Broker Buy Box
1,706 cashflowing listings screened right now

Rentals that pay for themselves in Naples.

Naples is one of Florida's deepest rental markets in our catalog — 1,706 listings right now where the rent covers the full payment. It's a higher-basis market — the median cashflowing listing runs $470,000 (most fall between $265,000 and $895,000) — so screening for the ones that still pencil matters here. They pencil at about a 1.17 DSCR — roughly $1,206/mo left over after the payment on a typical 2-bedroom home. The most active ZIPs right now are 34114, 34113, 34108. Every listing below shows the full math up front — and only the ones our partners can fund.

Cashflowing listings
1,706
Median price
$470,000
Median DSCR
1.17
Avg. monthly cashflow
+$1,206

Top cashflow ratios in Naples today

Full FL catalog
$630,000DSCR 2.42
5290 Cypress Ln, Naples, FL 34113

4bd · 2ba · 2,004 sqft

Est. rent
$12,500/mo
All-in
$5,176/mo
Cash to start
$94,500
Cashflow
+$7,324/mo
Full math
$95,000DSCR 2.41
900 Arbor Lake Dr, Unit 9-103, Naples, FL 34110

1bd · 1ba · 1,004 sqft

Est. rent
$1,800/mo
All-in
$748/mo
Cash to start
$19,000
Cashflow
+$1,052/mo
Full math
$269,900DSCR 2.37
55 Emerald Woods Dr, Apt C9, Naples, FL 34108

1bd · 1.5ba · 809 sqft

Est. rent
$5,250/mo
All-in
$2,217/mo
Cash to start
$40,485
Cashflow
+$3,033/mo
Full math
$259,999DSCR 2.32
144 Cypress Way E, Lot 707, Naples, FL 34110

2bd · 2ba · 1,064 sqft

Est. rent
$4,945/mo
All-in
$2,136/mo
Cash to start
$39,000
Cashflow
+$2,809/mo
Full math
$259,900DSCR 2.32
765 Wiggins Lake Dr, Apt 103, Naples, FL 34110

2bd · 2ba · 1,179 sqft

Est. rent
$4,945/mo
All-in
$2,135/mo
Cash to start
$38,985
Cashflow
+$2,810/mo
Full math
$568,000DSCR 2.30
819 98th Ave N, Naples, FL 34108

3bd · 2ba · 1,287 sqft

Est. rent
$10,750/mo
All-in
$4,666/mo
Cash to start
$85,200
Cashflow
+$6,084/mo
Full math
$424,500DSCR 2.29
5278 Floridan Ave, Lot 26, Naples, FL 34113

3bd · 2ba · 1,428 sqft

Est. rent
$8,000/mo
All-in
$3,487/mo
Cash to start
$63,675
Cashflow
+$4,513/mo
Full math
$419,000DSCR 2.27
103 Tanglewood Ct, Unit 128-1, Naples, FL 34113

3bd · 2ba · 1,256 sqft

Est. rent
$8,000/mo
All-in
$3,529/mo
Cash to start
$62,850
Cashflow
+$4,471/mo
Full math
$494,999DSCR 2.27
788 Park Shore Dr, Apt E20, Naples, FL 34103

2bd · 2ba · 1,015 sqft

Est. rent
$9,250/mo
All-in
$4,066/mo
Cash to start
$74,250
Cashflow
+$5,184/mo
Full math

Showing the top 9 of 1,706 cashflowing Naples listings — browse the rest →

01

Every listing is pre-screened

We score live listings against real DSCR lending criteria — only the ones whose rent covers the full payment make this page.

02

The math is shown in full

Rent estimate, all-in payment, cash to start, cashflow ratio. Open any property for the complete breakdown.

03

Financing is attached

These loans qualify on the property's rent, not your W-2. One click gets you to a loan officer with real terms.

Common questions

How do I know these Naples rentals actually cashflow?+

Every property is scored against current DSCR lending criteria using a rent estimate built from local market comps — the median asking rent for similar homes in the same zip. “Pays for itself” means the estimated rent covers the full monthly payment: mortgage, taxes, and insurance. Final numbers are always confirmed by a loan officer and appraisal.

Can I qualify without a W-2 or tax returns?+

Yes — that's the point of a DSCR loan. It qualifies on whether the property's rent covers the payment, not your personal income. You need a down payment (typically 20–25%), decent credit, and to already own or have recently owned a home.

I don't own a home yet. Can I still invest here?+

Not with a DSCR loan — but you can house-hack: buy a 2–4 unit property with a regular consumer loan at as little as ~3.5–5% down, live in one unit, and rent the rest. A year later, the listings on this page become your shopping list.

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