Wilkerson

©2025 Berkshire Hathaway HomeServices California Properties (BHHSCP) is a member of the franchise system of BHH Affiliates LLC. BHH Affiliates LLC and BHHSCP do not guarantee accuracy of all data including measurements, conditions, and features of property. Information is obtained from various sources and will not be verified by broker or MLS. Buyer is advised to independently verify the accuracy of that information.

Short-Term Rental Specialized Realtors®

Berkshire Hathaway HomeServices California Properties

3790 Via De La Valle #201 Del Mar, CA 92014

Joshua Guerra: CA DRE Lic#02238459

Kailen Wilkerson: CA DRE Lic#02238329

San Diego (CA)

@ 2025 ShortTerm.Rentals - Joshua Guerra & Kailen Wilkerson

©2025 Berkshire Hathaway HomeServices California Properties (BHHSCP) is a member of the franchise system of BHH Affiliates LLC. BHH Affiliates LLC and BHHSCP do not guarantee accuracy of all data including measurements, conditions, and features of property. Information is obtained from various sources and will not be verified by broker or MLS. Buyer is advised to independently verify the accuracy of that information.

Short-Term Rental Specialized Realtors®

Berkshire Hathaway HomeServices California Properties

3790 Via De La Valle #201 Del Mar, CA 92014

Joshua Guerra: CA DRE Lic#02238459

Kailen Wilkerson: CA DRE Lic#02238329

San Diego (CA)

@ 2025 ShortTerm.Rentals - Joshua Guerra & Kailen Wilkerson

©2025 Berkshire Hathaway HomeServices California Properties (BHHSCP) is a member of the franchise system of BHH Affiliates LLC. BHH Affiliates LLC and BHHSCP do not guarantee accuracy of all data including measurements, conditions, and features of property. Information is obtained from various sources and will not be verified by broker or MLS. Buyer is advised to independently verify the accuracy of that information.