Hollywood, FL Rental Market for Investors
An estimated 36% of Hollywood's active listings could cash-flow as a short-term rental — here's what the numbers say for investors, as of August 2026.
Homes in Hollywood that pencil right now
A sample of active Hollywood listings whose DSCR clears 1.25 using short-term rental income projections we accept as a direct lender. These are spread across the price range, not ranked, and current as of August 2026.
$165,000DSCR 1.381 bed · 1 bath · 825 sqft
- STR revenue
- $30,148/yr
- Est. interest-only payment
- $1,453/mo
On the market 294 days · Listed by Propertio
Scout this home & market: 1-bed condo in Hollywood
$217,000DSCR 1.282 bed · 2 bath · 1,055 sqft
- STR revenue
- $42,466/yr
- Est. interest-only payment
- $2,204/mo
On the market 88 days · Listed by Avanti Way
Scout this home & market: 2-bed condo in Hollywood
$368,000DSCR 1.623 bed · 2 bath · 1,444 sqft
- STR revenue
- $85,993/yr
- Est. interest-only payment
- $3,544/mo
On the market 158 days · Listed by SVS Realty Group Inc
Scout this home & market: 3-bed townhouse in Hollywood
$475,000DSCR 1.533 bed · 2 bath · 1,382 sqft
- STR revenue
- $79,529/yr
- Est. interest-only payment
- $3,463/mo
On the market 45 days · Listed by CENTURY 21 Capital Brokers
Scout this home & market: 3-bed house in Hollywood
$524,900DSCR 1.523 bed · 2 bath · 1,218 sqft
- STR revenue
- $82,840/yr
- Est. interest-only payment
- $3,636/mo
On the market 31 days · Listed by CENTURY 21 Stein Posner
Scout this home & market: 3-bed house in Hollywood
$564,999DSCR 1.333 bed · 3 bath · 1,360 sqft
- STR revenue
- $74,945/yr
- Est. interest-only payment
- $3,754/mo
On the market 72 days · Listed by LPT Realty, LLC
Scout this home & market: 3-bed house in Hollywood
$575,000DSCR 1.423 bed · 2 bath · 1,281 sqft
- STR revenue
- $80,528/yr
- Est. interest-only payment
- $3,790/mo
On the market 80 days · Listed by TruDeals Realty Corp
Scout this home & market: 3-bed house in Hollywood
$619,000DSCR 1.323 bed · 3 bath · 1,604 sqft
- STR revenue
- $92,172/yr
- Est. interest-only payment
- $4,654/mo
On the market 108 days · Listed by Miami Global Realty Inc
Scout this home & market: 3-bed townhouse in Hollywood
As of August 2026, we analyzed 1,400 active for-sale homes in Hollywood, Florida. The typical listing is priced at $529,450 and is projected to generate about $59,059 a year as a short-term rental.
After setting aside an estimated 20% for operating costs, an estimated 35.8% of those homes could still cover an investor mortgage payment on short-term-rental income — below the 52.5% median across the 200 major metros we track, ranking Hollywood #154 of 200 for cash-flow potential.
On market momentum: homes in Hollywood sit a median of 101 days on the market, and 18% of active listings came on in just the last 30 days — a slower-moving market, which shapes how much room there is to negotiate.
For a DSCR loan — which qualifies on the property's rental income rather than your personal income — Hollywood runs tighter once operating costs are accounted for: many listings need a below-median price, a stronger short-term-rental setup, or more money down before the income covers the payment. It's a market where running the numbers property-by-property matters.
What actually works in Hollywood
Hollywood works for investors, but the window is specific: 226 of the 1,207 Hollywood homes, condos and townhomes we can price confidently clear a DSCR of 1.25. Nine in ten of them are priced under $597,000.
| Price | 1 bed | 2 bed | 3 bed | 4 bed | 5 bed |
|---|---|---|---|---|---|
| $150k–$250k | 28%1.08 | 73%1.42 | — | — | — |
| $250k–$350k | 3%0.74 | 28%0.98 | 89%1.56 | — | — |
| $350k–$500k | 0%0.68 | 9%0.83 | 47%1.23 | 100%1.67 | — |
| $500k+ | 0%0.64 | 0%0.67 | 15%0.89 | 20%0.99 | 25%0.83 |
Darker means a larger share of that group cash-flows. “—” means fewer than 8 active listings — too few to draw a conclusion from.
Hollywood in full
| Active for-sale homes analyzed | 1,400 |
|---|---|
| Median list price | $529,450 |
| Median projected STR revenue (annual, gross) | $59,059 |
| Median average daily rate (ADR) | $247 |
| Median occupancy | 68% |
| Median beds | 2 |
| Median size | 1,195 sqft |
| Estimated cash-flow-positive share | 35.8% |
| Median days on market | 101 days |
| New listings (last 30 days) | 18.3% of active |
As a user of this system, you agree to all Scout Terms & Conditions and Home & Mortgage Conditions.
Would a Hollywood rental qualify for a DSCR loan?
Pre-filled with Hollywood's median price and projected short-term-rental income — change any field to match a specific property.
Advanced
On a 5-minute call with you, we can use Scout to run real numbers on real properties.
Estimates for educational purposes. Final terms subject to credit, property & program approval.




5 senior bankers · 47 statesPressure-test the market before you trust the median.
We’ll help you compare the market-level signal with the exact property, local costs, rental rules, and financing structure.
Thinking about an investment property in Hollywood?
Send the address or your target buy box. We’ll run the property with today’s assumptions.
Prefer to talk now? Call or text Chad: 858-353-8331.