Should You Charge First, Last, and Security Deposit? (Why Most Landlords Shouldn’t)

Lucas Oliveira • April 8, 2026

Should You Charge First, Last, and Security Deposit? 

If you’re a landlord trying to decide whether to charge first month, last month, and a security deposit, this video breaks down what actually works in today’s rental market.


In many Central Florida markets, charging first month and a security deposit keeps your listing competitive. For example, on a $2,000 rental, that’s typically a $4,000 move-in cost. If you add last month’s rent, you’re asking for $6,000 upfront, which is a 50% increase.

For qualified tenants, that higher barrier often pushes them toward other available homes with lower upfront costs. In a competitive market, that can lead to longer vacancy and fewer applications.


While you can charge last month’s rent, it’s typically not recommended unless the applicant presents higher risk. Even then, increasing the security deposit is often a cleaner and more effective approach.


There are also additional requirements for how last month’s rent must be handled, including escrow considerations, which add complexity without much upside in most cases.


If you’re looking to stay competitive and lease your property efficiently, first month’s rent and a security deposit is usually the best structure.



By Lucas Oliveira • October 7, 2026
As the Central Florida market shifts, some owners are choosing to test both the rental and sales markets—but the strategy comes with tradeoffs.
By Lucas Oliveira • October 1, 2026
Once a destination for thousands of religious pilgrims, the remains of this historic lakeside shrine are still tucked away in eastern Polk County today.
By Lucas Oliveira • September 16, 2026
Davenport’s major sports complex redevelopment brings six new turf fields, updated amenities, and expanded recreation opportunities to the community.
By Lucas Oliveira • September 16, 2026
Tea, lunch, gardens, local history, and a small shop all tucked into one of Lake Alfred’s most distinctive destinations.
By Lucas Oliveira • September 16, 2026
What Central Florida property owners should consider before making the switch
By Lucas Oliveira • August 26, 2026
A peaceful Polk County preserve just off Scenic Highway with shaded trails, native plants, and access toward Lake Annie
By Lucas Oliveira • August 25, 2026
A Former 1948 Publix That Still Stands Along East Hinson Avenue
By Lucas Oliveira • August 18, 2026
Rare sets, minifigures, bulk bricks and a unique stop for LEGO fans in downtown Haines City.
By Lucas Oliveira • August 11, 2026
Waterfront dining, local history, cabins, boat tours, and more at one of Polk County’s most unique destinations
By Lucas Oliveira • August 6, 2026
A fresh gateway reflects the city's continued growth while the original sign remains part of Haines City's history.