Casey Askar Listed Naples Rentals for Over $10,000

The properties owned by Askar's company are listed at rates significantly higher than the area median rent.

Updated on Oct. 9, 2026 in Apartments

Gouache-painted editorial illustration of a coastal balcony facade, representing the high-end rental market in Naples. — Casey Askar has listed several downtown Naples condominium units for monthly rents exceeding $10,000, significantly outpacing the local median housing cost. AI Illustration. Upload story photo >

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Casey Askar has listed eight downtown Naples condominium units for monthly rents between $8,700 and $10,560. These properties, owned through his company APNI 3, are being marketed as corporate or vacation rentals using dynamic seasonal pricing.

Why it matters

The high rental rates highlight a stark disparity in the Naples-Marco Island housing market, which currently faces a deficit of more than 9,000 units for low-to-middle income earners. The median monthly cost for a two-bedroom apartment in the area is significantly lower at $1,986.

The eight units purchased by APNI 3 in 2018 for $300,000 to $316,000 now hold an appraised value between $400,000 and $410,000. These rentals represent a narrow segment of the local housing stock compared to the 9,000-unit deficit for moderate-income residents.

The players

Casey Askar

He is a businessman and candidate who won the Republican nomination for Florida's 22nd Congressional District.

APNI 3

This is the company owned by Casey Askar that holds the eight condominium units in downtown Naples.

Department of Housing and Urban Development

This federal agency tracks housing market statistics, including median rental costs for metropolitan areas.

The details

Each of the eight units was acquired by APNI 3 in 2018 and is now managed under a model that fluctuates pricing based on the time of year. Askar values his company at between $5 million and $25 million.

APNI 3 purchased eight condominium units in 2018.
Casey Askar had an estimated $176 million net worth in 2020.
Bright Community Study presented findings on short-term rentals in 2022.
Askar won the Republican nomination in August 2026.
Apartments.com listed units for $8,700 to $10,560 on October 9, 2026.

Culture Shift

The transition of long-term residential inventory into high-priced, dynamic-pricing vacation rentals reflects a broader trend in coastal markets. This shift complicates housing affordability for local workers as professional investors increasingly prioritize short-term corporate gains.

Residents seeking standard long-term housing in Naples may find fewer available options as units are moved into the short-term and corporate rental markets. These listings demonstrate how seasonal price volatility can push market-rate rents significantly above historical averages for the region.

The takeaway

These rental listings exemplify the challenges posed by dynamic, seasonal pricing in constrained housing markets. Potential tenants should note that available inventory in downtown areas is increasingly subject to fluctuations driven by corporate and vacation rental demand.