Investor market data · Florida

Hollywood, FL Rental Market for Investors

An estimated 37% of Hollywood's active listings could cash-flow as a short-term rental — here's what the numbers say for investors, as of October 2026.

See what pencils →Run a DSCR

$515,000Median list price1,466 active listings

$59,043Median STR revenue / yrprojected, gross

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 October 2026.

$135,000DSCR 1.39
2 bed · 2 bath · 1,332 sqft
Condo in 33020 · built 1971
STR revenue
$50,774/yr
Est. interest-only payment
$2,440/mo
On the market 279 days · Listed by United Realty Group Inc.
Scout this home & market: 2-bed condo in Hollywood
$150,000DSCR 1.74
1 bed · 1 bath · 650 sqft
Condo in 33021 · built 1963
STR revenue
$32,179/yr
Est. interest-only payment
$1,235/mo
On the market 136 days · Listed by London Foster Realty
Scout this home & market: 1-bed condo in Hollywood
$179,900DSCR 1.69
2 bed · 2 bath · 830 sqft
Condo in 33020 · built 1971
STR revenue
$53,206/yr
Est. interest-only payment
$2,103/mo
On the market 153 days · Listed by Coldwell Banker Realty
Scout this home & market: 2-bed condo in Hollywood
$255,000DSCR 1.51
1 bed · 1 bath · 736 sqft
Condo in 33020 · built 2004
STR revenue
$43,590/yr
Est. interest-only payment
$1,925/mo
On the market 292 days · Listed by L & L Realty Group
Scout this home & market: 1-bed condo in Hollywood
$524,900DSCR 1.50
3 bed · 2 bath · 1,218 sqft
House in 33021 · built 1957
STR revenue
$82,840/yr
Est. interest-only payment
$3,679/mo
On the market 80 days · Listed by CENTURY 21 Stein Posner
Scout this home & market: 3-bed house in Hollywood
$540,000DSCR 1.43
3 bed · 2 bath · 1,614 sqft
House in 33021 · built 1961
STR revenue
$74,755/yr
Est. interest-only payment
$3,490/mo
On the market 110 days · Listed by AHI Real Estate, LLC.
Scout this home & market: 3-bed house in Hollywood
$575,000DSCR 1.27
3 bed · 2 bath · 1,392 sqft
House in 33024 · built 1972
STR revenue
$71,265/yr
Est. interest-only payment
$3,751/mo
On the market 95 days · Listed by Majestic Realty, Llc
Scout this home & market: 3-bed house in Hollywood

Ask about Hollywood deals →Run any address yourself

As of October 2026, we analyzed 1,466 active for-sale homes in Hollywood, Florida. The typical listing is priced at $515,000 and is projected to generate about $59,043 a year as a short-term rental.

After setting aside an estimated 20% for operating costs, an estimated 37.1% of those homes could still cover an investor mortgage payment on short-term-rental income — below the 53.1% median across the 200 major metros we track, ranking Hollywood #153 of 200 for cash-flow potential.

On market momentum: homes in Hollywood sit a median of 96 days on the market, and 19% 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: 223 of the 1,251 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.

Share of those listings clearing an DSCR of 1.25, by price and bedroom count. The smaller figure is the median DSCR for that group.
Price	1 bed	2 bed	3 bed	4 bed	5 bed
$150k–$250k	37%1.14	73%1.42	—	—	—
$250k–$350k	3%0.75	23%0.97	80%1.45	—	—
$350k–$500k	0%0.69	4%0.81	43%1.20	100%1.74	—
$500k+	0%0.69	1%0.69	14%0.89	25%1.04	21%0.82

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	1,466
Median list price	$515,000
Median projected STR revenue (annual, gross)	$59,043
Median average daily rate (ADR)	$247
Median occupancy	67%
Median beds	2
Median size	1,176 sqft
Estimated cash-flow-positive share	37.1%
Median days on market	96 days
New listings (last 30 days)	18.7% of active